Product Name

  • Name

    METHYLMAGNESIUM BROMIDE

  • EINECS 200-844-1
  • CAS No. 75-16-1
  • Article Data32
  • CAS DataBase
  • Density 1.035 g/mL at 25 °C
  • Solubility vigorous reaction with water
  • Melting Point 0oC
  • Formula CH3BrMg
  • Boiling Point 78-80 oC
  • Molecular Weight 119.244
  • Flash Point -20 oC
  • Transport Information UN 3399 4.3/PG 1
  • Appearance Clear brown solution when properly stored
  • Safety 9-16-26-45-61-36/37/39-62-43-36/37-23
  • Risk Codes 12-14-19-22-34-66-67-52/53-10-65-63-48/20-14/15-11
  • Molecular Structure Molecular Structure of 75-16-1 (METHYLMAGNESIUM BROMIDE)
  • Hazard Symbols FlammableF,CorrosiveC
  • Synonyms Methylmagnesiumbromide (6CI);Bromomethylmagnesium;
  • PSA 0.00000
  • LogP 1.42940

Synthetic route

1,2-dibromomethane
74-95-3

1,2-dibromomethane

A

propene
187737-37-7

propene

B

ethene
74-85-1

ethene

C

methylmagnesium bromide
75-16-1

methylmagnesium bromide

D

methylenedimagnesium dibromide
27329-47-1

methylenedimagnesium dibromide

E

MgBr2

MgBr2

Conditions
ConditionsYield
With amalgamated magnesium In diethyl ether; benzene at 0℃; special sealed glass apparatus; Further byproducts given;A n/a
B n/a
C n/a
D 50%
E n/a
methyl bromide
74-83-9

methyl bromide

methylmagnesium bromide
75-16-1

methylmagnesium bromide

Conditions
ConditionsYield
With magnesium In diethyl ether Thermodynamic data; -ΔH(reaction);
With magnesium at -258.2℃; Product distribution; codeposition with other metals under matrix isolation conditions;
With magnesium In diethyl ether
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

E-β-(dibenzylchlorosilyl)styrene

E-β-(dibenzylchlorosilyl)styrene

A

methylmagnesium bromide
75-16-1

methylmagnesium bromide

B

C15H14ClF3O3SSi

C15H14ClF3O3SSi

Conditions
ConditionsYield
In dichloromethane
trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

E-β-(benzyldiphenylsilyl)styrene

E-β-(benzyldiphenylsilyl)styrene

A

methylmagnesium bromide
75-16-1

methylmagnesium bromide

B

C20H17F3O3SSi

C20H17F3O3SSi

Conditions
ConditionsYield
In dichloromethane
methyl bromide
74-83-9

methyl bromide

magnesium

magnesium

methylmagnesium bromide
75-16-1

methylmagnesium bromide

Conditions
ConditionsYield
With diethyl ether
2-benzofuran-1(3H)-one
87-41-2

2-benzofuran-1(3H)-one

methylmagnesium bromide
75-16-1

methylmagnesium bromide

α,α-dimethyl-o-xylene α,α'-diol
55549-01-4

α,α-dimethyl-o-xylene α,α'-diol

Conditions
ConditionsYield
at -78 - 20℃;100%
In tetrahydrofuran; diethyl ether at 30℃; for 12.5h;88%
unter Wasserabgabe entsteht 1.1-Dimethyl-phthalan;
methylmagnesium bromide
75-16-1

methylmagnesium bromide

α-methyl-trans-cinnamaldehyde
15174-47-7

α-methyl-trans-cinnamaldehyde

(E)-3-methyl-4-phenyl-but-3-en-2-ol
87422-10-4

(E)-3-methyl-4-phenyl-but-3-en-2-ol

Conditions
ConditionsYield
Stage #1: methylmagnesium bromide; α-methyl-trans-cinnamaldehyde In tetrahydrofuran; diethyl ether at 0℃; for 0.5h; Inert atmosphere;
Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether
100%
With diethyl ether
4-iodobenzoic acid ethyl ester
51934-41-9

4-iodobenzoic acid ethyl ester

methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-(4-iodophenyl)propan-2-ol
60514-82-1

2-(4-iodophenyl)propan-2-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 72h;100%
3-methoxy-5H-dibenzo[a,d]cyclohepten-5-one
22725-38-8

3-methoxy-5H-dibenzo[a,d]cyclohepten-5-one

methylmagnesium bromide
75-16-1

methylmagnesium bromide

3-methoxy-5-methyl-5H-dibenzocyclohepten-5-ol
125025-18-5

3-methoxy-5-methyl-5H-dibenzocyclohepten-5-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 6h; Ambient temperature;100%
10-Undecenal
112-45-8

10-Undecenal

methylmagnesium bromide
75-16-1

methylmagnesium bromide

dodec-11-en-2-ol
21951-49-5

dodec-11-en-2-ol

Conditions
ConditionsYield
In diethyl ether at -40℃; Grignard reaction;100%
In tetrahydrofuran at 0℃; Grignard reaction;90%
In tetrahydrofuran; diethyl ether at -40 - 25℃; for 15h; Inert atmosphere;83%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(E)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one
82495-72-5

(E)-5-(N-benzyl-p-toluenesulfonamido)-3-methyl-6-phenylhex-3-on-2-one

(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol
82536-02-5

(E)-5-(N-benzyl-p-toluenefulfonamido)-2,3-dimethyl-6-phenylhex-3-en-2-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 1h; -78 deg C -> 0 deg C;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

3-fluoro-5H-dibenzocyclohepten-5-one
93559-82-1

3-fluoro-5H-dibenzocyclohepten-5-one

3-fluoro-5-methyl-5H-dibenzocyclohepten-5-ol
125025-39-0

3-fluoro-5-methyl-5H-dibenzocyclohepten-5-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 6h; Ambient temperature;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

6-(benzyloxy)-2,4-dimethylfuro<2,3-b>pyridine-5-carboxaldehyde
124098-64-2

6-(benzyloxy)-2,4-dimethylfuro<2,3-b>pyridine-5-carboxaldehyde

5-(1-hydroxyethyl)-6-(benzyloxy)-2,4-dimethylfuro<2,3-b>pyridine
124098-67-5

5-(1-hydroxyethyl)-6-(benzyloxy)-2,4-dimethylfuro<2,3-b>pyridine

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0℃; for 0.25h;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

N-methoxy-N-methylcinnamamide
80783-99-9, 124931-15-3, 113474-86-5

N-methoxy-N-methylcinnamamide

(E)-benzalacetone
1896-62-4

(E)-benzalacetone

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
In tetrahydrofuran; diethyl ether at 0 - 20℃; for 2h;98%
Stage #1: N-methoxy-N-methylcinnamamide With methyl 4-bromocinnamate; triethylsilyl trifluoromethyl sulfonate; triethylphosphine In toluene at 110℃; for 5h; Inert atmosphere;
Stage #2: methylmagnesium bromide In tetrahydrofuran; toluene at -78℃; Inert atmosphere;
Stage #3: With tetrabutyl ammonium fluoride In tetrahydrofuran; toluene for 0.5h; Inert atmosphere;
83%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

Benzoic acid (2S,3S)-2-formyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl ester

Benzoic acid (2S,3S)-2-formyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl ester

Benzoic acid (2R,3S)-2-(1-hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl ester

Benzoic acid (2R,3S)-2-(1-hydroxy-ethyl)-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl ester

Conditions
ConditionsYield
In tetrahydrofuran at -45℃;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(E)-3-(furan-2-yl)-N-methoxy-N-methylprop-2-enamide
134197-98-1

(E)-3-(furan-2-yl)-N-methoxy-N-methylprop-2-enamide

(E)-4-(furan-2-yl)but-3-en-2-one
623-15-4

(E)-4-(furan-2-yl)but-3-en-2-one

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(E)-N-methoxy-N-methyl-3-(thiophen-2-yl)acrylamide
134197-97-0

(E)-N-methoxy-N-methyl-3-(thiophen-2-yl)acrylamide

(E)-4-(2-thienyl)but-3-en-2-one
874-83-9, 33603-63-3

(E)-4-(2-thienyl)but-3-en-2-one

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(1S,3R)-2,2-Dimethyl-3-phenyl-cyclopropanecarboxylic acid methoxy-methyl-amide
134197-91-4

(1S,3R)-2,2-Dimethyl-3-phenyl-cyclopropanecarboxylic acid methoxy-methyl-amide

[(1RS,3SR)-2,2-dimethyl-3-phenylcyclopropyl]ethanone
134197-90-3

[(1RS,3SR)-2,2-dimethyl-3-phenylcyclopropyl]ethanone

Conditions
ConditionsYield
100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(E)-N-Methoxy-3-(6-methoxy-naphthalen-2-yl)-N-methyl-acrylamide
134197-96-9

(E)-N-Methoxy-3-(6-methoxy-naphthalen-2-yl)-N-methyl-acrylamide

4-(6'-methoxy-2'-naphthyl)-3-buten-2-one
127053-22-9

4-(6'-methoxy-2'-naphthyl)-3-buten-2-one

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(E)-N-Methoxy-N-methyl-3-(3-phenoxy-phenyl)-acrylamide
134197-94-7

(E)-N-Methoxy-N-methyl-3-(3-phenoxy-phenyl)-acrylamide

(E)-1-(3-Phenoxyphenyl)buten-3-one
121488-67-3

(E)-1-(3-Phenoxyphenyl)buten-3-one

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(E)-3-(4-(benzyloxy)phenyl)-N-methoxy-N-methylacrylamide
134197-95-8

(E)-3-(4-(benzyloxy)phenyl)-N-methoxy-N-methylacrylamide

1-(4-benzyloxyphenyl)but-1-en-3-one
75676-91-4

1-(4-benzyloxyphenyl)but-1-en-3-one

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(E)-N-Methoxy-N-methyl-3-[4-(1-phenyl-ethoxy)-phenyl]-acrylamide
134197-93-6

(E)-N-Methoxy-N-methyl-3-[4-(1-phenyl-ethoxy)-phenyl]-acrylamide

(E)-4-[4-(1-Phenyl-ethoxy)-phenyl]-but-3-en-2-one
134197-92-5

(E)-4-[4-(1-Phenyl-ethoxy)-phenyl]-but-3-en-2-one

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-<(trimethylsilyl)methyl>-2-butenal
122421-16-3

2-<(trimethylsilyl)methyl>-2-butenal

(Z)-3-((trimethylsilyl)methyl)pent-3-en-2-ol
141023-16-7

(Z)-3-((trimethylsilyl)methyl)pent-3-en-2-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 0.333333h; Ambient temperature;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

C26H24O2S
136964-79-9

C26H24O2S

11-methyl-12-phenyl-9,10-dihydro-9,10-etheno-anthracene
79979-60-5

11-methyl-12-phenyl-9,10-dihydro-9,10-etheno-anthracene

Conditions
ConditionsYield
palladium(II) acetylacetonate In tetrahydrofuran Heating;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

Methyl (1R,2S)-2-<2-(3-Isopropylphenyl)ethyl>-1-methyl-3-oxo-1-cyclohexanecarboxylate
134454-00-5

Methyl (1R,2S)-2-<2-(3-Isopropylphenyl)ethyl>-1-methyl-3-oxo-1-cyclohexanecarboxylate

Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate
134365-17-6

Methyl (1R,2S,3R)-1,3-Dimethyl-1-hydroxy-2<2-(3-isopropylphenyl)-ethyl>cyclohexanecarboxylate

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 2h;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl
141807-44-5, 126613-06-7, 128544-05-8, 128575-34-8

(+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl

Conditions
ConditionsYield
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0℃; for 24h; Reflux;100%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 20℃;99%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 20℃; for 1h; Substitution;99%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

8-oxabicyclo<3.2.1>oct-6-en-2-one
154811-20-8

8-oxabicyclo<3.2.1>oct-6-en-2-one

(1R,2R,5R)-2-Methyl-8-oxa-bicyclo[3.2.1]oct-6-en-2-ol

(1R,2R,5R)-2-Methyl-8-oxa-bicyclo[3.2.1]oct-6-en-2-ol

Conditions
ConditionsYield
In diethyl ether at 0℃;100%
In diethyl ether at 0℃;
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

methylmagnesium bromide
75-16-1

methylmagnesium bromide

Conditions
ConditionsYield
In diethyl ether at 0℃; for 2h;100%
In diethyl ether at 0 - 5℃; for 2h; Inert atmosphere;61%
Yield given;
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(3aS,5R,5aR,6aS,9aS,9bS,9cS)-5-Methoxy-1,1,8,8,9c-pentamethyl-decahydro-4,7,9-trioxa-cyclopenta[e]acenaphthylen-6-one
161659-30-9

(3aS,5R,5aR,6aS,9aS,9bS,9cS)-5-Methoxy-1,1,8,8,9c-pentamethyl-decahydro-4,7,9-trioxa-cyclopenta[e]acenaphthylen-6-one

1,2,3,3aβ,5aβ,6,6aα,9aα,9bα,9c-decahydro-6α-hydroxy-5β-methoxy-1,1,6β,8,8,9cβ-hexamethyl-5H-furo<4',3',2':4,5>naphtho<1,2-d><1,3>dioxolane
161659-31-0

1,2,3,3aβ,5aβ,6,6aα,9aα,9bα,9c-decahydro-6α-hydroxy-5β-methoxy-1,1,6β,8,8,9cβ-hexamethyl-5H-furo<4',3',2':4,5>naphtho<1,2-d><1,3>dioxolane

Conditions
ConditionsYield
In diethyl ether for 1h; Ambient temperature;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

7-(4-chlorophenylthio)-6,7-dihydro-1-(phenylsulfonyl)-1H-indol-4(5H)-one
157396-11-7

7-(4-chlorophenylthio)-6,7-dihydro-1-(phenylsulfonyl)-1H-indol-4(5H)-one

1-Benzenesulfonyl-7-(4-chloro-phenylsulfanyl)-4-methyl-4,5,6,7-tetrahydro-1H-indol-4-ol
146564-05-8

1-Benzenesulfonyl-7-(4-chloro-phenylsulfanyl)-4-methyl-4,5,6,7-tetrahydro-1H-indol-4-ol

Conditions
ConditionsYield
In tetrahydrofuran for 4h; Ambient temperature;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

Bis-(1-triisopropylsilanyl-1H-pyrrol-3-yl)-methanone
161227-56-1

Bis-(1-triisopropylsilanyl-1H-pyrrol-3-yl)-methanone

C28H50N2Si2
161227-57-2

C28H50N2Si2

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether for 2h; Ambient temperature;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-Benzyl-6-methyl-1-phenyl-3,4-dihydro-isoquinolinium; iodide

2-Benzyl-6-methyl-1-phenyl-3,4-dihydro-isoquinolinium; iodide

2-benzyl-1,6-dimethyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline
174784-47-5

2-benzyl-1,6-dimethyl-1-phenyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Ambient temperature;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-Benzyl-1-cyclohexyl-3,4-dihydro-isoquinolinium; bromide

2-Benzyl-1-cyclohexyl-3,4-dihydro-isoquinolinium; bromide

2-benzyl-1-cyclohexyl-1-methyl-1,2,3,4-tetrahydroisoquinoline
126115-25-1

2-benzyl-1-cyclohexyl-1-methyl-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Ambient temperature;100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

(1S,2R,5S)-2-Benzyloxy-1,5-dimethyl-8-oxa-bicyclo[3.2.1]octan-6-one

(1S,2R,5S)-2-Benzyloxy-1,5-dimethyl-8-oxa-bicyclo[3.2.1]octan-6-one

(1R,2S,5R,6R)-2-Benzyloxy-1,5,6-trimethyl-8-oxa-bicyclo[3.2.1]octan-6-ol

(1R,2S,5R,6R)-2-Benzyloxy-1,5,6-trimethyl-8-oxa-bicyclo[3.2.1]octan-6-ol

Conditions
ConditionsYield
In diethyl ether100%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

N-(tert-butoxycarbonyl)-D-alanine methyl ester
91103-47-8

N-(tert-butoxycarbonyl)-D-alanine methyl ester

((R)-2-hydroxy-1,2-dimethyl-propyl)-carbamic acid tert-butyl ester
186466-64-8

((R)-2-hydroxy-1,2-dimethyl-propyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: methylmagnesium bromide; N-(tert-butoxycarbonyl)-D-alanine methyl ester In tetrahydrofuran at 0 - 20℃; for 16h;
Stage #2: With water In tetrahydrofuran Cooling with ice;
100%
Stage #1: methylmagnesium bromide; N-(tert-butoxycarbonyl)-D-alanine methyl ester In tetrahydrofuran at 0 - 20℃; for 3h;
Stage #2: With water; ammonium chloride In tetrahydrofuran
99%
In tetrahydrofuran; diethyl ether at 0 - 25℃; for 2h;99%

Methylmagnesium bromide Chemical Properties

MF: CH3BrMg
MW: 119.24
density  1.035 g/mL at 25 °C
Fp  77 °F
storage temp.  water-free area
Sensitive  Air & Moisture Sensitive

Methylmagnesium bromide Toxicity Data With Reference

RTECS  OM3700000

Methylmagnesium bromide Consensus Reports

Reported in EPA TSCA Inventory.

Methylmagnesium bromide Safety Profile

May ignite spontaneously in air. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS, MAGNESIUM COMPOUNDS, and BROMIDES.

Methylmagnesium bromide Standards and Recommendations

DOT Classification:  4.3; Label: Dangerous When Wet, Flammable Liquid
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