Product Name

  • Name

    Methylmagnesium chloride

  • EINECS 211-629-7
  • CAS No. 676-58-4
  • Article Data10
  • CAS DataBase
  • Density 1.013 g/mL at 25 °C
  • Solubility reacts with water
  • Melting Point
  • Formula CH3 Cl Mg
  • Boiling Point 66 °C
  • Molecular Weight 74.7928
  • Flash Point ?1 °F
  • Transport Information UN 3399 4.3/PG 2
  • Appearance dark brown solution
  • Safety 26-30-36/37/39-43-45-7/8-33-29-16
  • Risk Codes 11-14/15-34-19-15
  • Molecular Structure Molecular Structure of 676-58-4 (Methylmagnesium chloride)
  • Hazard Symbols FlammableF,CorrosiveC
  • Synonyms Methylmagnesiumchloride (6CI);Chloromethylmagnesium;
  • PSA 0.00000
  • LogP 1.27330

Synthetic route

methylene chloride
74-87-3

methylene chloride

methylmagnesium chloride
676-58-4

methylmagnesium chloride

Conditions
ConditionsYield
With magnesium In tetrahydrofuran
With magnesium In solid matrix at -258.2℃;
With magnesium; lithium chloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
methylene chloride
74-87-3

methylene chloride

magnesium

magnesium

methylmagnesium chloride
676-58-4

methylmagnesium chloride

Conditions
ConditionsYield
With diethyl ether
methylmagnesium chloride
676-58-4

methylmagnesium chloride

heptan-3-one
106-35-4

heptan-3-one

3-methyl-3-heptanol
5582-82-1

3-methyl-3-heptanol

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃;100%
8-bromo-2-tetralone
117294-21-0

8-bromo-2-tetralone

methylmagnesium chloride
676-58-4

methylmagnesium chloride

8-bromo-2-hydroxy-2-methyl-1,2,3,4-tetrahydronaphthalene
127810-66-6

8-bromo-2-hydroxy-2-methyl-1,2,3,4-tetrahydronaphthalene

Conditions
ConditionsYield
With titanium tetrachloride In tetrahydrofuran; dichloromethane at 0℃; for 2h;100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

methyl 6-<2-(7-acetamidoheptyl)-1,3-dioxolan-2-yl>hexanoate
119947-11-4

methyl 6-<2-(7-acetamidoheptyl)-1,3-dioxolan-2-yl>hexanoate

N-<7-<2-(6-hydroxy-6-methylheptyl)-1,3-dioxolan-2-yl>heptyl>acetamide
119947-12-5

N-<7-<2-(6-hydroxy-6-methylheptyl)-1,3-dioxolan-2-yl>heptyl>acetamide

Conditions
ConditionsYield
In tetrahydrofuran for 12h;100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

dimethyl (RS)-6,6'-dibromobiphenyl-2,2'-dicarboxylate
156749-48-3

dimethyl (RS)-6,6'-dibromobiphenyl-2,2'-dicarboxylate

6,6'-dibromobiphenyl-2,2'-di(1-methylethanol)
156749-47-2

6,6'-dibromobiphenyl-2,2'-di(1-methylethanol)

Conditions
ConditionsYield
In tetrahydrofuran for 3h; Heating;100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

2,2-Dimethyl-propionic acid (2S,3S)-4-hydroxy-2-methyl-6-(tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-hexyl ester

2,2-Dimethyl-propionic acid (2S,3S)-4-hydroxy-2-methyl-6-(tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-hexyl ester

2,2-Dimethyl-propionic acid (2S,3S)-4-hydroxy-2,4-dimethyl-6-(tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-hexyl ester

2,2-Dimethyl-propionic acid (2S,3S)-4-hydroxy-2,4-dimethyl-6-(tetrahydro-pyran-2-yl)-3-(2-trimethylsilanyl-ethoxymethoxy)-hexyl ester

Conditions
ConditionsYield
In tetrahydrofuran100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

3-(6',6'-dimethyl-2'-methylenecyclohexyl)propan-1-al
76337-22-9

3-(6',6'-dimethyl-2'-methylenecyclohexyl)propan-1-al

4-(6',6'-dimethyl-2'-methylenecyclohexyl)butan-2-ol
13720-13-3

4-(6',6'-dimethyl-2'-methylenecyclohexyl)butan-2-ol

Conditions
ConditionsYield
100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

C6H4(CH2CH2C(O)O)
119-84-6

C6H4(CH2CH2C(O)O)

4-(2-hydroxyphenyl)-2-methyl-2-butanol
4167-73-1

4-(2-hydroxyphenyl)-2-methyl-2-butanol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;100%
In tetrahydrofuran Ambient temperature;6.25 g
In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water
Stage #1: methylmagnesium chloride; C6H4(CH2CH2C(O)O) In tetrahydrofuran for 18.6667h;
Stage #2: With water In tetrahydrofuran Cooling;
methylmagnesium chloride
676-58-4

methylmagnesium chloride

(3R,5R)-3,5-Bis-benzyloxy-2,2,6,6-tetramethyl-heptanedial

(3R,5R)-3,5-Bis-benzyloxy-2,2,6,6-tetramethyl-heptanedial

(4SR,6SR)-4,6-bis(benzyloxy)-3,3,7,7-tetramethylnonane-2,8-diol

(4SR,6SR)-4,6-bis(benzyloxy)-3,3,7,7-tetramethylnonane-2,8-diol

Conditions
ConditionsYield
In tetrahydrofuran at -20 - 20℃;100%
at -20℃; for 0.0833333h; pH=13; Grignard reaction;
phenyl(tetrahydro-2H-pyran-2-yl)methanone
73504-72-0

phenyl(tetrahydro-2H-pyran-2-yl)methanone

methylmagnesium chloride
676-58-4

methylmagnesium chloride

(R*,S*)-2-(1'-hydroxy-1'-phenyl)ethyloxane

(R*,S*)-2-(1'-hydroxy-1'-phenyl)ethyloxane

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 20℃; for 2h; Addition;100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

8-(tert-butyl-dimethyl-silanyloxy)-8-imidazol-1-yl-octan-2-one
410097-80-2

8-(tert-butyl-dimethyl-silanyloxy)-8-imidazol-1-yl-octan-2-one

8-(tert-butyl-dimethyl-silanyloxy)-8-imidazol-1-yl-2-methyl-octan-2-ol
410097-88-0

8-(tert-butyl-dimethyl-silanyloxy)-8-imidazol-1-yl-2-methyl-octan-2-ol

Conditions
ConditionsYield
In tetrahydrofuran100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

(+)-(3aR,4R,6aS)-4-tert-butoxymethyl-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one
479041-69-5

(+)-(3aR,4R,6aS)-4-tert-butoxymethyl-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one

((1S,4S,5R)-5-tert-Butoxymethyl-4-methyl-cyclopent-2-enyl)-acetic acid
479041-70-8

((1S,4S,5R)-5-tert-Butoxymethyl-4-methyl-cyclopent-2-enyl)-acetic acid

Conditions
ConditionsYield
With copper(I) bromide dimethylsulfide complex In tetrahydrofuran100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

(+/-)-(3aR,4R,6aS)-4-tert-butoxymethyl-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one

(+/-)-(3aR,4R,6aS)-4-tert-butoxymethyl-3,3a,4,6a-tetrahydrocyclopenta[b]furan-2-one

((1R,4R,5S)-5-tert-Butoxymethyl-4-methyl-cyclopent-2-enyl)-acetic acid

((1R,4R,5S)-5-tert-Butoxymethyl-4-methyl-cyclopent-2-enyl)-acetic acid

Conditions
ConditionsYield
With copper(I) bromide dimethylsulfide complex In tetrahydrofuran100%
4,4-dimethoxy-5,6-dihydro-2H-pyran-3(4H)-one
693245-80-6

4,4-dimethoxy-5,6-dihydro-2H-pyran-3(4H)-one

methylmagnesium chloride
676-58-4

methylmagnesium chloride

C8H16O4
693248-63-4

C8H16O4

Conditions
ConditionsYield
In diethyl ether at 0℃; for 3h;100%
isovanillin
621-59-0

isovanillin

methylmagnesium chloride
676-58-4

methylmagnesium chloride

3-(α-hydroxyethyl)-6-methoxyphenol
29866-05-5

3-(α-hydroxyethyl)-6-methoxyphenol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 4.08333h;100%
In tetrahydrofuran at 5 - 20℃; Grignard addition;85%
[3-(2-ethoxy-2-oxoethyl)phenyl]acetic acid
113520-28-8

[3-(2-ethoxy-2-oxoethyl)phenyl]acetic acid

methylmagnesium chloride
676-58-4

methylmagnesium chloride

2-[3-(2-hydroxy-2-methylpropyl)phenyl]acetic acid
808768-96-9

2-[3-(2-hydroxy-2-methylpropyl)phenyl]acetic acid

Conditions
ConditionsYield
Stage #1: [3-(2-ethoxy-2-oxoethyl)phenyl]acetic acid; methylmagnesium chloride In tetrahydrofuran at 0 - 20℃;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Product distribution / selectivity;		100%
Stage #1: [3-(2-ethoxy-2-oxoethyl)phenyl]acetic acid; methylmagnesium chloride In tetrahydrofuran at 0℃; for 18h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran		100%
In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
N-(4-acetyl-3-methoxyphenyl)acetamide
51410-08-3

N-(4-acetyl-3-methoxyphenyl)acetamide

methylmagnesium chloride
676-58-4

methylmagnesium chloride

N-[4-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenyl]-acetamide
865306-00-9

N-[4-(1-Hydroxy-1-methyl-ethyl)-3-methoxy-phenyl]-acetamide

Conditions
ConditionsYield
Stage #1: N-(4-acetyl-3-methoxyphenyl)acetamide; methylmagnesium chloride In tetrahydrofuran at 0 - 20℃; for 2.91667h;
Stage #2: With ammonium chloride In tetrahydrofuran		100%
In tetrahydrofuran at 0 - 20℃; for 1.91667h;100%
1-(3-chlorophenyl)-1H-pyrazole-4-carbaldehyde
400877-26-1

1-(3-chlorophenyl)-1H-pyrazole-4-carbaldehyde

methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-[1-(3-chlorophenyl)-1H-pyrazol-4-yl]ethanol
863609-08-9

1-[1-(3-chlorophenyl)-1H-pyrazol-4-yl]ethanol

Conditions
ConditionsYield
Stage #1: 1-(3-chlorophenyl)-1H-pyrazole-4-carbaldehyde; methylmagnesium chloride In tetrahydrofuran; diethyl ether at 0 - 20℃; for 2.25h;
Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether		100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

2-(3-chloro-phenyl)-2H-[1,2,3]triazole-4-carbaldehyde
41886-28-6

2-(3-chloro-phenyl)-2H-[1,2,3]triazole-4-carbaldehyde

1-[2-(3-chlorophenyl)-2H-1,2,3-triazol-4-yl]ethanol
863609-09-0

1-[2-(3-chlorophenyl)-2H-1,2,3-triazol-4-yl]ethanol

Conditions
ConditionsYield
Stage #1: methylmagnesium chloride; 2-(3-chloro-phenyl)-2H-[1,2,3]triazole-4-carbaldehyde In tetrahydrofuran; diethyl ether at 0 - 20℃; for 1.5h;
Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether		100%
3-Ethyl-N-methoxy-N-methyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-6-carboxamide
885132-75-2

3-Ethyl-N-methoxy-N-methyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazole-6-carboxamide

methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-(3-Ethyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazol-6-yl)ethanone
885132-76-3

1-(3-Ethyl-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-indazol-6-yl)ethanone

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 20℃;100%
Stage #1: 3-ethyl-N-methoxy-N-methyl-1-[(2-(trimethylsilyl)ethoxy)methyl]-1H-indazole-6-carboxamide; methylmagnesium chloride In tetrahydrofuran at -78 - 20℃;
Stage #2: With water; ammonium chloride In tetrahydrofuran at 20℃;		100%
N-methoxy-N-methylisoquinoline-1-carboxamide
866328-99-6

N-methoxy-N-methylisoquinoline-1-carboxamide

methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-acetylisoquinoline
58022-21-2

1-acetylisoquinoline

Conditions
ConditionsYield
Stage #1: N-methoxy-N-methylisoquinoline-1-carboxamide; methylmagnesium chloride In tetrahydrofuran at 0℃; for 1.16667h;
Stage #2: With water; ammonium chloride In tetrahydrofuran		100%
3,7-dimethyl-2,6-octadienal
141-27-5

3,7-dimethyl-2,6-octadienal

ammonium chloride

ammonium chloride

methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-methylgeraniol
853065-81-3

1-methylgeraniol

Conditions
ConditionsYield
In hexane; tert-butyl methyl ether100%
...Expand
(E)-N-butyl-1-(2-chloro-6-fluorophenyl)methanimine
945408-07-1

(E)-N-butyl-1-(2-chloro-6-fluorophenyl)methanimine

methylmagnesium chloride
676-58-4

methylmagnesium chloride

butyl-[1-(2-chloro-6-methyl-phenyl)-meth-(E)-ylidene]-amine
945408-08-2

butyl-[1-(2-chloro-6-methyl-phenyl)-meth-(E)-ylidene]-amine

Conditions
ConditionsYield
With manganese(ll) chloride In tetrahydrofuran at 0 - 40℃; for 0.5h;100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

(5-bromo-pentyl)-dimethyl tin (1+); bromide
61222-13-7

(5-bromo-pentyl)-dimethyl tin (1+); bromide

(5-bromo-pentyl)-trimethyl stannane
61222-07-9

(5-bromo-pentyl)-trimethyl stannane

Conditions
ConditionsYield
In diethyl ether100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

copper(l) chloride

copper(l) chloride

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

CH3Cu{P(OCH3)3}3

CH3Cu{P(OCH3)3}3

Conditions
ConditionsYield
In tetrahydrofuran under N2, MeMgCl reacted with CuCl, P(OMe)3 was added, stirred for 30 min at 0°C; not isolated;100%
...Expand
methylmagnesium chloride
676-58-4

methylmagnesium chloride

copper(l) chloride

copper(l) chloride

Mg(2+)*4Cu(1+)*6(CH3)(1-) = {(CH3)3Cu2}2Mg

Mg(2+)*4Cu(1+)*6(CH3)(1-) = {(CH3)3Cu2}2Mg

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran under N2, soln. of MeMgCl was added to a stirred suspn. of CuCl at -10°C (ratio MeMgCl/CuCl = 3/2), stirred for 30 min at 0°C; not isolated;100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

copper(l) chloride

copper(l) chloride

Mg(2+)*2{CH3CuCl}(1-) = Mg{CH3CuCl}2

Mg(2+)*2{CH3CuCl}(1-) = Mg{CH3CuCl}2

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran under N2, soln. of MeMgCl was added to a stirred suspn. of CuCl at -10°C, HMPT was also added, stirred for 30 min at 0°C; not isolated;100%
Ti(η(5):η(1):η(1)-C5Me4SiMe2NCH2CH2OMe)Cl2
166987-94-6, 174898-32-9

Ti(η(5):η(1):η(1)-C5Me4SiMe2NCH2CH2OMe)Cl2

methylmagnesium chloride
676-58-4

methylmagnesium chloride

Ti(η(5):η(1)-C5Me4SiMe2NCH2CH2OMe)Me2
166987-98-0, 219947-10-1

Ti(η(5):η(1)-C5Me4SiMe2NCH2CH2OMe)Me2

Conditions
ConditionsYield
In not given100%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

N-methoxy-N-methyl-3-(1-(tert-butoxycarbonyl)piperidin-4-yl)propionamide
301186-40-3

N-methoxy-N-methyl-3-(1-(tert-butoxycarbonyl)piperidin-4-yl)propionamide

tert-butyl 4-(3-oxobutyl)piperidine-1-carboxylate

tert-butyl 4-(3-oxobutyl)piperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: methylmagnesium chloride; N-methoxy-N-methyl-3-(1-(tert-butoxycarbonyl)piperidin-4-yl)propionamide In tetrahydrofuran at 0 - 20℃; for 4h;
Stage #2: With ammonium chloride In tetrahydrofuran; water for 0.166667h;		100%
({2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-6-methyl-pyrimidin-4-yl}-methyl-amino)-acetic acid benzyl ester
1185019-50-4

({2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-6-methyl-pyrimidin-4-yl}-methyl-amino)-acetic acid benzyl ester

methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-({2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-6-methyl-pyrimidin-4-yl}-methyl-amino)-2-methyl-propan-2-ol
1185015-50-2

1-({2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-6-methyl-pyrimidin-4-yl}-methyl-amino)-2-methyl-propan-2-ol

Conditions
ConditionsYield
Stage #1: ({2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-6-methyl-pyrimidin-4-yl}-methyl-amino)-acetic acid benzyl ester; methylmagnesium chloride In tetrahydrofuran at 20℃; for 2.16667h; Cooling with ice;
Stage #2: With water In tetrahydrofuran Hydrolysis;		100%
3-(3-methoxypropoxy)-4-[(triisopropylsilyl)oxy]benzaldehyde
960409-26-1

3-(3-methoxypropoxy)-4-[(triisopropylsilyl)oxy]benzaldehyde

methylmagnesium chloride
676-58-4

methylmagnesium chloride

1-{3-(3-methoxypropoxy)-4-[(triisopropylsilyl)oxy]phenyl}ethanol
960409-28-3

1-{3-(3-methoxypropoxy)-4-[(triisopropylsilyl)oxy]phenyl}ethanol

Conditions
ConditionsYield
Stage #1: 3-(3-methoxypropoxy)-4-[(triisopropylsilyl)oxy]benzaldehyde; methylmagnesium chloride In tetrahydrofuran at 0 - 20℃;
Stage #2: With water; ammonium chloride In tetrahydrofuran at 0℃;		100%

Methylmagnesium chloride Chemical Properties

Molecular Structure:

Molecular Formula: CH3ClMg
Molecular Weight: 74.7925
IUPAC Name: Magnesium carbanide chloride
Synonyms of Methylmagnesium chloride (CAS NO.676-58-4): Chloromethylmagnesium ; EINECS 211-629-7 ; HSDB 5740 ; Magnesium, chloromethyl-
CAS NO: 676-58-4
Classification Code: Organometallics ; GRIGNARD REAGENTS ; AlkylChemical Synthesis ; Grignard Reagents ; Organic Bases ; Organometallic Reagents ; Synthetic Reagents     

Methylmagnesium chloride Safety Profile

Hazard Codes of Methylmagnesium chloride (CAS NO.676-58-4): FlammableF,CorrosiveC
Risk Statements: 11-14/15-34-19 
R11: Highly flammable. 
R14: Reacts violently with water. 
R15: Contact with water liberates extremely flammable gases. 
R34: Causes burns. 
R19: May form explosive peroxides.
Safety Statements: 26-30-36/37/39-43-45-7/8-33-29-16 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S30: Never add water to this product. 
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.) 
S7: Keep container tightly closed. 
S8: Keep container dry. 
S33: Take precautionary measures against static discharges. 
S29: Do not empty into drains. 
S16: Keep away from sources of ignition.
RIDADR :UN 3399 4.3/PG 2
WGK Germany: 1
F: 1-3-10
HazardClass: 4.3
PackingGroup: I

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