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% |
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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