Methyl magnesium bromide

HCID 6349

Basic information

CAS
75-16-1
Standard SMILES
[Br-].[CH3-].[Mg+2]
InChIKey
AVFUHBJCUUTGCD-UHFFFAOYSA-M
Molecular formula
CH3BrMg
Average molar mass
119.24 g/mol

Overview

Methyl magnesium bromide in ethyl ether appears as a colorless cloudy solution in diethyl ether. Vapors heavier than air.

Names & identifiers

Preferred name
Methyl magnesium bromide
IUPAC
magnesium;carbanide;bromide
English name
Methylmagnesium Bromide
Molecular formula
CH3BrMg
Molecular weight
119.24

Names & synonyms

Methylmagnesium bromide75-16-1METHYL MAGNESIUM BROMIDEBromomethylmagnesiumMagnesium, bromomethyl-HSDB 1163EINECS 200-844-1UN1928Methyl magnesium bromide, in ethyl ether22CW9773DFDTXSID7052496Magnesium, methyl, bromide (ethyl ether solution)
Show more names
Methyl magnesium bromide(in ethyl ether)METHYLMAGNESIUM BROMIDE SOLUTIONbromomethyl-magnesiuMethylbromomagnesiumMethylmagnesiumbromidMETHYLMAGNESIUM BROMI
Magnesium, bromomethylRefChem:817835DTXCID4031069METHYL MAGNESIUM BROMIDE [HSDB]200-844-1magnesium;carbanide;bromideMeMgBrmethymagnesiumbromide

Database identifiers

CAS
75-16-1
PubChem CID
6349
DTXSID
DTXSID7052496
EC Number
200-844-1

Properties

Computed structural properties

Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
3

Experimental & physicochemical properties

Chemical ClassesMetals -> Metals, Organic Compounds
SolubilitySoluble in ether and tetrahydrofuran; insoluble in hydrocarbons
DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.
Physical Description · 2 items

Methyl magnesium bromide in ethyl ether appears as a colorless cloudy solution in diethyl ether. Vapors heavier than air.

Diethyl ether solution: Cloudy colorless liquid; [CAMEO] In 1.4m toluene/tetrahydrofuran solution: Orange liquid; [MSDSonline]

Other Experimental Properties · 2 items

Moisture sensitive

... May react violently with water. /Methyl magnesium bromide in ethyl ether/

Physicochemical properties

Boiling point
78 · 78-80℃
Density
1.035 g/mL · 1.035 g/mL at 25 °C
Flash point
77 °F · 77 °F
storage temp.
water-free area
form
Solution, may develop some turbidity precipitate
color
Pale brown

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H225 (39.7%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P223, P231+P232, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 73 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

REACH registered substance: Methylmagnesium bromide (EC: 200-844-1)

Magnesium, bromomethyl-: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelDangerous When Wet Flammable Liquid
Fire HazardsExcerpt from ERG Guide 138 [Substances - Water-Reactive (Emitting Flammable Gases)]:
Fire Potential · 2 items

SEE ETHERS. ...ETHERS...ARE...DANGEROUS FIRE HAZARDS. ...EASILY IGNITED & HAVE LOW FLASH POINTS. IT IS NECESSARY TO CONTROL SMOKING, OPEN FLAMES...HOT PLATES...WHERE LOW MOLECULAR WT ETHERS ARE APT TO REACH 1% CONCN OR MORE IN AIR. /ETHERS/

FLAMMABLE, DANGEROUS FIRE...RISK

Health HazardsExcerpt from ERG Guide 138 [Substances - Water-Reactive (Emitting Flammable Gases)]:
Hazards Summary · 1 item

May have violent reaction with water; [HSDB] A strong reducing agent that is highly flammable; Reacts with water evolving methane; May form unstable peroxides on contact with air; [CAMEO] Apart from their instability in air and their caustic basic properties, organomagnesium compounds and the precipitated inorganic magnesium salts produced during their use display no pronounced toxicity or side effects of environmental concern. [Ullmann] Reacts violently with water; May form explosive peroxides; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis and pulmonary edema; Inhalation of high concentrations can cause CNS depression; [MSDSonline]

Safety & protection

Fire FightingExcerpt from ERG Guide 138 [Substances - Water-Reactive (Emitting Flammable Gases)]:
First AidExcerpt from ERG Guide 138 [Substances - Water-Reactive (Emitting Flammable Gases)]:
Firefighting HazardsThe solution /methyl magnesium bromide in ethyl ether/ reacts with water to give methane, a flammable gas. The heat of this reaction may be sufficient to ignite the methane. /Methyl magnesium bromide in ethyl ether/
Fire Fighting Procedures · 2 items

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use "alcohol" foam, dry chemical or carbon dioxide. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Do not use water on material itself. /Methyl magnesium bromide in ethyl ether/

Evacuation: If fire becomes uncontrollable or container is exposed to direct flame - consider evacuation of one-third (1/3) mile radius. /Methyl magnesium bromide in ethyl ether/

Storage Conditions · 1 item

...MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMPOSE INTO TOXIC COMPONENTS...SHOULD BE STORED IN A COOL, WELL VENTILATED PLACE, OUT OF THE DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, AND SHOULD BE PERIODICALLY INSPECTED. INCOMPATIBLE MATERIALS SHOULD BE ISOLATED... /TOXIC HAZARDS/

Nonfire Spill ResponseExcerpt from ERG Guide 138 [Substances - Water-Reactive (Emitting Flammable Gases)]:

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
1-3-10
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
OM3700000
ridadr
UN 1928

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as alkylating agent in organic synthesis and as a Grignard reagent; [HSDB]

ALKYLATING AGENT IN ORG SYNTHESIS; GRIGNARD REAGENT

Methods of ManufacturingREACTION OF MAGNESIUM AND METHYLBROMIDE.
Formulations/PreparationsAvailable in soln in ether
General Manufacturing InformationMagnesium, bromomethyl-: ACTIVE
Applications · 3 items

UsesGrignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF)

UsesMethylmagnesium bromide is widely used in organic synthesis.

General DescriptionA colorless cloudy solution in diethyl ether. Flash point -49°F. Vapors heavier than air.

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
上海凯曼化工科技有限公司021-021-50400622 15618790390 · [email protected]
Syntechem Co.,Ltd[email protected]

Additional notes

DefinitionAvailable in solution inether.

Related reactions

0 records

No reaction records under the current filter.

Compound notes

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