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1826-67-1

Basic Information
CAS No.: 1826-67-1
Name: Vinylmagnesium bromide
Article Data: 16
Molecular Structure:
Molecular Structure of 1826-67-1 (Vinylmagnesium bromide)
Formula: C2H3BrMg
Molecular Weight: 131.255
Synonyms: Magnesium,bromovinyl- (7CI,8CI);Vinylmagnesium bromide (6CI);Bromovinylmagnesium;Ethenylmagnesium bromide;Norman reagent;
EINECS: 217-375-3
Density: 0.981 g/mL at 25 °C
Flash Point: -17 °C
Solubility: vigorous reaction with water
Appearance: Clear light brown to brown solution
Hazard Symbols: FlammableF, CorrosiveC
Risk Codes: 11-14-19-34-14/15
Safety: 16-26-29-33-36/37/39-45-6A-43B
Transport Information: UN 3399 4.3/PG 2
PSA: 0.00000
LogP: 1.52480
Synthetic route
593-60-2

Vinyl bromide

1826-67-1

vinyl magnesium bromide

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; diethyl ether at 0℃;
With iodine; magnesium In tetrahydrofuran for 0.5h; Ambient temperature;
With magnesium In tetrahydrofuran
593-60-2

Vinyl bromide

Mg

Mg

1826-67-1

vinyl magnesium bromide

Conditions
ConditionsYield
In tetrahydrofuran
141-79-7

4-methyl-pent-3-en-2-one

1826-67-1

vinyl magnesium bromide

38552-68-0

3,5-dimethyl-hexa-1,4-dien-3-ol

Conditions
ConditionsYield
In tetrahydrofuran100%
1826-67-1

vinyl magnesium bromide

123-11-5

4-methoxy-benzaldehyde

51410-44-7

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

Conditions
ConditionsYield
In tetrahydrofuran; hexane at 0℃; for 2h; Inert atmosphere;100%
In tetrahydrofuran at 0℃; for 4h;96%
In tetrahydrofuran; diethyl ether at 0 - 20℃;95%
98-01-1

furfural

1826-67-1

vinyl magnesium bromide

119619-38-4

1-(furan-2-yl)-2-propen-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;100%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;98%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;92%
2930-05-4

Benzyloxymethyl-oxiran

1826-67-1

vinyl magnesium bromide

58931-16-1

1-(benzyloxy)-4-penten-2-ol

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -20℃; for 0.333333h;100%
With copper(l) iodide In tetrahydrofuran at -78 - -40℃;95%
With copper(l) iodide In tetrahydrofuran93%
75-77-4

chloro-trimethyl-silane

1826-67-1

vinyl magnesium bromide

121220-80-2

(E)-3-Methoxy-2-(4-oxo-cyclopent-2-enyl)-acrylic acid methyl ester

121220-81-3

(E)-3-Methoxy-2-((1R,2S)-4-trimethylsilanyloxy-2-vinyl-cyclopent-3-enyl)-acrylic acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; chloro-trimethyl-silane; copper(l) iodide In tetrahydrofuran 1.) -75 deg C, 10 h; 2.) -75 deg C to -40 deg C;100%
With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; copper(l) iodide In tetrahydrofuran at -78℃;0.62 g
111-71-7

heptanal

1826-67-1

vinyl magnesium bromide

21964-44-3

non-1-en-3-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0 - 20℃; Inert atmosphere;100%
85%
In tetrahydrofuran for 1h;82%
17206-61-0

hept-6-enal

1826-67-1

vinyl magnesium bromide

159010-02-3

3-hydroxy-1,8-nonadiene

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; Grignard reaction;100%
Stage #1: hept-6-enal; vinyl magnesium bromide In tetrahydrofuran; diethyl ether at -78 - 20℃;
Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether at 20℃;
90%
In tetrahydrofuran; diethyl ether for 3h; Ambient temperature; Yield given;
In tetrahydrofuran
696-62-8

para-iodoanisole

1826-67-1

vinyl magnesium bromide

637-69-4

4-Methoxystyrene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 0.0833333h;100%
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran for 5h; further catalysts;73%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; zinc(II) chloride 1.) THF, RT, 20 min, 2.) RT, 1 h; Yield given. Multistep reaction;
Raw Materials
593-60-2
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Chemistry

IUPAC Name: Magnesium ethene bromide
Synonyms of Magnesium,bromoethenyl- (CAS NO.1826-67-1): Vinylmagnesium bromide ; Bromovinylmagnesium
Molecular Structure:
Molecular Formula: C2H3BrMg
Molecular Weight: 131.25
CAS NO: 1826-67-1
EINECS: 217-375-3
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 0 Å2 
Density: 0.981 g/mL at 25 °C
Flash Point: 1 °F
Storage temp: Refrigerator
Solubility: vigorous reaction
Water Solubility: vigorous reaction 
Appearance: Clear light brown to brown solution
SMILES: Br[Mg]\C=C
InChI: InChI=1/C2H3.BrH.Mg/c1-2;;/h1H,2H2;1H;/q;;+1/p-1/rC2H3BrMg/c1-2-4-3/h2H,1H2
InChIKey: XHHHAXOHMKAOSL-ZAPIYNQUAR
Std. InChI: InChI=1S/C2H3.BrH.Mg/c1-2;;/h1H,2H2;1H;/q;;+1/p-1
Std. InChIKey: XHHHAXOHMKAOSL-UHFFFAOYSA-M
Product Categories of Magnesium,bromoethenyl- (CAS NO.1826-67-1): GRIGNARD REAGENTS;Classes of Metal Compounds;Grignard Reagents & Alkyl Metals;Mg (Magnesium) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;Alkenyl;Grignard Reagents;Organometallic Reagents

Safety Profile

Safety Information of Magnesium,bromoethenyl- (CAS NO.1826-67-1):
Hazard Codes: FlammableF,CorrosiveC
Risk Statements: 11-19-34-14/15
R11: Highly flammable. 
R14/15: Reacts violently with water, liberating extremely flammable gases 
R19: May form explosive peroxides. 
R34: Causes burns.
Safety Statements: 16-26-29-33-36/37/39-45-6-43
S16: Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S29: Do not empty into drains. 
S33: Take precautionary measures against static discharges. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S6: Keep under ... (inert gas to be specified by the manufacturer) 
S43: In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
RIDADR: UN3399 4.3/PG 2
WGK Germany: 1
F:1-3-10

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire. Water Reactive. Material will react with water and may release a flammable and/or toxic gas. Flammable liquid and vapor. May form explosive peroxides.
Extinguishing Media: Use approved class D extinguishing agents or smother with dry sand, clay, or sodium bicarbonate. DO Handling: Do not allow water to get into the container because of violent reaction. Use spark-proof tools and explosion proof equipment. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Do not allow contact with water. Use only in a chemical fume hood.
Storage: Keep away from sources of ignition. Do not store in direct sunlight. Store in a tightly closed container. Store in a dry area. Flammables-area. Corrosives area. Water free area. Store under nitrogen. Store at room temperature.