Product Name

  • Name

    Vinylmagnesium chloride

  • EINECS 222-575-9
  • CAS No. 3536-96-7
  • Article Data8
  • CAS DataBase
  • Density 0.980g/mLat 20°C
  • Solubility vigorous reaction
  • Melting Point
  • Formula C2H3ClMg
  • Boiling Point 66 °C
  • Molecular Weight 86.8038
  • Flash Point ?1°F
  • Transport Information
  • Appearance dark brown solution
  • Safety 16-26-36/37/39-43-45-7/8
  • Risk Codes 11-14/15-19-22-34
  • Molecular Structure Molecular Structure of 3536-96-7 (Vinylmagnesium chloride)
  • Hazard Symbols FlammableF,CorrosiveC
  • Synonyms Magnesium,chlorovinyl- (7CI,8CI);Vinylmagnesium chloride (6CI);Chloroethenylmagnesium;Ethenylmagnesium chloride;
  • PSA 0.00000
  • LogP 1.36870

Synthetic route

chloroethylene
75-01-4

chloroethylene

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

Conditions
ConditionsYield
With magnesium In tetrahydrofuran
With magnesium In tetrahydrofuran at 50℃; for 0.75h;
With magnesium; ethylene dibromide In tetrahydrofuran at 25 - 60℃;
With magnesium In tert-butyl methyl ether at 50℃; for 8h; Inert atmosphere;
chloroethylene
75-01-4

chloroethylene

magnesium
7439-95-4

magnesium

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

Conditions
ConditionsYield
In tetrahydrofuran
Stage #1: magnesium With iodine; ethylene dibromide In tetrahydrofuran at 60 - 64℃;
Stage #2: chloroethylene In tetrahydrofuran at 60 - 64℃;
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-2-propen-1-ol
4393-06-0

1-Phenyl-2-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;100%
In tetrahydrofuran at -10 - 20℃; Schlenk technique;95%
In tetrahydrofuran at -10℃; for 2h; Inert atmosphere;93%
4-chlorobutyraldehyde
6139-84-0

4-chlorobutyraldehyde

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

6-chloro-1-hexen-3-ol
167751-21-5

6-chloro-1-hexen-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at -20℃; for 0.333333h;100%
(1S,2R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-hydroxy-1,3-dimethyl-cyclohex-3-enecarbaldehyde

(1S,2R,6R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-hydroxy-1,3-dimethyl-cyclohex-3-enecarbaldehyde

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(1S,5S,6R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((S)-1-hydroxy-allyl)-4,6-dimethyl-cyclohex-3-enol

(1S,5S,6R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-6-((S)-1-hydroxy-allyl)-4,6-dimethyl-cyclohex-3-enol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
2-(4-fluorophenyl)-N-methoxy-N-methylacetamide
457948-95-7

2-(4-fluorophenyl)-N-methoxy-N-methylacetamide

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

A

1-(4-fluorophenyl)but-3-en-2-one
860642-35-9

1-(4-fluorophenyl)but-3-en-2-one

B

2-(4-fluorophenyl)-N-methoxyacetamide
119114-45-3

2-(4-fluorophenyl)-N-methoxyacetamide

C

C12H16FNO2

C12H16FNO2

D

N-Methoxy-N-methylacetamide
78191-00-1

N-Methoxy-N-methylacetamide

Conditions
ConditionsYield
Stage #1: 2-(4-fluorophenyl)-N-methoxy-N-methylacetamide; vinylmagnesium chloride In tetrahydrofuran; toluene at -30℃; for 2h;
Stage #2: With acetic anhydride In tetrahydrofuran; toluene at -30℃; for 0.5h;
Stage #3: With ammonium chloride In tetrahydrofuran; water; toluene at -30 - 10℃;		A 100%
B n/a
C n/a
D n/a
...Expand
(R,R)-2,3-butanediol (dichloromethyl)boronate
98632-84-9

(R,R)-2,3-butanediol (dichloromethyl)boronate

pinanediol
18680-27-8

pinanediol

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(s)-pinanediol {(S)-1-chloro-allyl}boronate

(s)-pinanediol {(S)-1-chloro-allyl}boronate

Conditions
ConditionsYield
With zinc(II) chloride In tetrahydrofuran; Petroleum ether to borolane (THF, -78°C) added vinylmagnesium chloride (THF), after 15 min ZnCl2 (THF) added, warmed (0°C), stirred (4h), filtered without moisture, concd. in vac., treated with petroleum ether, filtered, diol added, stirred; after 15 h aq. phase separated, extracted with ether, combined extracts dried over Na2SO4, concd., (1)H-NMR;100%
...Expand
bis[(μ-dimethylsilyl)(η5-cyclopentadienyl)]dichlorozirconium
154675-56-6

bis[(μ-dimethylsilyl)(η5-cyclopentadienyl)]dichlorozirconium

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

[Zr(C5H3(CH3)4Si2C5H3)(CHCH2)2]
260786-65-0

[Zr(C5H3(CH3)4Si2C5H3)(CHCH2)2]

Conditions
ConditionsYield
In tetrahydrofuran; tetrahydrofuran-d8 dichlorozirconocene in THF and soln. of MgCl(CHCH2) in THF-d8 was sealed in vac. (-78°C); heated (5 min, -50°C); not isolated; detected by NMR;100%
C23H42O3Si
1221900-15-7

C23H42O3Si

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

C25H46O3Si
1221900-35-1

C25H46O3Si

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at -40℃; for 1.5h; Inert atmosphere;100%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(R)-benzyl glycidol
14618-80-5

(R)-benzyl glycidol

acryloyl chloride
814-68-6

acryloyl chloride

Acrylic acid (R)-1-benzyloxymethyl-but-3-enyl ester
640298-47-1

Acrylic acid (R)-1-benzyloxymethyl-but-3-enyl ester

Conditions
ConditionsYield
Stage #1: vinylmagnesium chloride; (R)-benzyl glycidol With copper(l) iodide In tetrahydrofuran at 0℃; for 1h;
Stage #2: acryloyl chloride With ethylmagnesium bromide In tetrahydrofuran at 20℃; for 1.5h;		100%
...Expand
(R,E)-2-(4-(benzyloxy)-2-(5-(benzyloxy)pent-3-en-2-yl)-5-methylphenoxy)-N-methoxy-N,2-dimethylpropanamide
1313708-50-7

(R,E)-2-(4-(benzyloxy)-2-(5-(benzyloxy)pent-3-en-2-yl)-5-methylphenoxy)-N-methoxy-N,2-dimethylpropanamide

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(R,E)-4-(4-(benzyloxy)-2-(5-(benzyloxy)pent-3-en-2-yl)-5-methylphenoxy)-4-methylpent-1-en-3-one
1313708-48-3

(R,E)-4-(4-(benzyloxy)-2-(5-(benzyloxy)pent-3-en-2-yl)-5-methylphenoxy)-4-methylpent-1-en-3-one

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;100%
2-(3-bromophertyl)-6,6-dimethyl-6,7-dihydrobenzo[b]thiophen-4(5H)-one

2-(3-bromophertyl)-6,6-dimethyl-6,7-dihydrobenzo[b]thiophen-4(5H)-one

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

2-(3-bromophenyl)-6,6-dimethyl-4-vinyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-ol

2-(3-bromophenyl)-6,6-dimethyl-4-vinyl-4,5,6,7-tetrahydrobenzo[b]thiophen-4-ol

Conditions
ConditionsYield
In tetrahydrofuran at -30 - 25℃; for 18h; Inert atmosphere;100%
In tetrahydrofuran at -30 - 25℃; for 20h; Inert atmosphere;100%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(S)-2-(((4-chlorobenzyl)oxy)methyl)oxirane
930278-81-2

(S)-2-(((4-chlorobenzyl)oxy)methyl)oxirane

(S)-1-((4-chlorobenzyl)oxy)pent-4-en-2-ol

(S)-1-((4-chlorobenzyl)oxy)pent-4-en-2-ol

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -10℃;100%
1,5-diphenyl-3-pentanone
5396-91-8

1,5-diphenyl-3-pentanone

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

3-phenethyl-5-phenyl-pent-1-en-3-ol

3-phenethyl-5-phenyl-pent-1-en-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.5h; Grignard Reaction;100%
1-(5-bromo-2-fluorophenyl)ethan-1-one
198477-89-3

1-(5-bromo-2-fluorophenyl)ethan-1-one

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

2-(5-bromo-2-fluorophenyl)but-3-en-2-ol

2-(5-bromo-2-fluorophenyl)but-3-en-2-ol

Conditions
ConditionsYield
In tetrahydrofuran; 2-methyltetrahydrofuran at -20 - 0℃; for 2h; Inert atmosphere;100%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

2-Methyl-propane-2-sulfinic acid (S)-1-methyl-2,2-diphenyl-ethyl ester

2-Methyl-propane-2-sulfinic acid (S)-1-methyl-2,2-diphenyl-ethyl ester

(R)-tert-butyl vinyl sulfoxide
126494-93-7

(R)-tert-butyl vinyl sulfoxide

Conditions
ConditionsYield
In tetrahydrofuran; acetone at 25℃; for 0.5h;99%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

1-(4-methoxylphenyl)-2-propen-1-ol
51410-44-7

1-(4-methoxylphenyl)-2-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 23℃;99%
In tetrahydrofuran; diethyl ether at -15℃; for 1.5h; Inert atmosphere;89%
In tetrahydrofuran at 0℃;
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(R)-2-allyloxy-1,2-diphenylethanone
497239-72-2

(R)-2-allyloxy-1,2-diphenylethanone

(1R,2S)-1-allyloxy-1,2-diphenylbut-3-en-2-ol
497239-78-8

(1R,2S)-1-allyloxy-1,2-diphenylbut-3-en-2-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at -78℃;99%
5-(trimethylsilyl)pent-4-ynal
68654-85-3

5-(trimethylsilyl)pent-4-ynal

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

3-hydroxy-7-(trimethylsilyl)-1,6-heptenyne
88304-13-6, 135821-32-8, 69361-42-8

3-hydroxy-7-(trimethylsilyl)-1,6-heptenyne

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;99%
In tetrahydrofuran at 0℃; for 0.25h;98%
2-methoxy-3-methylbenzaldehyde
824-42-0

2-methoxy-3-methylbenzaldehyde

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

2-(1-hydroxyallyl)-6-methylphenol
911817-84-0

2-(1-hydroxyallyl)-6-methylphenol

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;99%
Stage #1: 2-methoxy-3-methylbenzaldehyde; vinylmagnesium chloride In tetrahydrofuran at 0 - 20℃; for 18.75h;
Stage #2: With water; ammonium chloride In tetrahydrofuran at 0 - 20℃; for 0.5h; Product distribution / selectivity;
Stage #1: 2-methoxy-3-methylbenzaldehyde; vinylmagnesium chloride In tetrahydrofuran; toluene at 0 - 25℃; for 2.25h;
Stage #2: With water; ammonium chloride In tetrahydrofuran; toluene at 0 - 25℃; for 1h; Product distribution / selectivity;
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

1-Phenyl-2-(trimethylsilyl)acetylene
2170-06-1

1-Phenyl-2-(trimethylsilyl)acetylene

(Z)-trimethyl(2-phenylbut-1-en-1-yl)silane
68669-61-4

(Z)-trimethyl(2-phenylbut-1-en-1-yl)silane

Conditions
ConditionsYield
Stage #1: vinylmagnesium chloride With CpYH2 In tetrahydrofuran; hexane at 20℃; for 0.5h;
Stage #2: 1-Phenyl-2-(trimethylsilyl)acetylene In tetrahydrofuran; hexane at 55℃; for 3h; Further stages.;		99%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane
80910-01-6, 108836-41-5, 144069-33-0, 134733-19-0

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

(R)-1-[(4-methoxybenzyl)oxy]pent-4-en-2-ol
194342-84-2

(R)-1-[(4-methoxybenzyl)oxy]pent-4-en-2-ol

Conditions
ConditionsYield
Stage #1: vinylmagnesium chloride; (R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane With copper(l) iodide In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
Stage #2: With ammonia; water; ammonium chloride In tetrahydrofuran at 20℃;		99%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(S)-benzyl glycidyl ether
2930-05-4, 14618-80-5, 89616-40-0, 16495-13-9

(S)-benzyl glycidyl ether

(2S)-1-(benzyloxy)pent-4-en-2-ol
88981-35-5

(2S)-1-(benzyloxy)pent-4-en-2-ol

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -10℃;99%
Stage #1: vinylmagnesium chloride; (S)-benzyl glycidyl ether With copper(l) chloride In tetrahydrofuran at -10 - 0℃; Large scale reaction;
Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water at 0 - 10℃; for 1h; optical yield given as %ee; regioselective reaction;		94%
bis(p-methoxyphenyl)methanone
90-96-0

bis(p-methoxyphenyl)methanone

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

1,1-bis(4-methoxyphenyl)prop-2-en-1-ol
101018-40-0

1,1-bis(4-methoxyphenyl)prop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere;99%
In tetrahydrofuran at 0 - 20℃;91%
In tetrahydrofuran
2-hydroxy-5-t-butylbenzaldehyde
2725-53-3

2-hydroxy-5-t-butylbenzaldehyde

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

4-(tert-butyl)-2-(1-hydroxyallyl)phenol

4-(tert-butyl)-2-(1-hydroxyallyl)phenol

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;99%
5-iodosalicyclaldehyde
1761-62-2

5-iodosalicyclaldehyde

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

2-(1-hydroxyallyl)-4-iodophenol

2-(1-hydroxyallyl)-4-iodophenol

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;99%
o-hydroxyacetophenone
118-93-4

o-hydroxyacetophenone

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

2-(2'-hydroxyphenyl)but-3-en-2-ol
38865-41-7

2-(2'-hydroxyphenyl)but-3-en-2-ol

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;99%
2-Hydroxybenzophenone
117-99-7

2-Hydroxybenzophenone

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

1-(2'-hydroxyphenyl)-1-phenylprop-2-en-1-ol
38865-43-9

1-(2'-hydroxyphenyl)-1-phenylprop-2-en-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃; for 0.5h; Inert atmosphere;99%
(S)-2-(((4-bromobenzyl)oxy)methyl)oxirane
897961-91-0

(S)-2-(((4-bromobenzyl)oxy)methyl)oxirane

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(S)-1-((4-bromobenzyl)oxy)pent-4-en-2-ol

(S)-1-((4-bromobenzyl)oxy)pent-4-en-2-ol

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -10℃;99%
(2Z)-non-2-enal
60784-31-8

(2Z)-non-2-enal

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

(Z)-undeca-1,4-dien-3-ol
119771-53-8

(Z)-undeca-1,4-dien-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;99%
(±)-6-methoxy-2,6-dimethylheptanal

(±)-6-methoxy-2,6-dimethylheptanal

vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

8-methoxy-4,8-dimethylnon-1-en-3-ol

8-methoxy-4,8-dimethylnon-1-en-3-ol

Conditions
ConditionsYield
In tetrahydrofuran at 20 - 25℃;98.2%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

5-Formyl-1-(6-chloro-1-oxohex-2-ynyl)-2,6,6-trimethylcyclohex-1-ene
189444-01-7

5-Formyl-1-(6-chloro-1-oxohex-2-ynyl)-2,6,6-trimethylcyclohex-1-ene

1-(6-Chloro-1-oxohex-2-ynyl)-5-(1-hydroxyprop-2-enyl)-2,6,6-trimethylcyclohex-1-ene
216978-21-1

1-(6-Chloro-1-oxohex-2-ynyl)-5-(1-hydroxyprop-2-enyl)-2,6,6-trimethylcyclohex-1-ene

Conditions
ConditionsYield
In tetrahydrofuran at -78℃; for 2h;98%

Vinylmagnesium chloride Chemical Properties

IUPAC Name: Magnesium ethene chloride
Molecular Formula: C2H3ClMg
Molecular Weight: 86.80g/mol
Density: 0.975g/cm3
Boiling Point: 66 °C at 760 mmHg
Flash Point: -17 ºC
Freely Rotating Bonds: 1
The Cas Register Number of Vinylmagnesium chloride is 3536-96-7 .The chemical synonyms of Vinylmagnesium chloride (CAS No.3536-96-7) are Vinylmagnesium chloride ; Vinylmagnesium chloride solution ; Chlorovinylmagnesium ; Vinylmagnesium ; Vinylmagnesium chloride, 1.6m solution in tetrahydrofuran ; Vinylmagnesium chloride solution, ~1.7 m in tetrahydrofuran ; Vinylmagnesium chloride, 15 wt% solution in tetrahydrofuran ; Vinylmagnesiumchloride,15%(w/w)solutionintetrahydrofuran .Product categories of Vinylmagnesium chloride (CAS No.3536-96-7) are Alkenyl ; Grignard reagents ; Organometallic reagents .The molecular structure of Vinylmagnesium chloride (CAS No.3536-96-7) is.

Vinylmagnesium chloride Uses

It can be used in organic synthesis.

Vinylmagnesium chloride Safety Profile

Hazard Codes: FlammableF CorrosiveC  
Risk Statements: 11-14/15-19-22-34
R11:Highly flammable. 
R19:May form explosive peroxides. 
R22:Harmful if swallowed. 
R34:Causes burns.
Safety Statements: 16-26-36/37/39-43-45-7/8-43B-30
S16: Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S43: In case of fire use ... (there follows the type of fire-fighting equipment to be used.) 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S30: Never add water to this product.
RIDADR: UN 3399 4.3/PG 1
WGK Germany: 1
F: 1-3-10

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