Product Name

  • Name

    Methyl bromide

  • EINECS 200-813-2
  • CAS No. 74-83-9
  • Article Data294
  • CAS DataBase
  • Density 1.63 g/cm3
  • Solubility 1.522 g/100 mL in water
  • Melting Point -94 °C(lit.)
  • Formula CH3Br
  • Boiling Point 3.8 °C at 760 mmHg
  • Molecular Weight 94.9388
  • Flash Point -34°C
  • Transport Information UN 1062
  • Appearance colourless gas with a chloroform-like odour
  • Safety 15-27-36/39-38-45-59-61-36/37-26-24-16-7
  • Risk Codes 23/25-36/37/38-48/20-50-59-68-38-20/22-11-67-66-19-12
  • Molecular Structure Molecular Structure of 74-83-9 (Methyl bromide)
  • Hazard Symbols ToxicT, DangerousN, HarmfulXn, FlammableF,HighlyF+
  • Synonyms Detia gas EX-M;Metylu bromek [Polish];Methylbromid [German];Meth-O-Gas;Methogas;Methane, bromo-;Kayafume;Dowfume MC-2 Fumigant;Brom-O-Sol;Methyl fume;MBX;Terr-O-Gas 100;Dowfume MC-2R;Methyl bromide [UN1062] [Poison gas];Pestmaster;Bromometano [Italian];EPA Pesticide Chemical Code 053201;M-B-R 98;Zytox;Mbc-33 Soil Fumigant;R 40B1;Methyl bromide as a structural fumigant;Terr-O-Cide II;Dowfume MC-33;Bromur di metile [Italian];Brom-methan [German];Bromomethane;RCRA waste number U029;Terabol;Methane,bromo-;Dowfume MC-2;Superior Methyl Bromide-2;Pestmaster Soil Fumigant-1;Edco;Celfume;Drexel Plant Bed Gas;Metafume;
  • PSA 0.00000
  • LogP 1.01110

Synthetic route

tetraethylammonium bromide
71-91-0

tetraethylammonium bromide

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

A

methyl bromide
74-83-9

methyl bromide

B

tetraethylammonium trifluoromethanesulphonate
35895-69-3

tetraethylammonium trifluoromethanesulphonate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.583333h; Temperature;A n/a
B 100%
cis-{(CH3)2Co(2,2'-bipyridine)}(ClO4)

cis-{(CH3)2Co(2,2'-bipyridine)}(ClO4)

A

methyl bromide
74-83-9

methyl bromide

B

methane
34557-54-5

methane

C

ethane
74-84-0

ethane

Conditions
ConditionsYield
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%
trans-(CH3)2Co(11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraen-1-olate)

trans-(CH3)2Co(11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraen-1-olate)

A

methyl bromide
74-83-9

methyl bromide

B

methane
34557-54-5

methane

C

ethane
74-84-0

ethane

Conditions
ConditionsYield
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
pyridine
110-86-1

pyridine

C6H12Br2O2Pt

C6H12Br2O2Pt

A

methyl bromide
74-83-9

methyl bromide

B

cis-Br(py)Pt(COMe)[C(OMe)(Me)]
1395411-05-8

cis-Br(py)Pt(COMe)[C(OMe)(Me)]

Conditions
ConditionsYield
In tetrahydrofuran-d8 at 55℃; for 2h;A n/a
B 98%
Cp(CO)2Re(CH3)2

Cp(CO)2Re(CH3)2

Bromotrichloromethane
75-62-7

Bromotrichloromethane

A

methyl bromide
74-83-9

methyl bromide

B

tricarbonylcyclopentadienylrhenium

tricarbonylcyclopentadienylrhenium

C

C5H5(CO)2Re(CH3)Br

C5H5(CO)2Re(CH3)Br

D

C5H5Re(CO)2(CH3)Cl

C5H5Re(CO)2(CH3)Cl

E

hexachloroethane
67-72-1

hexachloroethane

Conditions
ConditionsYield
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
66-27-3

Methyl methanesulfonate

trimethylsilyl bromide
2857-97-8

trimethylsilyl bromide

A

methyl bromide
74-83-9

methyl bromide

B

trimethylsilyl methanesulfonate
10090-05-8

trimethylsilyl methanesulfonate

Conditions
ConditionsYield
for 6h; Heating;A 95%
B 96.5%
dimethyltribromostibine
149442-29-5

dimethyltribromostibine

A

methyl bromide
74-83-9

methyl bromide

B

dibromo(methyl)stibine
54553-06-9

dibromo(methyl)stibine

Conditions
ConditionsYield
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
66-27-3

Methyl methanesulfonate

Acetyl bromide
506-96-7

Acetyl bromide

A

methyl bromide
74-83-9

methyl bromide

B

Acetyl methanesulfonate
5539-53-7

Acetyl methanesulfonate

Conditions
ConditionsYield
at 100 - 110℃; for 1h;A 95%
B 55%
trimethyl phosphite
512-56-1

trimethyl phosphite

methyl bromide
74-83-9

methyl bromide

Conditions
ConditionsYield
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
2857-97-8

trimethylsilyl bromide

methoxybenzene
100-66-3

methoxybenzene

A

methyl bromide
74-83-9

methyl bromide

B

phenyltrimethylsilyl ether
1529-17-5

phenyltrimethylsilyl ether

Conditions
ConditionsYield
In further solvent(s)A 87%
B 61%
In further solvent(s)A 87%
B 61%
CpRe(CO)2(CH3)2

CpRe(CO)2(CH3)2

Bromotrichloromethane
75-62-7

Bromotrichloromethane

A

methyl bromide
74-83-9

methyl bromide

dia-cyclopentadienyldibromodicarbonyl Re(III)

dia-cyclopentadienyldibromodicarbonyl Re(III)

CpRe(CO)2(CH3)Br

CpRe(CO)2(CH3)Br

Conditions
ConditionsYield
With CO In dichloromethane-d2 Irradiation (UV/VIS); 355-385 nm light;A 87%
B n/a
C 85%
methanol
67-56-1

methanol

methyl bromide
74-83-9

methyl bromide

Conditions
ConditionsYield
With bromine for 1h;84%
With bromine; pyrographite at 180 - 400℃;
With zinc bromide-kieselguhr; bromine at 180 - 400℃;
2-nitrobenzenesulfenyl bromide
22024-99-3

2-nitrobenzenesulfenyl bromide

A

bis(2-nitrophenyl)disulfide
1155-00-6

bis(2-nitrophenyl)disulfide

B

methyl bromide
74-83-9

methyl bromide

C

methyl 2-nitrophenyl sulfide
3058-47-7

methyl 2-nitrophenyl sulfide

Conditions
ConditionsYield
With tetramethylstannane; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃; for 4h;A 83%
B n/a
C n/a
methanol
67-56-1

methanol

P-(bromomethyl)-N,N,N',N'-tetraisopropylphosphonous diamide
124862-13-1

P-(bromomethyl)-N,N,N',N'-tetraisopropylphosphonous diamide

A

methyl bromide
74-83-9

methyl bromide

B

N,N,N',N'-Tetraisopropyl-P-methylphosphonic diamide
97135-53-0

N,N,N',N'-Tetraisopropyl-P-methylphosphonic diamide

Conditions
ConditionsYield
multistep reaction; further (α-bromoalkyl)phosphonous diamides;A n/a
B 80%
m-xylene
108-38-3

m-xylene

A

methyl bromide
74-83-9

methyl bromide

B

isophthalic acid
121-91-5

isophthalic acid

C

m-Toluic acid
99-04-7

m-Toluic acid

Conditions
ConditionsYield
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
63833-13-6

tris(N-carbomethoxylaminomethyl)phosphine oxide

A

methyl bromide
74-83-9

methyl bromide

B

tris(aminomethyl)phosphine oxide trihydrobromide

tris(aminomethyl)phosphine oxide trihydrobromide

Conditions
ConditionsYield
With hydrogen bromide for 7h; Heating;A n/a
B 73%
Diethyl-carbamic acid 2-bromo-ethyl ester
72978-28-0

Diethyl-carbamic acid 2-bromo-ethyl ester

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

methyl bromide
74-83-9

methyl bromide

B

2-(dimethoxyphosphinyl)ethyl diethylcarbamate

2-(dimethoxyphosphinyl)ethyl diethylcarbamate

Conditions
ConditionsYield
A n/a
B 73%
methane
34557-54-5

methane

A

methyl bromide
74-83-9

methyl bromide

B

1,2-dibromomethane
74-95-3

1,2-dibromomethane

Conditions
ConditionsYield
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
1634-04-4

tert-butyl methyl ether

carbon monoxide
201230-82-2

carbon monoxide

benzyl bromide
100-39-0

benzyl bromide

A

methyl bromide
74-83-9

methyl bromide

B

t-butyl bromide
507-19-7

t-butyl bromide

C

benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

Conditions
ConditionsYield
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
82524-20-7

2-bromoethyl N,N-dimethylcarbamate

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

methyl bromide
74-83-9

methyl bromide

B

2-(dimethoxyphosphinyl)ethyl dimethylcarbamate

2-(dimethoxyphosphinyl)ethyl dimethylcarbamate

Conditions
ConditionsYield
at 150℃; for 5h;A n/a
B 66%
{(η5-C5Me5)Os(CO)2Me}
102149-67-7

{(η5-C5Me5)Os(CO)2Me}

bromine
7726-95-6

bromine

A

methyl bromide
74-83-9

methyl bromide

B

{(η5-C5Me5)Os(CO)2Br}
81554-89-4

{(η5-C5Me5)Os(CO)2Br}

Conditions
ConditionsYield
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
3279-26-3

methyl dichlorophosphite

tribromomethyl isocyanate
81428-21-9

tribromomethyl isocyanate

A

methyl bromide
74-83-9

methyl bromide

B

dichlorophosphoryldibromomethyl isocyanate
123368-14-9

dichlorophosphoryldibromomethyl isocyanate

Conditions
ConditionsYield
iron(III) chloride at 115℃;A 65%
B 58%
cyclohexene
110-83-8

cyclohexene

1,2-dibromomethane
74-95-3

1,2-dibromomethane

A

methyl bromide
74-83-9

methyl bromide

B

ethene
74-85-1

ethene

C

bicyclo[4.1.0]heptane
286-08-8

bicyclo[4.1.0]heptane

Conditions
ConditionsYield
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}
107087-79-6

{(η5-C5Me5)Os(CO)(PMe2Ph)Me}

bromine
7726-95-6

bromine

A

methyl bromide
74-83-9

methyl bromide

B

{(η5-C5Me5)Os(CO)(PMe2Ph)Br}
107087-80-9

{(η5-C5Me5)Os(CO)(PMe2Ph)Br}

Conditions
ConditionsYield
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%
1,2:5,6-di-O-isopropylidene-3-O-Me3SnCH2-α-D-glucofuranose

1,2:5,6-di-O-isopropylidene-3-O-Me3SnCH2-α-D-glucofuranose

bromine
7726-95-6

bromine

A

methyl bromide
74-83-9

methyl bromide

B

(CH3)2((CH3)2COCH2OCHC4H4OO2C(CH3)2)OCH2SnBr

(CH3)2((CH3)2COCH2OCHC4H4OO2C(CH3)2)OCH2SnBr

C

trimethyltin bromide
1066-44-0

trimethyltin bromide

D

acetone
67-64-1

acetone

Conditions
ConditionsYield
In chloroform-d1 -10 °C, 15 min; not isolated, detected by NMR;A 55%
B 55%
C 45%
D 15%
tris(N-carbomethoxylaminomethyl)phosphine
63833-12-5

tris(N-carbomethoxylaminomethyl)phosphine

A

methyl bromide
74-83-9

methyl bromide

B

bis(hydroxymethyl)methylphosphine oxide
17919-49-2

bis(hydroxymethyl)methylphosphine oxide

C

(bromomethyl)(hydroxymethyl)methylphosphine oxide
69741-88-4

(bromomethyl)(hydroxymethyl)methylphosphine oxide

Conditions
ConditionsYield
With hydrogen bromide at 105 - 110℃; for 3h;A n/a
B 33.8%
C 46.3%
2-methoxypyridine
1628-89-3

2-methoxypyridine

ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

A

methyl bromide
74-83-9

methyl bromide

B

ethyl 5-(2-oxopyridin-1(2H)-yl)pentanoate
82360-24-5

ethyl 5-(2-oxopyridin-1(2H)-yl)pentanoate

Conditions
ConditionsYield
at 180℃; adding 4h, then 1h;A n/a
B 44%
5-nitrobarbituric acid
611-08-5

5-nitrobarbituric acid

methyl bromide
74-83-9

methyl bromide

1,3-dimethyl-5-nitrouracil
41613-26-7

1,3-dimethyl-5-nitrouracil

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 20℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

1,1"-trimethylenebis<4-(4-pyridyl)pyridinium> dibromide
75609-13-1

1,1"-trimethylenebis<4-(4-pyridyl)pyridinium> dibromide

1',1''-trimethylene-bis(1-methyl-4,4'-bipyridinium) bromide
75609-14-2

1',1''-trimethylene-bis(1-methyl-4,4'-bipyridinium) bromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 24h;100%
In N,N-dimethyl-formamide at 90℃; Yield given;
methyl bromide
74-83-9

methyl bromide

1,1’-(1,4-butanediyl)bis[4,4'-bipyridinium]bis[bromide]
81453-81-8

1,1’-(1,4-butanediyl)bis[4,4'-bipyridinium]bis[bromide]

C26H30N4(4+)*4Br(1-)

C26H30N4(4+)*4Br(1-)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

1,1''-(1,2-ethanediyl)-bis-4,4'-bipyridinium dibromide

1,1''-(1,2-ethanediyl)-bis-4,4'-bipyridinium dibromide

C24H26N4(4+)*4Br(1-)

C24H26N4(4+)*4Br(1-)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

C25H26N4(2+)*2Br(1-)

C25H26N4(2+)*2Br(1-)

C27H32N4(4+)*4Br(1-)

C27H32N4(4+)*4Br(1-)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

3-amino-9H-xanthen-9-one
27231-26-1

3-amino-9H-xanthen-9-one

3-(Dimethylamino)-9H-xanthen-9-on
126486-46-2

3-(Dimethylamino)-9H-xanthen-9-on

Conditions
ConditionsYield
With potassium hydroxide; sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In toluene at 50℃; for 65h;100%
methyl bromide
74-83-9

methyl bromide

phenobarbital
50-06-6

phenobarbital

1,3-dimethylphenobarbital
730-66-5

1,3-dimethylphenobarbital

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 3h;100%
methyl bromide
74-83-9

methyl bromide

uracil
66-22-8

uracil

1,3-dimethyluracil
874-14-6

1,3-dimethyluracil

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane at 40℃; for 3h;100%
methyl bromide
74-83-9

methyl bromide

xanthin
69-89-6

xanthin

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
58-08-2

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

Conditions
ConditionsYield
With solution aqueuse d'hydroxide de sodium; tetrabutylammomium bromide In dichloromethane 1)room temp. 12h 2)reflux 3h;100%
carbon disulfide
75-15-0

carbon disulfide

methyl bromide
74-83-9

methyl bromide

4'-Chloroacetoacetanilide
101-92-8

4'-Chloroacetoacetanilide

2-(bis(methylthio)methylene)-N-(4-chlorophenyl)-3-oxobutanamide
146140-56-9

2-(bis(methylthio)methylene)-N-(4-chlorophenyl)-3-oxobutanamide

Conditions
ConditionsYield
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%
methyl bromide
74-83-9

methyl bromide

2-phenylthioacetamide
645-54-5

2-phenylthioacetamide

S-methyl phenylthioacetimidate hydrobromide

S-methyl phenylthioacetimidate hydrobromide

Conditions
ConditionsYield
In acetone100%
4-dimethylamino-N,N-dimethyl-nicotinamide

4-dimethylamino-N,N-dimethyl-nicotinamide

methyl bromide
74-83-9

methyl bromide

4-(dimethylamino)-3-(dimethylcarbamoyl)-1-methylpyridinium bromide

4-(dimethylamino)-3-(dimethylcarbamoyl)-1-methylpyridinium bromide

Conditions
ConditionsYield
In acetonitrile at 20℃; for 2h;100%
(4-dimethylamino-pyridin-3-yl)-(2-thioxo-thiazolidin-3-yl)-methanone
909295-68-7

(4-dimethylamino-pyridin-3-yl)-(2-thioxo-thiazolidin-3-yl)-methanone

methyl bromide
74-83-9

methyl bromide

4-dimethylamino-1-methyl-3-(2-thioxo-thiazolidine-3-carbonyl)-pyridinium; bromide

4-dimethylamino-1-methyl-3-(2-thioxo-thiazolidine-3-carbonyl)-pyridinium; bromide

Conditions
ConditionsYield
In acetonitrile at 20℃; for 2h;100%
(S)-(4-tert-butyl-2-thioxothiazolidin-3-yl)[4-(dimethylamino)pyridin-3-yl]methanone
850796-07-5

(S)-(4-tert-butyl-2-thioxothiazolidin-3-yl)[4-(dimethylamino)pyridin-3-yl]methanone

methyl bromide
74-83-9

methyl bromide

(S)-3-[(4-tert-butyl-2-thioxothiazolidin-3-yl)carbonyl]-4-(dimethylamino)-1-methylpyridinium bromide

(S)-3-[(4-tert-butyl-2-thioxothiazolidin-3-yl)carbonyl]-4-(dimethylamino)-1-methylpyridinium bromide

Conditions
ConditionsYield
In acetonitrile at 20℃; for 2h;100%
methyl bromide
74-83-9

methyl bromide

(2,2-dimethyl-oxazolidin-3-yl)pyridin-3-yl-methanone

(2,2-dimethyl-oxazolidin-3-yl)pyridin-3-yl-methanone

3-(2,2-dimethyl-oxazolidine-3-carbonyl)-1-methyl-pyridinium bromide

3-(2,2-dimethyl-oxazolidine-3-carbonyl)-1-methyl-pyridinium bromide

Conditions
ConditionsYield
In acetonitrile at 50℃; for 12h;100%
methyl bromide
74-83-9

methyl bromide

(S)-(4-benzyl-2,2-dimethyl-oxazolidin-3-yl)pyridin-3-yl-methanone
447462-02-4

(S)-(4-benzyl-2,2-dimethyl-oxazolidin-3-yl)pyridin-3-yl-methanone

(S)-3-(4-benzyl-2,2-dimethyl-oxazolidine-3-carbonyl)-1-methyl-pyridinium bromide

(S)-3-(4-benzyl-2,2-dimethyl-oxazolidine-3-carbonyl)-1-methyl-pyridinium bromide

Conditions
ConditionsYield
In acetonitrile at 50℃; for 12h;100%
1,4-bis(2-(4-((dimethylamino)butoxyphenyl))-(E)-1-ethenyl)benzene
855342-04-0

1,4-bis(2-(4-((dimethylamino)butoxyphenyl))-(E)-1-ethenyl)benzene

methyl bromide
74-83-9

methyl bromide

1,4-bis(2-(4-((trimethylammonium)butoxyphenyl))-(E)-1-ethenyl)benzene dibromide

1,4-bis(2-(4-((trimethylammonium)butoxyphenyl))-(E)-1-ethenyl)benzene dibromide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
In tetrahydrofuran; tert-butyl methyl ether at 20℃;100%
methyl bromide
74-83-9

methyl bromide

C47H39F6N9O4
956486-48-9

C47H39F6N9O4

Br(1-)*C48H42F6N9O4(1+)

Br(1-)*C48H42F6N9O4(1+)

Conditions
ConditionsYield
In acetonitrile at 80℃; for 24h;100%
In acetonitrile at 80℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

N,N,N',N'-tetramethyl-2,3-dibromo-2-butene-1,4-diamine

N,N,N',N'-tetramethyl-2,3-dibromo-2-butene-1,4-diamine

C10H22Br2N2(2+)*2Br(1-)

C10H22Br2N2(2+)*2Br(1-)

Conditions
ConditionsYield
for 48h;100%
methyl bromide
74-83-9

methyl bromide

N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-N-methyl-3-(4-piperidinylmethyl)benzamide

N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-N-methyl-3-(4-piperidinylmethyl)benzamide

Conditions
ConditionsYield
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
74-83-9

methyl bromide

N-[(3'-{[(3S)-3,4-dimethyl-1-piperazinyl]methyl}-6-fluoro-3-biphenylyl)methyl]-3-[(1-methyl-4-piperidinyl)methyl]benzamide

N-[(3'-{[(3S)-3,4-dimethyl-1-piperazinyl]methyl}-6-fluoro-3-biphenylyl)methyl]-3-[(1-methyl-4-piperidinyl)methyl]benzamide

(2S)-4-[(5'-{[({3-[(1,1-dimethyl-4-piperidiniumyl)methyl]phenyl}carbonyl)amino]methyl}-2'-fluoro-3-biphenylyl)methyl]-1,1.2-trimethylpiperazin-1-ium dibromide

(2S)-4-[(5'-{[({3-[(1,1-dimethyl-4-piperidiniumyl)methyl]phenyl}carbonyl)amino]methyl}-2'-fluoro-3-biphenylyl)methyl]-1,1.2-trimethylpiperazin-1-ium dibromide

Conditions
ConditionsYield
In 2,2'-oxybis(2-methyl-propane); acetone at 20℃; for 16h;100%
methyl bromide
74-83-9

methyl bromide

tetramethylstannane
594-27-4

tetramethylstannane

Conditions
ConditionsYield
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
74-83-9

methyl bromide

(R)-cyclohexyl-(5-dimethylaminomethyl-oxazol-2-yl)-phenyl-methanol

(R)-cyclohexyl-(5-dimethylaminomethyl-oxazol-2-yl)-phenyl-methanol

[2-((S)-cyclohexyl-hydroxy-phenyl-methyl)-oxazol-5-ylmethyl]-trimethyl-ammonium bromide
1049636-90-9

[2-((S)-cyclohexyl-hydroxy-phenyl-methyl)-oxazol-5-ylmethyl]-trimethyl-ammonium bromide

Conditions
ConditionsYield
In tetrahydrofuran; chloroform at 50℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

C54H51F6N9O6
1150267-69-8

C54H51F6N9O6

Br(1-)*C55H54F6N9O6(1+)
1150267-71-2

Br(1-)*C55H54F6N9O6(1+)

Conditions
ConditionsYield
With sodium hydrogencarbonate In acetonitrile at 20℃; for 24h;100%
With sodium hydrogencarbonate In acetonitrile at 20℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

C56H44F6N10O7

C56H44F6N10O7

Br(1-)*C57H47F6N10O7(1+)
1151655-50-3

Br(1-)*C57H47F6N10O7(1+)

Conditions
ConditionsYield
at 50℃; for 168h;100%
methyl bromide
74-83-9

methyl bromide

C58H56F6N10O7
1151655-29-6

C58H56F6N10O7

Br(1-)*C59H59F6N10O7(1+)
1152178-87-4

Br(1-)*C59H59F6N10O7(1+)

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetonitrile at 20℃; for 24h;100%
methyl bromide
74-83-9

methyl bromide

3-[(tert-butyldimethylsilyl)oxy]-17-(cyclopropylmethyl)-4,5a-epoxy-14-hydroxyl-6-(1,3-dioxolan-2-yl)morphinan

3-[(tert-butyldimethylsilyl)oxy]-17-(cyclopropylmethyl)-4,5a-epoxy-14-hydroxyl-6-(1,3-dioxolan-2-yl)morphinan

3-[(tert-butyldimethylsilyl)oxy]-17-(cyclopropylmethyl)-4,5a-epoxy-14-hydroxyl-6-(1,3-dioxolan-2-yl)-N-methylmorphinan bromide

3-[(tert-butyldimethylsilyl)oxy]-17-(cyclopropylmethyl)-4,5a-epoxy-14-hydroxyl-6-(1,3-dioxolan-2-yl)-N-methylmorphinan bromide

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 55 - 60℃; Cooling with ice;100%
methyl bromide
74-83-9

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
1333000-79-5

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
1333000-80-8

{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
ConditionsYield
In acetonitrile at 20℃;100%
In acetonitrile at 20℃;100%
methyl bromide
74-83-9

methyl bromide

[(iPrPNP)Rh(COE)][BF4]

[(iPrPNP)Rh(COE)][BF4]

[(iPrPNP)Rh(CH3)Br][BF4]

[(iPrPNP)Rh(CH3)Br][BF4]

Conditions
ConditionsYield
In acetone for 12h; Inert atmosphere; Schlenk technique; Glovebox;100%
methyl bromide
74-83-9

methyl bromide

[(2,6-bis-(di-tert-butylphosphinomethyl)pyridine)Rh(acetone)][BF4]

[(2,6-bis-(di-tert-butylphosphinomethyl)pyridine)Rh(acetone)][BF4]

[(2,6-bis-(di-tert-butylphosphinomethyl)pyridine)Rh(CH3)Br][BF4]

[(2,6-bis-(di-tert-butylphosphinomethyl)pyridine)Rh(CH3)Br][BF4]

Conditions
ConditionsYield
for 12h; Inert atmosphere; Schlenk technique; Glovebox;100%
for 12h; Inert atmosphere; Schlenk technique; Glovebox;100%

Methyl bromide Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 245.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 41 ,1986,p. 187.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 41 ,1986,p. 187.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. Community Right-To-Know List. EPA Extremely Hazardous Substances List.

Methyl bromide Standards and Recommendations

OSHA PEL: TWA 5 ppm (skin)
ACGIH TLV: TWA 1 ppm (skin); Not Classifiable as a Human Carcinogen
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
NIOSH REL: (Monohalomethanes) Reduce to lowest level

Methyl bromide Analytical Methods

For occupational chemical analysis use NIOSH: Methyl Bromide, 2520.

Methyl bromide Specification

The Methyl bromide is an organic compound with the formula CH3Br. The IUPAC name of this chemical is bromomethane. With the CAS registry number 74-83-9, it is also named as DL-Methylbromide. The product's category is Organics. Besides, it is colourless gas with a chloroform-like odour.

The Methyl bromide is a recognized ozone-depleting chemical. It is used extensively as a pesticide. It is widely applied as a soil sterilant, mainly for production of seed but also for some crops such as strawberries and almonds. The Methyl bromide is also a precursor in the manufacture of other chemicals as a methylating agent, and has been used as a solvent to extract oil from seeds and wool.

Physical properties about Methyl bromide are: (1)ACD/LogP: 1.15; (2)ACD/LogD (pH 5.5): 1.15; (3)ACD/LogD (pH 7.4): 1.15; (4)ACD/BCF (pH 5.5): 4.39; (5)ACD/BCF (pH 7.4): 4.39; (6)ACD/KOC (pH 5.5): 100.36; (7)ACD/KOC (pH 7.4): 100.36; (8)Index of Refraction: 1.409; (9)Molar Refractivity: 14.41 cm3; (10)Molar Volume: 58.2 cm3; (11)Polarizability: 5.71×10-24cm3; (12)Surface Tension: 20.6 dyne/cm; (13)Density: 1.63 g/cm3; (14)Enthalpy of Vaporization: 23.91 kJ/mol; (15)Boiling Point: 3.8 °C at 760 mmHg; (16)Vapour Pressure: 1590 mmHg at 25°C.

Preparation: this chemical can be prepared by methanol. This reaction will need reagent naphthalene and bromine.



Uses of Methyl bromide: it can be used to produce 1,4-dimethyl-pyridinium; bromide by heating. It will need reagent ethanol with reaction time of 10 hours.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable and harmful by inhalation and if swallowed. It is toxic by inhalation and if swallowed and danger of serious damage to health by prolonged exposure through inhalation. Please keep container tightly closed, keep away from heat and keep away from sources of ignition - No smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. It may form explosive peroxides. It very toxic to aquatic organisms and vapours may cause drowsiness and dizziness. It is possible risk of irreversible effects. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Please avoid release to the environment. Refer to special instructions/safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: BrC
(2)InChI: InChI=1/CH3Br/c1-2/h1H3
(3)InChIKey: GZUXJHMPEANEGY-UHFFFAOYAV
(4)Std. InChI: InChI=1S/CH3Br/c1-2/h1H3
(5)Std. InChIKey: GZUXJHMPEANEGY-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LCLo inhalation 1gm/m3/2H (1000mg/m3) BLOOD: CHANGE IN CLOTTING FACTORS Nippon Hoigaku Zasshi. Japanese Journal of Legal Medicine. Vol. 23, Pg. 241, 1969.
dog LDLo oral 500mg/kg (500mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

GASTROINTESTINAL: NAUSEA OR VOMITING
National Technical Information Service. Vol. OTS0528834,
guinea pig LCLo inhalation 300ppm/9H (300ppm) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
U.S. Public Health Service, Public Health Bulletin. Vol. 185, Pg. 1, 1929.
human TCLo inhalation 35ppm (35ppm) BEHAVIORAL: ANOREXIA (HUMAN

SKIN AND APPENDAGES (SKIN): CORROSIVE: AFTER TOPICAL EXPOSURE

GASTROINTESTINAL: NAUSEA OR VOMITING
Industrial Medicine. Vol. 11, Pg. 575, 1942.
human TDLo skin 35gm/m3/40M-I (35000mg/m3) SKIN AND APPENDAGES (SKIN): "DERMATITIS, IRRITATIVE: AFTER SYSTEMIC EXPOSURE" Archives of Dermatology. Vol. 124, Pg. 917, 1988.
man LCLo inhalation 60000ppm/2H (60000ppm) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: NAUSEA OR VOMITING
British Journal of Industrial Medicine. Vol. 2, Pg. 24, 1945.
mouse LC50 inhalation 1540mg/m3/2H (1540mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 81, 1982.
rabbit LC50 inhalation 28900mg/m3/30 (28900mg/m3)   Farmakologiya i Toksikologiya Vol. 8, Pg. 140, 1973.
rat LC50 inhalation 302ppm/8H (302ppm) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Toxicology and Applied Pharmacology. Vol. 81, Pg. 183, 1985.
rat LD50 oral 214mg/kg (214mg/kg)   Toxicology and Applied Pharmacology. Vol. 72, Pg. 262, 1984.
rat LD50 subcutaneous 135mg/kg (135mg/kg)   Industrial Health. Vol. 26, Pg. 101, 1988.

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