VINYLLITHIUM supplier | CasNO.917-57-7

Name
VINYL LITHIUM
EINECS
CAS No. 917-57-7
Article Data28
CAS DataBase
Density g/cm³
Solubility
Melting Point
Formula C2H3 Li
Boiling Point °Cat760mmHg
Molecular Weight 33.9868
Flash Point °C
Transport Information
Appearance
Safety Ignites spontaneously and burns violently in air. See also LITHIUM COMPOUNDS and ORGANOMETALS.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Lithium,vinyl- (6CI,7CI,8CI); Ethenyllithium; Lithioethene; Vinyllithium
PSA 0.00000
LogP 0.67920

Synthetic route

: 1112-56-7
tetravinyltin (IV)

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
With n-butyllithium In pentane for 2.5h; Inert atmosphere; Glovebox;	87%
With n-butyllithium In hexane at 21℃; for 2h;	84%
With phenyllithium

: 74-85-1
ethene

A: 917-57-7
vinyllithium

B: 13067-82-8
1,2-dilithioethane

Conditions

Conditions	Yield
With lithium; zinc(II) chloride; 2,5-Diphenyl-6a-thiathiophthen In tetrahydrofuran at 0℃; under 750.06 Torr; for 6h; Product distribution;	A 75% B n/a
With lithium; 2,5-Diphenyl-6a-thiathiophthen; zinc(II) chloride In tetrahydrofuran at 0℃; under 750.06 Torr; for 6h; Yields of byproduct given;	A 75% B n/a

: 593-60-2
Vinyl bromide

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
With lithium
With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 2h;

: 1119-20-6
divinylmercury

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
With lithium

: 1112-56-7
tetravinyltin (IV)

: 591-51-5
phenyllithium

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
With diethyl ether
Ambient temperature;

: 86901-29-3
1,1-Dilithioethan

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
With chloro-trimethyl-silane In tetrahydrofuran for 8h; Ambient temperature; Yield given;

: 13067-82-8
1,2-dilithioethane

: 917-57-7
vinyllithium

: 13067-82-8
1,2-dilithioethane

A: 917-57-7
vinyllithium

B: 2123-72-0
1,4-dilithiobutane

C: 2223-57-6
hexanediyl dilithium

Conditions

Conditions	Yield
With lithium at -196℃; under 0.005 Torr; Mechanism;

...Expand

: 65801-58-3, 75620-60-9, 171562-29-1
cis-1,2-Dilithioethylen

A: 917-57-7
vinyllithium

B: 1070-75-3
dilithium acetylide

Conditions

Conditions	Yield
Title compound not separated from byproducts;

: 65801-58-3, 75620-60-9, 171562-29-1
trans-1,2-Dilithioethylen

A: 917-57-7
vinyllithium

B: 1070-75-3
dilithium acetylide

Conditions

Conditions	Yield
Title compound not separated from byproducts;

: 70277-75-7
lithium acetylide

A: 917-57-7
vinyllithium

B: 1070-75-3
dilithium acetylide

Conditions

Conditions	Yield
With dilithiumethylene Title compound not separated from byproducts;

: 109-72-8, 29786-93-4
n-butyllithium

: 1112-56-7
tetravinyltin (IV)

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at 0℃; for 0.5h;
In tetrahydrofuran; hexane at -78 - 20℃; for 1.08333h;
In pentane Inert atmosphere;
In hexane at 20℃; for 1h;

: 1112-56-7
tetravinyltin (IV)

: 917-54-4
methyllithium

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.5h; Inert atmosphere;

: 593-66-8
vinyliodide

: 917-57-7
vinyllithium

Conditions

Conditions	Yield
With n-butyllithium In pentane at -78℃; Inert atmosphere;

: 64825-78-1
5-methyl-5-hexen-1-al

: 917-57-7
vinyllithium

: 77350-72-2
7-Methyl-1,7-octadien-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran -78 deg C to room temp.;	100%

: 917-57-7
vinyllithium

: 116006-01-0
2-methyl-6-methylenetricyclo<3.3.1.02,7>nonan-8-one

: 116006-02-1
8-ethenyl-2-methyl-6-methylenetricyclo<3.3.1.02,7>nonan-8-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 1.5h;	100%

: 917-57-7
vinyllithium

: 581060-33-5
(4R,6S)-6-benzyloxy-4-[(tert-butyldimethylsilyl)oxy]-2-cyclohexenone

: (3R,4R,6S)-6-benzyloxy-4-(tert-butyldimethylsilyloxy)-3-vinylcyclohexan-1-one

Conditions

Conditions	Yield
Stage #1: vinyllithium With copper(l) cyanide In diethyl ether at -78 - 0℃; Stage #2: (4R,6S)-6-benzyloxy-4-[(tert-butyldimethylsilyl)oxy]-2-cyclohexenone In diethyl ether at -78℃; for 0.25h; Stage #3: With ammonium chloride In water	100%

: 194037-77-9
dichloro(η(5)-1-[2-(N,N-dimethylamino)ethyl]-2,3,4,5-tetramethylcyclopentandienyl)(η(5)-pentamethylcyclopentadienyl)titanium

: 917-57-7
vinyllithium

: 194037-80-4
(η(5)-1-[2-(N,N-dimethylamino)ethyl]-2,3,4,5-tetramethylcyclopentandienyl)(η(5)-pentamethylcyclopentadienyl)(2-methylidene)titanacyclobutane

Conditions

Conditions	Yield
In tetrahydrofuran N2-atmosphere; -78°C to room temp.; evapn., extg. (hexane), filtering, evapn.;	100%

: 264871-33-2, 284662-93-7, 294618-76-1, 130666-29-4, 190913-71-4
(2RS,4SR,5RS)-2,5-diphenyl-3,4-dimethyl-1,3,2-oxazaphospholidine-2-borane

: 917-57-7
vinyllithium

: 920276-26-2, 917251-22-0, 160859-36-9
(RSp)-(N-methyl[(1RS,2SR)-(1-hydroxy-1-phenylprop-2-yl)]amino)phenyl-(vinyl)phosphine borane

Conditions

Conditions	Yield
In tetrahydrofuran (Ar); soln. of Li compd. in THF was added dropwise to soln. of B-P compd. in THF at -78°C; mixt. was stirred at -78°C for 30 min; warmed to room temp.; H2O added; THF removed (vac.); extd. (CH2Cl2); dried (MgSO4); solvent evapd; chromd. (silica gel, toluene/EtOAc, 9/1);	100%

: 917-57-7
vinyllithium

: 3525-60-8
(E)-4-methoxy-N-(naphthalene-1-ylmethylene)phenylamine

: 136214-29-4
(4-Methoxy-phenyl)-(1-naphthalen-1-yl-allyl)-amine

Conditions

Conditions	Yield
1-(2-methoxyphenoxy)-N,N-dimethyl-3-phenylpropan-2-amine In toluene at -42℃;	99%

: 917-57-7
vinyllithium

: 130660-15-0
5-Methyl-5-(phenylthio)-2-hexanone

: 3,6-dimethyl-6-(phenylthio)hept-1-en-3-ol

Conditions

Conditions	Yield
In diethyl ether at -78 - -20℃; for 2.5h;	98%

: 917-57-7
vinyllithium

: 1-((1aR,3S,3aR,3bS,5aR,6S,8aR,8bR,10R,10aR)-6-Hydroxy-10-methoxy-3,8a-bis-methoxymethoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-ethanone

: 131791-14-5
(1aR,3S,3aR,3bS,5aR,6S,8aR,8bR,10R,10aR)-6-((S)-1-Hydroxy-1-methyl-allyl)-10-methoxy-3,8a-bis-methoxymethoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 1h;	97%

: 917-57-7
vinyllithium

: 128736-47-0
6-Methyl-6-(2-trimethylsilanylmethyl-allyl)-cyclohex-2-enone

: 123130-49-4
(1S,6R)-6-Methyl-6-(2-trimethylsilanylmethyl-allyl)-1-vinyl-cyclohex-2-enol

Conditions

Conditions	Yield
	97%

: 917-57-7
vinyllithium

: 7,7-Dimethylbicyclo<3.2.0>heptan-6-one

: (1R,5S,6S)-7,7-Dimethyl-6-vinyl-bicyclo[3.2.0]heptan-6-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 0.25h;	97%

: 120-57-0
piperonal

: 917-57-7
vinyllithium

: 5208-87-7
1'-hydroxysafrole

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 0.5h;	97%

: 917-57-7
vinyllithium

: 783-08-4
[4-(benzylideneamino)phenyl]methanol

: 104937-84-0
N-(p-methoxyphenyl)-α-ethenylbenzenemethaneamine

Conditions

Conditions	Yield
1-(2-methoxyphenoxy)-N,N-dimethyl-3-phenylpropan-2-amine In toluene at -42℃;	96%

: 917-57-7
vinyllithium

: 85972-39-0
4-(t-butyldimethylsilyloxy)-3-methoxycyclopent-2-enone

: 85972-46-9
5-(tert-Butyl-dimethyl-silanyloxy)-3-vinyl-cyclopent-2-enone

Conditions

Conditions	Yield
In diethyl ether at -78 - -20℃; for 1h;	96%

: 917-57-7
vinyllithium

: 200264-94-4
Acetic acid (1R,2R,4S,5R,6S,8S)-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-11-methylene-10-oxo-12-oxa-tricyclo[6.3.1.01,6]dodec-4-yl ester

: 200264-95-5
Acetic acid (1R,2R,4S,5R,6S,8S,11S)-11-allyl-5-benzyloxy-8-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-10-oxo-12-oxa-tricyclo[6.3.1.01,6]dodec-4-yl ester

Conditions

Conditions	Yield
With CuCN In diethyl ether at -60℃; Addition;	96%

: 917-57-7
vinyllithium

: 4-methyl-4-(phenylthio)pentan-1-one

: 477482-19-2
6-methyl-6-(phenylthio)hept-1-en-3-ol

Conditions

Conditions	Yield
In diethyl ether at -78 - -20℃; for 2.5h;	96%

: 917-57-7
vinyllithium

: 442202-05-3
dimethyl (S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-4H-pyridine-1,2-dicarboxylate

: 442202-22-4
dimethyl (2R,3S,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-3-vinyl-piperidine-1,2-dicarboxylate

Conditions

Conditions	Yield
Stage #1: vinyllithium With copper(l) iodide In diethyl ether at -78 - -35℃; for 0.333333h; Stage #2: dimethyl (S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-5,6-dihydro-4H-pyridine-1,2-dicarboxylate In diethyl ether at -78 - -30℃; for 1h; Michael addition; Further stages.;	96%

: 128812-92-0
2-Benzenesulfonyl-6-benzyloxy-6-methyl-7-oxa-bicyclo[2.2.1]hept-2-ene

: 917-57-7
vinyllithium

: 128800-21-5
(1R,2R,5R)-3-Benzenesulfonyl-5-benzyloxy-5-methyl-2-vinyl-cyclohex-3-enol

Conditions

Conditions	Yield
In toluene at -78℃;	95%

: 917-57-7
vinyllithium

: 99655-62-6
2(R)-(Z)-propenyl-(3,5-dideoxy-1,2-O-isopropylidene-α-D-ribo-furano)<3,4-c>cyclohexanone

: 2(R)-(Z)-propenyl-1-vinyl-(3,5-dideoxy-1,2-O-isopropylidene-α-D-ribo-furano)<3,4-c>cyclohexanol

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 20℃;	95%

: 917-57-7
vinyllithium

: (1S,4R,6R)-2-Benzenesulfonyl-6-benzyloxy-6-methyl-7-oxa-bicyclo[2.2.1]hept-2-ene

: (1S*,2S*,5S*)-5-(Benzyloxy)-5-methyl-3-(phenylsulfonyl)-2-vinylcyclohex-3-en-1-ol

Conditions

Conditions	Yield
In toluene at -78℃; for 0.25h;	95%

: 917-57-7
vinyllithium

: 442202-14-4
dimethyl (5R,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-5-ethyl-5,6-dihydro-4H-pyridine-1,2-dicarboxylate

: 442202-15-5
dimethyl (2R,3S,5R,6S)-(+)-6-(tert-butyldiphenylsilyloxymethyl)-5-ethyl-3-vinylpiperidine-1,2-dicarboxylate

Conditions

Conditions	Yield
Stage #1: vinyllithium With copper(l) iodide In diethyl ether at -78 - -35℃; for 0.333333h; Stage #2: dimethyl (5R,6S)-(-)-6-(tert-butyldiphenylsilyloxymethyl)-5-ethyl-5,6-dihydro-4H-pyridine-1,2-dicarboxylate In diethyl ether at -78 - -20℃; for 1h; Michael addition; Further stages.;	95%

: 62075-75-6
iron(II)(carbonyl)2(trimethylphosphine)2Br2

: 917-57-7
vinyllithium

: 785827-79-4
cis,trans-Fe(CO)2(PMe3)2(CH=CH2)Br

Conditions

Conditions	Yield
In diethyl ether under N2 atm. to soln. cis,trans,cis-Fe(CO)2(PMe3)2Br2 in Et2O soln. CH2=CHLi in Et2O was added dropwise, 10 min; soln. was washed with water, Et2O phase was dried over MgSO4, crystn. from n-hexane at -20°C;	95%

: 917-57-7
vinyllithium

: 156723-09-0
3-methoxy-6,6-dimethyl-2-[4-(1-methylethyl)-2,3,5-trimethoxyphenylmethyl]-2-cyclohexenone

: 156723-10-3
3-ethenyl-4,4-dimethyl-2-[4-(1-methylethyl)-2,3,5-trimethoxyphenylmethyl]-2-cyclohexenone

Conditions

Conditions	Yield
Acidic aq. solution;	95%
Stage #1: vinyllithium; 3-methoxy-6,6-dimethyl-2-[4-(1-methylethyl)-2,3,5-trimethoxyphenylmethyl]-2-cyclohexenone Inert atmosphere; Stage #2: Inert atmosphere; Acidic conditions;	95%

: 37609-23-7
2-ethenylcyclododecanone

: 917-57-7
vinyllithium

: 35951-27-0
1,2-divinylcyclododecan-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -55℃;	94%

: 917-57-7
vinyllithium

: 90606-25-0
N-phenyl-N'-((trimethylsilyl)methyl)carbodiimide

: 101402-26-0
N-Phenyl-N'-trimethylsilanylmethyl-acrylamidine

Conditions

Conditions	Yield
In tetrahydrofuran for 1h;	94%

: 917-57-7
vinyllithium

: 102306-78-5
6,7-dihydrocyclopenta[d][1,3]dioxin-5(4H)-one

: 114908-59-7
2-(hydroxymethyl)-3-vinyl-2-cyclopentenone

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 0.25h;	94%

: 917-57-7
vinyllithium

: 154084-96-5
2-[(benzyloxy)methyl]cyclohex-2-en-1-one

: 154084-98-7
2-Benzyloxymethyl-1-vinyl-cyclohex-2-enol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h;	94%

: 917-57-7
vinyllithium

: 132912-17-5
1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene

: 74-88-4
methyl iodide

: 132912-23-3
(S)-4-tert-Butyl-2-((1S,2S)-1-methyl-2-vinyl-1,2-dihydro-naphthalen-1-yl)-4,5-dihydro-oxazole

Conditions

Conditions	Yield
at 0℃; for 36h;	94%
Product distribution; Mechanism; various times and temperatures; other organolithium compounds;

...Expand

: 6671-70-1
(1R,1S)-2,3-dioxabicyclo[2.2.2]oct-5-ene

: 917-57-7
vinyllithium

: (1R,4S)-4-Vinyloxy-cyclohex-2-enol

Conditions

Conditions	Yield
In tetrahydrofuran at -78 - 0℃; for 0.5h;	94%
In tetrahydrofuran Ring cleavage; substitution;	94%

: 917-57-7
vinyllithium

: 111427-84-0
3-methyl-3-(phenylthio)butanal

: 477482-27-2
5-methyl-5-(phenylthio)hex-1-en-3-ol

Conditions

Conditions	Yield
In diethyl ether at -78 - -20℃; for 2.5h;	94%

: 917-57-7
vinyllithium

: 96856-58-5
6-methyl-5-(phenylthio)hept-5-en-2-one

: 477482-29-4
3,7-dimethyl-6-(phenylthio)octa-1,6-dien-3-ol

Conditions

Conditions	Yield
In diethyl ether at -78 - -20℃; for 2.5h;	94%

VINYLLITHIUM Chemical Properties

Product Name: Vinyllithium (CAS NO.917-57-7)

Molecular Formula: C₂H₃Li
Molecular Weight: 33.99g/mol
Mol File: 917-57-7.mol
Einecs: 213-028-5
Enthalpy of Vaporization: 15.7 kJ/mol
Vapour Pressure: 43300 mmHg at 25°C
H-Bond Donor: 0
H-Bond Acceptor: 1
Heavy Atom Count: 3
Complexity: 2.8
Covalently-Bonded Unit Count: 2

VINYLLITHIUM Safety Profile

Ignites spontaneously and burns violently in air. See also LITHIUM COMPOUNDS and ORGANOMETALS.

VINYLLITHIUM Specification

Vinyllithium ,its CAS NO. is 917-57-7,the synonyms is Ethenyllithium .

Product Name

VINYL LITHIUM

Synthetic route

VINYLLITHIUM Chemical Properties

VINYLLITHIUM Safety Profile

VINYLLITHIUM Specification

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