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Basic Information
CAS No.: 74-83-9
Name: Methyl bromide
Molecular Structure:
Molecular Structure of 74-83-9 (Methyl bromide)
Formula: CH3Br
Molecular Weight: 94.9388
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;
EINECS: 200-813-2
Density: 1.63 g/cm3
Melting Point: -94 °C(lit.)
Boiling Point: 3.8 °C at 760 mmHg
Flash Point: -34°C
Solubility: 1.522 g/100 mL in water
Appearance: colourless gas with a chloroform-like odour
Hazard Symbols: ToxicT, DangerousN, HarmfulXn, FlammableF,HighlyF+
Risk Codes: 23/25-36/37/38-48/20-50-59-68-38-20/22-11-67-66-19-12
Safety: 15-27-36/39-38-45-59-61-36/37-26-24-16-7
Transport Information: UN 1062
PSA: 0.00000
LogP: 1.01110
Synthetic route
71-91-0

tetraethylammonium bromide

333-27-7

methyl trifluoromethanesulfonate

A

74-83-9

methyl bromide

B

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)

A

74-83-9

methyl bromide

B

34557-54-5

methane

C

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)

A

74-83-9

methyl bromide

B

34557-54-5

methane

C

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
110-86-1

pyridine

C6H12Br2O2Pt

A

74-83-9

methyl bromide

B

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

75-62-7

Bromotrichloromethane

A

74-83-9

methyl bromide

B

tricarbonylcyclopentadienylrhenium

C

C5H5(CO)2Re(CH3)Br

D

C5H5Re(CO)2(CH3)Cl

E

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
66-27-3

Methyl methanesulfonate

2857-97-8

trimethylsilyl bromide

A

74-83-9

methyl bromide

B

10090-05-8

trimethylsilyl methanesulfonate

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

dimethyltribromostibine

A

74-83-9

methyl bromide

B

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;
66-27-3

Methyl methanesulfonate

506-96-7

Acetyl bromide

A

74-83-9

methyl bromide

B

5539-53-7

Acetyl methanesulfonate

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

trimethyl phosphite

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%
2857-97-8

trimethylsilyl bromide

100-66-3

methoxybenzene

A

74-83-9

methyl bromide

B

1529-17-5

phenyltrimethylsilyl ether

Conditions
ConditionsYield
In further solvent(s)A 87%
B 61%
In further solvent(s)A 87%
B 61%
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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.

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

Analytical Methods

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

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.