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Methyl bromide CAS:74-83-9 Specification Mol File: 74-83-9.mol Methyl bromide Structure Methyl bromide Chemical Properties Melting point −94 °C(lit.) Boiling point 4 °C(lit.) density 3.3 g/mL at 25 °C(lit.) vapor density 3.3
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Methyl bromide CAS NO.74-83-9 CAS NO.74-83-9 Application:Methyl bromide CAS NO.74-83-9 CAS NO.74-83-9
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inquiryMethyl bromide Basic information Methyl bromide fumigation highly toxic uses Precautions Product Name: Methyl bromide Synonyms: (mono)bromomethane
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tetraethylammonium bromide
methyl trifluoromethanesulfonate
A
methyl bromide
B
tetraethylammonium trifluoromethanesulphonate
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.583333h; Temperature; | A n/a B 100% |
Conditions | Yield |
---|---|
With bromine In acetonitrile one-electron oxidn. of cis-Co complex by Br2 at 298 K; monitored by (1)H-NMR; | A 99% B <1 C 0.24% |
Conditions | Yield |
---|---|
With bromine In acetonitrile one-electron oxidn. of trans-Co complex by Br2 at 298 K; monitored by (1)H-NMR; | A 99% B 0.15% C <1 |
Conditions | Yield |
---|---|
In tetrahydrofuran-d8 at 55℃; for 2h; | A n/a B 98% |
Conditions | Yield |
---|---|
With carbon monoxide In further solvent(s) Irradiation (UV/VIS); Irradiation of complex at 350-380 nm under 20 atm of CO in CBrCl3;; | A 81-87 B 97% C 78-85 D <4 E >65 |
Methyl methanesulfonate
trimethylsilyl bromide
A
methyl bromide
B
trimethylsilyl methanesulfonate
Conditions | Yield |
---|---|
for 6h; Heating; | A 95% B 96.5% |
Conditions | Yield |
---|---|
decompn. at 100°C in vac. of about 10 Torr; distn. from 130 to 134°C at 13 Torr; crystn. by cooling; | A n/a B 96% |
decompn. at 100°C in vac. of about 10 Torr; distn. from 130 to 134°C at 13 Torr; crystn. by cooling; | A n/a B 96% |
beim Stehenlassen; |
Methyl methanesulfonate
Acetyl bromide
A
methyl bromide
B
Acetyl methanesulfonate
Conditions | Yield |
---|---|
at 100 - 110℃; for 1h; | A 95% B 55% |
Conditions | Yield |
---|---|
With boron tribromide; (N,N'-ethylenebis(3,5-di-tert-butylsalicylideneimine))AlBr In chloroform-d1; hexane at 20℃; for 0.5 - 24h; Product distribution / selectivity; | 88% |
With boron tribromide; salophen(tBu)AlBr In chloroform-d1; hexane at 20℃; for 0.5 - 24h; Product distribution / selectivity; | 82% |
With boron tribromide; (N,N'-propylenebis(3,5-di-tert-butylsalicylideneimine))AlBr In chloroform-d1; hexane at 20℃; for 0.5 - 24h; Product distribution / selectivity; | 78% |
trimethylsilyl bromide
methoxybenzene
A
methyl bromide
B
phenyltrimethylsilyl ether
Conditions | Yield |
---|---|
In further solvent(s) | A 87% B 61% |
In further solvent(s) | A 87% B 61% |
Conditions | Yield |
---|---|
With CO In dichloromethane-d2 Irradiation (UV/VIS); 355-385 nm light; | A 87% B n/a C 85% |
Conditions | Yield |
---|---|
With bromine for 1h; | 84% |
With bromine; pyrographite at 180 - 400℃; | |
With zinc bromide-kieselguhr; bromine at 180 - 400℃; |
2-nitrobenzenesulfenyl bromide
A
bis(2-nitrophenyl)disulfide
B
methyl bromide
C
methyl 2-nitrophenyl sulfide
Conditions | Yield |
---|---|
With tetramethylstannane; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃; for 4h; | A 83% B n/a C n/a |
methanol
P-(bromomethyl)-N,N,N',N'-tetraisopropylphosphonous diamide
A
methyl bromide
B
N,N,N',N'-Tetraisopropyl-P-methylphosphonic diamide
Conditions | Yield |
---|---|
multistep reaction; further (α-bromoalkyl)phosphonous diamides; | A n/a B 80% |
Conditions | Yield |
---|---|
With anthracene; oxygen; acetic acid; hydrogen bromide; cobalt(II) acetate; manganese(II) acetate In water at 180 - 195℃; under 21446.5 Torr; for 1h; Product distribution / selectivity; | A n/a B 80% C 0.8% |
With oxygen; acetic acid; hydrogen bromide; cobalt(II) acetate; manganese(II) acetate In water at 180 - 195℃; under 21446.5 Torr; for 1h; Product distribution / selectivity; | A n/a B 73% C 1% |
tris(N-carbomethoxylaminomethyl)phosphine oxide
A
methyl bromide
Conditions | Yield |
---|---|
With hydrogen bromide for 7h; Heating; | A n/a B 73% |
Diethyl-carbamic acid 2-bromo-ethyl ester
phosphorous acid trimethyl ester
A
methyl bromide
Conditions | Yield |
---|---|
A n/a B 73% |
Conditions | Yield |
---|---|
With bromine at 18 - 500℃; for 0.0166667h; Gas phase; | A 70.6% B 24.7% |
With hydrogen bromide; oxygen; Mg/Ru/SiO2 In water at 580℃; Conversion of starting material; | |
With hydrogen bromide; oxygen; Ba/Bi/Ru/SiO2 In water at 580 - 600℃; Conversion of starting material; |
tert-butyl methyl ether
carbon monoxide
benzyl bromide
A
methyl bromide
B
t-butyl bromide
C
benzeneacetic acid methyl ester
Conditions | Yield |
---|---|
1,5-hexadienerhodium(I)-chloride dimer; potassium iodide at 75 - 90℃; under 735.5 Torr; overnight or in n-heptane; | A n/a B n/a C 68% |
2-bromoethyl N,N-dimethylcarbamate
phosphorous acid trimethyl ester
A
methyl bromide
Conditions | Yield |
---|---|
at 150℃; for 5h; | A n/a B 66% |
{(η5-C5Me5)Os(CO)2Me}
bromine
A
methyl bromide
B
{(η5-C5Me5)Os(CO)2Br}
Conditions | Yield |
---|---|
In dichloromethane-d2 (N2); electrophilic cleavage reaction by addn. of bromine to a soln. of Cp*Os(CO)2Me in CD2Cl2;; not isolated, detected by NMR;; | A 53% B 66% |
methyl dichlorophosphite
tribromomethyl isocyanate
A
methyl bromide
B
dichlorophosphoryldibromomethyl isocyanate
Conditions | Yield |
---|---|
iron(III) chloride at 115℃; | A 65% B 58% |
cyclohexene
1,2-dibromomethane
A
methyl bromide
B
ethene
C
bicyclo[4.1.0]heptane
Conditions | Yield |
---|---|
With zinc In tetrahydrofuran at 40℃; for 48h; Product distribution; other olefins; also in the presence of Zn-Cu and Zn-CuCl; other solvents; var. temp.; | A n/a B n/a C 64.2% |
{(η5-C5Me5)Os(CO)(PMe2Ph)Me}
bromine
A
methyl bromide
B
{(η5-C5Me5)Os(CO)(PMe2Ph)Br}
Conditions | Yield |
---|---|
In dichloromethane-d2 (N2); electrophilic cleavage reaction by addn. of bromine to a soln. of Cp*Os(CO)(PMe2Ph)Me in CD2Cl2;; not isolated, detected by NMR;; | A 21% B 59% |
Conditions | Yield |
---|---|
In chloroform-d1 -10 °C, 15 min; not isolated, detected by NMR; | A 55% B 55% C 45% D 15% |
tris(N-carbomethoxylaminomethyl)phosphine
A
methyl bromide
B
bis(hydroxymethyl)methylphosphine oxide
C
(bromomethyl)(hydroxymethyl)methylphosphine oxide
Conditions | Yield |
---|---|
With hydrogen bromide at 105 - 110℃; for 3h; | A n/a B 33.8% C 46.3% |
2-methoxypyridine
ethyl 5-bromovalerate
A
methyl bromide
B
ethyl 5-(2-oxopyridin-1(2H)-yl)pentanoate
Conditions | Yield |
---|---|
at 180℃; adding 4h, then 1h; | A n/a B 44% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 20℃; for 24h; | 100% |
methyl bromide
1,1"-trimethylenebis<4-(4-pyridyl)pyridinium> dibromide
1',1''-trimethylene-bis(1-methyl-4,4'-bipyridinium) bromide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 24h; | 100% |
In N,N-dimethyl-formamide at 90℃; Yield given; |
methyl bromide
1,1’-(1,4-butanediyl)bis[4,4'-bipyridinium]bis[bromide]
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 24h; | 100% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 24h; | 100% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 24h; | 100% |
methyl bromide
3-amino-9H-xanthen-9-one
3-(Dimethylamino)-9H-xanthen-9-on
Conditions | Yield |
---|---|
With potassium hydroxide; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In toluene at 50℃; for 65h; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 3h; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 3h; | 100% |
Conditions | Yield |
---|---|
With solution aqueuse d'hydroxide de sodium; tetrabutylammomium bromide In dichloromethane 1)room temp. 12h 2)reflux 3h; | 100% |
carbon disulfide
methyl bromide
4'-Chloroacetoacetanilide
2-(bis(methylthio)methylene)-N-(4-chlorophenyl)-3-oxobutanamide
Conditions | Yield |
---|---|
Stage #1: 4'-Chloroacetoacetanilide With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: carbon disulfide In N,N-dimethyl-formamide at 0℃; for 1h; Stage #3: methyl bromide In N,N-dimethyl-formamide at 0 - 20℃; | 100% |
Conditions | Yield |
---|---|
In acetone | 100% |
methyl bromide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 2h; | 100% |
(4-dimethylamino-pyridin-3-yl)-(2-thioxo-thiazolidin-3-yl)-methanone
methyl bromide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 2h; | 100% |
(S)-(4-tert-butyl-2-thioxothiazolidin-3-yl)[4-(dimethylamino)pyridin-3-yl]methanone
methyl bromide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 2h; | 100% |
methyl bromide
Conditions | Yield |
---|---|
In acetonitrile at 50℃; for 12h; | 100% |
methyl bromide
(S)-(4-benzyl-2,2-dimethyl-oxazolidin-3-yl)pyridin-3-yl-methanone
Conditions | Yield |
---|---|
In acetonitrile at 50℃; for 12h; | 100% |
1,4-bis(2-(4-((dimethylamino)butoxyphenyl))-(E)-1-ethenyl)benzene
methyl bromide
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; | 100% |
In tetrahydrofuran; tert-butyl methyl ether at 20℃; | 100% |
Conditions | Yield |
---|---|
In acetonitrile at 80℃; for 24h; | 100% |
In acetonitrile at 80℃; for 24h; | 100% |
methyl bromide
Conditions | Yield |
---|---|
for 48h; | 100% |
methyl bromide
Conditions | Yield |
---|---|
Stage #1: 1,1-dimethylethyl (2S)-4-[(5'-{[({3-[(1-{[(1,1-dimethylethyl)oxy]carbonyl}-4-piperidinyl)methyl]phenyl}carbonyl)amino]methyl}-2'-fluoro-3-biphenylyl)methyl]-2-methyl-1-piperazinecarboxylate With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: methyl bromide In diethyl ether; N,N-dimethyl-formamide at 20℃; for 12h; Stage #3: With hydrogenchloride; sodium hydroxide more than 3 stages; | 100% |
methyl bromide
Conditions | Yield |
---|---|
In 2,2'-oxybis(2-methyl-propane); acetone at 20℃; for 16h; | 100% |
Conditions | Yield |
---|---|
With {(C2H5)4N}Br In acetonitrile Electrolysis; Sn-cathode, 50°C; | 100% |
With {(C2H5)4N}Br In acetonitrile Electrolysis; Sn-cathode, 50°C; | 100% |
In water; acetonitrile Electrolysis; Sn-cathode, Pt-anode, 0.25 M Et4NClO4 in MeCN/water=7:1, 25°C, 10mA/cm**(-2); gas chromy.; |
methyl bromide
[2-((S)-cyclohexyl-hydroxy-phenyl-methyl)-oxazol-5-ylmethyl]-trimethyl-ammonium bromide
Conditions | Yield |
---|---|
In tetrahydrofuran; chloroform at 50℃; for 24h; | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In acetonitrile at 20℃; for 24h; | 100% |
With sodium hydrogencarbonate In acetonitrile at 20℃; for 24h; | 100% |
Conditions | Yield |
---|---|
at 50℃; for 168h; | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; acetonitrile at 20℃; for 24h; | 100% |
methyl bromide
Conditions | Yield |
---|---|
In 1-methyl-pyrrolidin-2-one at 55 - 60℃; Cooling with ice; | 100% |
methyl bromide
5-(4-cyanophenyl)-2,7-dimethyl-3-oxo-8-(3-trifluoromethyl phenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carboxylic acid 2-dimethylaminoethyl ester
{2-[5-(4-cyanophenyl)-2,7-dimethyl-3-oxo-8-(3-trifluoromethylphenyl)-2,3,5,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrimidine-6-carbonyloxy]ethyl}trimethylammonium bromide
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 100% |
In acetonitrile at 20℃; | 100% |
Conditions | Yield |
---|---|
In acetone for 12h; Inert atmosphere; Schlenk technique; Glovebox; | 100% |
methyl bromide
Conditions | Yield |
---|---|
for 12h; Inert atmosphere; Schlenk technique; Glovebox; | 100% |
for 12h; Inert atmosphere; Schlenk technique; Glovebox; | 100% |
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