Organolithium Reagents

4×25, 50, 600 mL in Sure/Seal™
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Quality Level	100,
concentration	1.0 M in pentane
bp	35-36 °C
density	0.65 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]C[Si](C)(C)C
InChI	1S/C4H11Si.Li/c1-5(2,3)4;/h1H2,2-4H3;
Inchi Key	RJPBNMJOQNIBQW-UHFFFAOYSA-N

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H224 - H304 - H314 - H336 - H411
pcodes	P210 - P280 - P301 + P310 + P331 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310 - P403 + P233
Target Organs	Central nervous system
Supp Hazards	EUH014
Personal Protective Equipment	Faceshields,, Gloves,, Goggles,
RIDADR	UN 3399A 4.3(3) / PGI
WGK Germany	WGK 3
Flash Point F	-56.2 °F - closed cup
Flash Point C	-49 °C - closed cup

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2-Thienyllithium solution

Empirical Formula (Hill Notation):	C₄H₃LiS
CAS Number:	2786-07-4
Molecular Weight:	90.07
MDL number:	MFCD00074987
PubChem Substance ID:	24860050
NACRES:	NA.22

Quality Level	100,
concentration	1.0 M in THF/hexanes
density	0.829 g/mL at 25 °C
SMILES string	[Li]c1cccs1
InChI	1S/C4H3S.Li/c1-2-4-5-3-1;/h1-3H;
Inchi Key	LNMZIBGBEOKNEI-UHFFFAOYSA-N

(15% solution in n-hexane) for synthesis

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H225 - H302 + H332 - H304 - H314 - H335 - H336 - H351 - H361f - H373 - H411
pcodes	P210 - P260 - P280 - P305 + P351 + P338 - P370 + P378 - P403 + P235
Supp Hazards	EUH014 - EUH019
Personal Protective Equipment	Eyeshields,, Faceshields,, Gloves,, type ABEK (EN14387) respirator filter,
RIDADR	UN3399 - class 4.3 - PG 2 - EHS - Organometallic substance, liquid, water-reactive, flammable, HI: all (not BR)
WGK Germany	WGK 3
Flash Point F	-22.0 °F - closed cup
Flash Point C	-30 °C - closed cup

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Butyllithium 8188740500

General description

Analysis Note

Colour (visual)colourless to slight yellowAppearance of substance (visual)clear to turbidAssay (acidimetric)13.5 - 16.5 %Assay (total alcalinity)13.5 - 16.5 %

Useful reagent for the preparation of metallocenes and cyclopentadienyl derivatives.

storage conditions	Store below +30°C.
vapor pressure	163 hPa ( 20 °C)
Quality Level	200,
autoignition temp.	240 °C
expl. lim.	1.2-7.8 % (v/v)
bp	69 °C/1013 hPa
mp	-95 °C
transition temp	flash point -22 °C
density	0.68 g/cm³ at 20 °C
storage temp.	2-30°C

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Cyclopentadienyllithium

Empirical Formula (Hill Notation):	C₅H₅Li
CAS Number:	16733-97-4
Molecular Weight:	72.03
Beilstein/REAXYS Number:	3535737
MDL number:	MFCD00001439
PubChem Substance ID:	24858115
NACRES:	NA.22

5, 25 g in glass bottle

Quality Level	100,
assay	97%
reaction suitability	reagent type: ligand
SMILES string	[Li]C1C=CC=C1
InChI	1S/C5H5.Li/c1-2-4-5-3-1;/h1-5H;
Inchi Key	JTVVTAXHEPEOQP-UHFFFAOYSA-N

Ethyllithium is a general organolithium reagent used in the nucleophilic addition reaction to synthesize a variety of intermediates.

pictograms	GHS05
signalword	Danger
hcodes	H314
pcodes	P280 - P305 + P351 + P338 - P310
Personal Protective Equipment	Eyeshields,, Faceshields,, Gloves,, type P1 (EN143) respirator filter,, type P3 (EN 143) respirator cartridges,
RIDADR	UN 3263 8 / PGII
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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Ethyllithium solution

Empirical Formula (Hill Notation):	C₂H₅Li
Linear Formula:	CH₃CH₂Li
CAS Number:	811-49-4
Molecular Weight:	36.00
Beilstein/REAXYS Number:	3587196
MDL number:	MFCD00053747
PubChem Substance ID:	24879948
NACRES:	NA.22

4×25, 100 mL in Sure/Seal™
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Quality Level	100,
concentration	0.5 M in benzene: cyclohexane
density	0.862 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]CC
InChI	1S/C2H5.Li/c1-2;/h1H2,2H3;
InChI key	BLHLJVCOVBYQQS-UHFFFAOYSA-N

4×25, 100 mL in Sure/Seal™
1 L in Sure/Seal™
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

pictograms	GHS02,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H225 - H261 - H304 - H315 - H319 - H340 - H350 - H372 - H411
pcodes	P210 - P231 + P232 - P273 - P301 + P310 - P303 + P361 + P353 - P331
Target Organs	Blood
RIDADR	UN3399 - class 4.3 - PG 2 - EHS - Organometallic substance, liquid, water-reactive, flammable, HI: all (not BR)
WGK Germany	WGK 3
Flash Point F	-17.0 °F - closed cup
Flash Point C	-27.22 °C - closed cup

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Hexyllithium solution

Empirical Formula (Hill Notation):	C₆H₁₃Li
Linear Formula:	CH₃(CH₂)₅Li
CAS Number:	21369-64-2
Molecular Weight:	92.11
Beilstein/REAXYS Number:	3600261
MDL number:	MFCD00191446
PubChem Substance ID:	24870524
NACRES:	NA.22

Quality Level	200
concentration	2.3 M in hexane
bp	69 °C
density	0.708 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]CCCCCC
InChI	1S/C6H13.Li/c1-3-5-6-4-2;/h1,3-6H2,2H3;
InChI key	RMKNFFPDYCVCDI-UHFFFAOYSA-N

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H225 - H250 - H260 - H304 - H314 - H336 - H361f - H373 - H411
pcodes	P210 - P231 + P232 - P280 - P301 + P310 + P331 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310 - P370 + P378
Target Organs	Central nervous system, Nervous system
Supp Hazards	EUH014
Personal Protective Equipment	Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
RIDADR	UN 3394 4.3(4.2) / PGI
WGK Germany	WGK 2
Flash Point F	15.8 °F - closed cup
Flash Point C	-9 °C - closed cup

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Isobutyllithium solution 58565-100ML

Empirical Formula (Hill Notation):	C₄H₉Li
Linear Formula:	(CH₃)₂CHCH₂Li
CAS Number:	920-36-5
Molecular Weight:	64.06
Beilstein/REAXYS Number:	4450775
MDL number:	MFCD01863085
PubChem Substance ID:	57651654
NACRES:	NA.22

Quality Level	100,
grade	technical
concentration	~16% in heptane (~1.7 M)
density	0.69 g/mL at 20 °C
storage temp.	2-8°C
SMILES string	[Li]CC(C)C
InChI	1S/C4H9.Li/c1-4(2)3;/h4H,1H2,2-3H3;
Inchi Key	YZLMQRULZXAMEC-UHFFFAOYSA-N

4×25, 100 mL in Sure/Seal™
1 L in Sure/Seal™
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H225 - H260 - H304 - H314 - H336 - H410
pcodes	P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
Target Organs	Central nervous system
Supp Hazards	EUH014
Personal Protective Equipment	Faceshields,, Gloves,, Goggles,, type ABEK (EN14387) respirator filter,
RIDADR	UN3394 - class 4.2 - PG 1 - EHS - Organometallic substance, liquid, pyrophoric, water-reactive, HI: all (not BR)
WGK Germany	WGK 2
Flash Point F	24.8 °F - closed cup
Flash Point C	-4.0 °C - closed cup

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Isopropyllithium solution

Empirical Formula (Hill Notation):	C₃H₇Li
Linear Formula:	(CH₃)₂CHLi
CAS Number:	1888-75-1
Molecular Weight:	50.03
MDL number:	MFCD02093613
PubChem Substance ID:	24877705
NACRES:	NA.22

Application

Used in a study of the alkylative ring opening of N-sulfonyl protected aziridines providing amino alcohols and ethers.

Quality Level	100,
concentration	0.7 M in pentane
bp	35-36 °C
density	0.632 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]C(C)C
InChI	1S/C3H7.Li/c1-3-2;/h3H,1-2H3;
Inchi Key	HDSLTIHESBGENB-UHFFFAOYSA-N

Reacts with halotriazines to produce conductive, anisotropic carbon-nitrogen materials.
Lithium (trimethylsilyl)acetylide can be used as a reagent:

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H224 - H304 - H315 - H318 - H336 - H411
pcodes	P210 - P273 - P280 - P301 + P310 + P331 - P305 + P351 + P338 + P310 - P403 + P233
Target Organs	Central nervous system
RIDADR	UN 3399A 4.3(3) / PGI
WGK Germany	WGK 3
Flash Point F	-31.0 °F - closed cup
Flash Point C	-35 °C - closed cup

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Lithium (trimethylsilyl)acetylide solution

Empirical Formula (Hill Notation):	C₅H₉LiSi
Linear Formula:	(CH₃)₃SiC≡CLi
CAS Number:	54655-07-1
Molecular Weight:	104.15
Beilstein/REAXYS Number:	3587411
MDL number:	MFCD00075059
PubChem Substance ID:	24860321
NACRES:	NA.22

In the transmetalation and nucleophilic displacement reactions.
To prepare propargylic alcohol derivatives by reacting with aldehydes and ketones.
To synthesize ,ynones by treating with Weinreb amide or with isoxazolidide.
Along with Grignard reagent to convert - and -thiolactams to thioiminium salts, which are employed as key intermediates to produce disubstituted pyrrolidines.

4×25, 50, 500 mL in Sure/Seal™
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Quality Level	100,
concentration	0.5 M in THF
density	0.88 g/mL at 25 °C
SMILES string	[Li]C#C[Si](C)(C)C
InChI	1S/C5H9Si.Li/c1-5-6(2,3)4;/h2-4H3;
Inchi Key	ZVXXEONXFWSCIZ-UHFFFAOYSA-N

pictograms	GHS02,GHS05,GHS07,GHS08
signalword	Danger
hcodes	H225 - H302 - H314 - H335 - H351
pcodes	P210 - P260 - P280 - P305 + P351 + P338 - P370 + P378 - P403 + P235
Target Organs	Respiratory system
Supp Hazards	EUH019
Personal Protective Equipment	Faceshields,, Gloves,, Goggles,, type ABEK (EN14387) respirator filter,
RIDADR	UN 2924 8(3) / PGII
WGK Germany	WGK 3
Flash Point F	-9.4 °F - closed cup
Flash Point C	-23 °C - closed cup

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Lithium acetylide, ethylenediamine complex

Empirical Formula (Hill Notation):	C₄H₉LiN₂
Linear Formula:	LiC≡CH · NH₂CH₂CH₂NH₂
CAS Number:	6867-30-7
Molecular Weight:	92.07
Beilstein/REAXYS Number:	3593824
EC Number:	229-967-9
MDL number:	MFCD00013183
PubChem Substance ID:	24851204
NACRES:	NA.22

Lithium acetylide, ethylenediamine complex is a general reagent to synthesize ethynylated ketones.
It is used as a ligand in the coordination chemistry to synthesize transition metal complexes such as 1-alkynyl-dimethyl(triorganophosphine)gold(III) complex.
It is employed in the ring opening reaction of epoxides, as in the total synthesis of ()-goniotrionin and englerin A.
It can also be used in the ethynylation of alkyl halides to prepare terminal alkynes.

10, 50, 100 g in glass bottle

Quality Level	100
assay	90%
bp	110.6 °C (lit.)
mp	76 °C (dec.)
storage temp.	2-8°C
SMILES string	[Li]C#C.NCCN
InChI	1S/C2H8N2.C2H.Li/c3-1-2-4;1-2;/h1-4H2;1H;
InChI key	QJQWXTYPTBEPGS-UHFFFAOYSA-N

Assay (by gasvolumetry): ≥ 96.0 %

pictograms	GHS02,GHS05
signalword	Danger
hcodes	H261 - H314
pcodes	P231 + P232 - P260 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310
Supp Hazards	EUH014
Personal Protective Equipment	Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RIDADR	UN 3131 8(4.3) / PGII
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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Lithium hydride

Empirical Formula (Hill Notation):	HLi
CAS Number:	7580-67-8
Molecular Weight:	7.95
MDL number:	MFCD00011074
EC Index Number:	231-484-3

storage conditions	Store below +30°C.
Quality Level	200,
potency	78 mg/kg LD₅₀, oral (Rat)
reaction suitability	reagent type: reductant
pH	>7 (20 °C, 21 g/L in H₂O)
mp	688 °C
density	0.78 g/cm³ at 20 °C
bulk density	290430 kg/m³
storage temp.	2-30°C
InChI	1S/Li.H/q+1;-1
Inchi Key	SRTHRWZAMDZJOS-UHFFFAOYSA-N

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Lithium pentamethylcyclopentadienide

Empirical Formula (Hill Notation):	C₁₀H₁₅Li
CAS Number:	51905-34-1
Molecular Weight:	142.17
MDL number:	MFCD00269823
PubChem Substance ID:	24869963
NACRES:	NA.22

Catalytic base in palladium-catalyzed cross-coupling reactions

1 g in glass bottle

reaction suitability	reagent type: ligand
Quality Level	100,
mp	>230 °C (lit.)
SMILES string	[Li].C[C]1[C](C)[C](C)[C](C)[C]1C
InChI	1S/C10H15.Li.H/c1-6-7(2)9(4)10(5)8(6)3;;/h1-5H3;;
Inchi Key	BYQDFKHYKXKKFK-UHFFFAOYSA-N

pictograms	GHS02,GHS05,GHS08
signalword	Danger
hcodes	H250 - H261 - H314 - H361
pcodes	P231 + P232 - P260 - P280 - P303 + P361 + P353 - P305 + P351 + P338 - P370 + P378
Personal Protective Equipment	Eyeshields,, Faceshields,, Gloves,, type P1 (EN143) respirator filter,, type P3 (EN 143) respirator cartridges,
RIDADR	UN 3393 4.2(4.3)
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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Lithium phenylacetylide solution

Empirical Formula (Hill Notation):	C₈H₅Li
Linear Formula:	C₆H₅C≡CLi
CAS Number:	4440-01-1
Molecular Weight:	108.07
MDL number:	MFCD00061543
PubChem Substance ID:	24860842
NACRES:	NA.22

Quality Level	100,
concentration	1.0 M in THF
density	0.91 g/mL at 25 °C
SMILES string	[Li]C#Cc1ccccc1
InChI	1S/C8H5.Li/c1-2-8-6-4-3-5-7-8;/h3-7H;
InChI key	QQONVLVTCMNCTJ-UHFFFAOYSA-N

(5% solution in diethylether) for synthesis

pictograms	GHS02,GHS05,GHS07,GHS08
signalword	Danger
hcodes	H225 - H261 - H302 - H314 - H335 - H351
pcodes	P210 - P231 + P232 - P280 - P370 + P378 - P402 + P404 - P403 + P235
Target Organs	Respiratory system
Supp Hazards	EUH019
Personal Protective Equipment	Faceshields,, Gloves,, Goggles,, type ABEK (EN14387) respirator filter,
RIDADR	UN 3399BC 4.3(3) / PGII
WGK Germany	WGK 3
Flash Point F	1.4 °F
Flash Point C	-17 °C

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Methyllithium 8208050100

General description

Analysis Note

Assay (total alcalinity)4.5 - 5.5 %

Methyllithium lithium bromide complex solution (MeLi.LiBr) can be used as a methylating agent for the α-methylation of alkoxyaryl ketones.

storage conditions	Store at +2°C to +8°C.
Quality Level	200,
autoignition temp.	180 °C (Information refers to the main component.)
expl. lim.	1.7-36 % (v/v) Information refers to the main component.)
bp	34.6 °C (Information refers to the main component.)
transition temp	flash point -40 °C (Information refers to the main component.)
density	0.7 g/cm³ at 20 °C
storage temp.	2-8°C

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Methyllithium lithium bromide complex solution

Empirical Formula (Hill Notation):	CH₃Li · BrLi
Linear Formula:	CH₃Li · LiBr
Molecular Weight:	108.82
Beilstein/REAXYS Number:	3587162
MDL number:	MFCD00044645
PubChem Substance ID:	24851207
NACRES:	NA.22

1 L in Sure/Seal™
4×25, 100, 800 mL in Sure/Seal™
18 L in Kilo-Lab™
View returnable container options,.
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Quality Level	100,
concentration	1.5 M in diethyl ether
density	0.852 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li+].[Br-].[Li]C
InChI	1S/CH3.BrH.2Li/h1H3;1H;;/q;;;+1/p-1
Inchi Key	XLIKYFMMLMHLKL-UHFFFAOYSA-M

Methyllithium is an organolithium reagent mainly used for deprotonation and as a source of methyl anion. It is a strong base and a strong nucleophile.

pictograms	GHS02,GHS07
signalword	Danger
hcodes	H225 - H302 - H336
pcodes	P210 - P233 - P240 - P241 - P242 - P301 + P312
Target Organs	Central nervous system
Supp Hazards	EUH019 - EUH066
RIDADR	UN 3399A 4.3(3) / PGI
WGK Germany	WGK 3
Flash Point F	-18.4 °F - closed cup
Flash Point C	-28 °C - closed cup

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Methyllithium solution

Empirical Formula (Hill Notation):	CH₃Li
CAS Number:	917-54-4
Molecular Weight:	21.98
Beilstein/REAXYS Number:	3587162
MDL number:	MFCD00008253
PubChem Substance ID:	24851824
NACRES:	NA.22

Application

Methyllithium solution (1.6M in diethyl ether) has been used for the asymmetric allylic alkylation (AAA) of allylic electrophiles in the presence of a chiral copper catalyst. This protocol leads to the C-C bond formation of tertiary and quaternary stereogenic centers with high enantioselectivity. It can also be used for the synthesis of (−)-salsolidine by reacting with 6,7-dimethoxy-3,4-dihydroisoquinoline in the presence of (−)-sparteine as a chiral ligand.

1 L in Sure/Seal™
8, 18 L in Kilo-Lab™
4×25, 50, 100, 4×100, 800 mL in Sure/Seal™
View returnable container options.
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Quality Level	100
vapor density	3 (vs air)
composition	halide, ~0.05 M
concentration	1.6 M in diethyl ether
density	0.732 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]C
InChI	1S/CH3.Li/h1H3;
InChI key	DVSDBMFJEQPWNO-UHFFFAOYSA-N

4×25, 100, 800 mL in Sure/Seal™
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

pictograms	GHS02,GHS05,GHS07
signalword	Danger
hcodes	H225 - H250 - H260 - H302 - H314 - H336
pcodes	P210 - P222 - P223 - P231 + P232 - P370 + P378 - P422
Supp Hazards	EUH019 - EUH066
RIDADR	UN 3394 4.3(4.2) / PGI
WGK Germany	WGK 1
Flash Point F	1.4 °F - closed cup
Flash Point C	-17 °C - closed cup

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n-Butyllithium solution

Empirical Formula (Hill Notation):	C₄H₉Li
Linear Formula:	CH₃(CH₂)₃Li
CAS Number:	109-72-8
Molecular Weight:	64.06
Beilstein/REAXYS Number:	1209227
MDL number:	MFCD00009414
PubChem Substance ID:	24858234
NACRES:	NA.22

form	liquid
Quality Level	200
concentration	2.0 M in cyclohexane
bp	80 °C
density	0.775 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]CCCC
InChI	1S/C4H9.Li/c1-3-4-2;/h1,3-4H2,2H3;
InChI key	MZRVEZGGRBJDDB-UHFFFAOYSA-N

Phenyllithium solution can be used to synthesize:

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H225 - H250 - H260 - H304 - H314 - H336 - H410
pcodes	P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
Target Organs	Central nervous system
Supp Hazards	EUH014
Personal Protective Equipment	Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
RIDADR	UN3399 - class 4.3 - PG 1 - EHS - Organometallic substance, liquid, water-reactive, flammable, HI: all (not BR)
WGK Germany	WGK 2
Flash Point F	-0.4 °F - closed cup
Flash Point C	-18 °C - closed cup

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Phenyllithium solution

Empirical Formula (Hill Notation):	C₆H₅Li
CAS Number:	591-51-5
Molecular Weight:	84.04
Beilstein/REAXYS Number:	506502
MDL number:	MFCD00014254
PubChem Substance ID:	24881428

1-Acetyl-1-diphenylphosphinoferrocene from ferrocenophane.
Ethyl 2-acetylimino-1-benzyl-6-bromo-4-phenyl-1,4-dihydroquinoline-3-carboxylate from ethyl 1-benzyl-6-bromo-2-imino-1,2-dihydroquinoline-3-carboxylate.
Ethyl 2-amino-1-benzoyl-6-bromo-4-phenyl-1,4-dihydroquinoline-3-carboxylate from (E)-ethyl 2-(acetylimino)-1-benzoyl-6-bromo-1,2-dihydroquinoline-3-carboxylate.

50, 100, 800 mL in Sure/Seal™

Quality Level	100
concentration	1.9 M in dibutyl ether
density	0.835 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]c1ccccc1
InChI	1S/C6H5.Li/c1-2-4-6-5-3-1;/h1-5H;
InChI key	NHKJPPKXDNZFBJ-UHFFFAOYSA-N

sec-Butyllithium solution (1.4M in cyclohexane) has been used in the multi-step synthesis of 5-methyl-5,6-dihydrothymidine (5-MDHT) from thymidine. It has also been used in the copper-catalyzed asymmetric allylic alkylation (AAA) of allyl bromides, chlorides, and ethers in the presence of a chiral ligand.

pictograms	GHS02,GHS05,GHS07
signalword	Danger
hcodes	H226 - H314 - H335 - H412
pcodes	P210 - P273 - P280 - P303 + P361 + P353 - P305 + P351 + P338 + P310
Target Organs	Respiratory system
Supp Hazards	EUH014
RIDADR	UN 3392 4.2 / PGI
WGK Germany	WGK 3
Flash Point F	77.0 °F - closed cup
Flash Point C	25 °C - closed cup

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sec-Butyllithium solution

Empirical Formula (Hill Notation):	C₄H₉Li
Linear Formula:	CH₃CH₂CH(CH₃)Li
CAS Number:	598-30-1
Molecular Weight:	64.06
Beilstein/REAXYS Number:	3587206
MDL number:	MFCD00009323
PubChem Substance ID:	24851700
NACRES:	NA.22

4×25, 50, 100, 800 mL in Sure/Seal™
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Quality Level	200
concentration	1.4 M in cyclohexane
density	0.769 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]C(C)CC
InChI	1S/C4H9.Li/c1-3-4-2;/h3H,4H2,1-2H3;
InChI key	VATDYQWILMGLEW-UHFFFAOYSA-N

tert-Butyllithium solution (tert-BuLi) is an organolithium compound, used as a strong base in organic chemistry. It facilitates lithium-halogen exchange reaction and also can be employed in the deprotonation of C-H compounds and amines.

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H225 - H250 - H260 - H304 - H314 - H336 - H410
pcodes	P210 - P231 + P232 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P370 + P378
Target Organs	Central nervous system
Personal Protective Equipment	Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
RIDADR	UN3394 - class 4.2 - PG 1 - EHS - Organometallic substance, liquid, pyrophoric, water-reactive, HI: all (not BR)
WGK Germany	WGK 2
Flash Point F	1.4 °F - closed cup
Flash Point C	-17 °C - closed cup

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tert-Butyllithium solution

Empirical Formula (Hill Notation):	C₄H₉Li
Linear Formula:	(CH₃)₃CLi
CAS Number:	594-19-4
Molecular Weight:	64.06
Beilstein/REAXYS Number:	3587204
MDL number:	MFCD00008795
PubChem Substance ID:	24851206
NACRES:	NA.22

Application

tert-Butyllithium solution can be used as a strong base in the synthesis of:

Alkyllithium derivatives form alkyl iodides and diiodoalkanes by halogen-lithium exchange reaction.
Inorganic polymer [(LiMo3Se3)n] from [(InMo3Se3)n] by reductive intercalation method.
Adducts of cinnamic acid (1,3- and 1,4-adducts) by reacting with C-C double of cinnamic acid.

8 L in Kilo-Lab™
4×25, 100, 4×100, 800 mL in Sure/Seal™
View returnable container options.
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Quality Level	200
vapor density	~3 (vs air)
concentration	1.7 M in pentane
density	0.652 g/mL at 25 °C
storage temp.	2-8°C
SMILES string	[Li]C(C)(C)C
InChI	1S/C4H9.Li/c1-4(2)3;/h1-3H3;
InChI key	BKDLGMUIXWPYGD-UHFFFAOYSA-N

2-propanol solution in toluene with 0.2% 1,10-phenanthroline can be used as a titration solution to obtain the accurate concentration of the butyllithium reagent in the solution.

pictograms	GHS02,GHS05,GHS07,GHS08,GHS09
signalword	Danger
hcodes	H225 - H250 - H260 - H304 - H314 - H336 - H411
pcodes	P210 - P231 + P232 - P280 - P301 + P310 + P331 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338 + P310 - P370 + P378
Target Organs	Central nervous system
RIDADR	UN3394 - class 4.2 - PG 1 - EHS - Organometallic substance, liquid, pyrophoric, water-reactive, HI: all (not BR)
WGK Germany	WGK 2
Flash Point F	-56.2 °F - closed cup
Flash Point C	-49 °C - closed cup

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Titration solution for quantitative analysis of butyllithium

Empirical Formula (Hill Notation):	C₁₂H₈N₂
Molecular Weight:	180.21

5, 10×5 mL in glass bottle

shelf life	limited shelf life, expiry date on the label
composition	2-propanol, 1.0 M
impurities	≤0.04% water