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Methyl bromide
Cas No: 74-83-9
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74-83-9 Methyl bromide
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Bromomethane
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98%,100% Methyl bromide
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74-83-9 Usage

Uses

Please view www.aldrich.com/epaods regarding the EPA′s request for application information of Ozone Depleting Substances

Methyl bromide fumigation

Methyl bromide is used as a fumigant and pesticide. Exposure may occur during fumigation activities.
Methyl bromide is a broad-spectrum fumigant that has been used around the world since the 1930s as a pre-plant soil fumigant to control insects, pathogens, and weeds, and to control insects in buildings and in commodities. It is also used for quarantine and pre-shipment applications.
Methyl bromide is one of the very few chemicals that were approved for broad-spectrum use in agriculture and pest control. The dominant use of methyl bromide worldwide is for pre-planting soil fumigation.
Methyl bromide is the most effective soil fumigant for killing plant pests, its use is being phased out because its emissions from soil can lead to stratospheric ozone depletion. 1992, Parties to the Montreal Protocol on Substances that Deplete the Ozone Layer recognized that methyl bromide has an ozone-depleting potential (ODP); thus it is identified as an ozone-depleting substance.

uses

The primary use of methyl bromide is as a fumigant in soil to control fungi, nematodes, and weeds; in space fumigation of food commodities (e.g., grains); and in storage facilities (such as mills, warehouses, vaults, ships, and freight cars) to control insects and rodents.
About 70% of methyl bromide produced in the United States goes into pesticidal formulations. Nonpesticidal uses include degreasing wool and extracting oils from nuts, seeds and flowers. Methyl bromide is also a methylating agent in the chemical industry. In the past, it was used as a refrigerant and as a fire-extinguishing agent in aircraft. The chemical name for this fumigant is bromomethane.
Methyl bromide is a Restricted Use Pesticide (RUP) because of its high acute toxicity to applicators. Restricted Use Pesticides may be purchased and used only by certified applicators.
The bimolecular nucleophilic substitution (S(N)2) reaction of methyl bromide and OH-in aqueous solution has been investigated using a multilayered-representation quantum mechanical and molecular mechanics methodology.

Precautions

(1) Under the law, methyl bromide may only be applied by licensed applicators or those under their direct supervision. Licensed applicators must meet strict criteria governing safe handling, storage and use of the compound, which helps to reduce exposure potential.
(2) Workers involved in methyl bromide application or the removal of containment after fumigation are likely to have the highest risk of exposure, followed by those workers who first re-enter the area after fumigation. To reduce this risk, regulations restrict re-entry to application sites and require personal protective clothing and equipment for people who handle the product.
(3) Because methyl bromide is absorbed by the soil and readily dissipates in the atmosphere, bystanders such as farm workers in adjacent fields and those who live or work nearby are likely less at risk. Even so, depending on soil and weather conditions and proximity to the application site, bystanders may come into contact with residues as the compound disperses.
(4) References: www.toxipedia.org

Definition

ChEBI: A one-carbon compound in which the carbon is attached by single bonds to three bromine atoms and one hydrogen atom. It is produced naturally by marine algae.

Chemical Properties

Methyl bromide (bromomethane) is an odourless, sweetish, colourless gas, incompatible with oxidising agents and strong acids.

Uses

In ionization chambers. For degreasing wool. Extracting oils from nuts, seeds, flowers. Soil or space fumigant for insects, fungi, rodents. Methylating agent. Has been used as fire extinguishing agent.

Air & Water Reactions

Nonflammable over a wide range of concentrations in air. Slightly soluble in water (about 1.75 g/100 mL of solution at 20° C). Reacts slowly with water to give methyl alcohol and hydrobromic acid. [K-O Vol. 4].

Fire Hazard

When heated to decomposition, Methyl bromide emits toxic fumes of bromides. Hazardous polymerization may not occur.

Reactivity Profile

Methyl bromide is incompatible with metals, dimethyl sulfoxide, ethylene oxide. [Lewis]. Can give flammable products if mixed with potassium hydroxide, sodium hydroxide and other strong bases. Methyl bromide in a steel tank reacted with an aluminum tube (part of the level gauge) producing methyl aluminum bromide. When the latter was subsequently exposed to air, enough heat was produced to ignite the Methyl bromide -compressed air mixture above the liquid layer. The ensuing explosion shattered the tank (also incompatible with zinc, magnesium, and alloys)[Chem. Eng. Pro. 58(8). 1962]. A reaction between Methyl bromide and dimethyl sulfoxide resulted in an explosion that shattered the apparatus [NFPA 491M. 1991].

General Description

Colorless highly toxic volatile liquid or a gas. Boiling point 3.56°C (38.41°F). Usually odorless, but has a sweetish chloroform-like odor at high concentrations. Used as an insecticide, a rodenticide, a fumigant, a nematocide, a chemical intermediate and as a fire extinguishing agent.

Trade name

BROM-O-GAS®; BROM-OSOL ®; DAWSON® 100; DOWFUME®; EDCO®; EMBAFUME®; HALON 1001®; ISCOBROME®; KAYAFUME®; MATABROM®; METHO-GAS®; M-B-C FUMIGANT®; R 40B1®; ROTOX®; TERABOL®; TERR-O-GAS®; ZYTOX®

highly toxic

Methyl bromide is highly toxic. Studies in humans indicate that the lung may be severely injured by the acute (short-term) inhalation of methyl bromide. Acute and chronic (long-term) inhalation of methyl bromide can lead to neurological effects in humans. Neurological effects have also been reported in animals. Degenerative and proliferative lesions in the nasal cavity developed in rats chronically exposed to methyl bromide by inhalation. Chronic inhalation exposure of male animals has resulted in effects on the testes at high concentrations. EPA has classified methyl bromide as a Group D, not classifiable as to human carcinogenicity.

Agricultural Uses

Fumigant, Herbicide, Insecticide, Nematicide: The primary use of methyl bromide is as an insect fumigant to control insects, nematodes, weeds and pathogens in more than 100 crops and for soil, grain storage, warehouses, mills, ships, etc. Use of methyl bromide in the U.S. will be phased out under the requirements of the Montreal Protocol, with some exemptions. Methyl bromide is also used as a chemical intermediate and a methylating agent, a refrigerant, a herbicide, a fire-extinguishing agent, a low-boiling solvent in aniline dye manufacture, for degreasing wool, for extracting oils from nuts, seeds, and flowers, and in ionization chambers. It is used as an intermediate in the manufacture of many drugs. A U.S. EPA restricted Use Pesticide (RUP), NO INERT. Still actively registered for use in the U.S. (2013). As of March 18, 2005, the use of methyl bromide in the EU was banned for most purposes, including quarantine and pre-shipment fumigations.Registered for use in the U.S.

Purification Methods

Purify it by bubbling through conc H2SO4, followed by passage through a tube containing glass beads coated with P2O5. Also purify it by distillation from AlBr3 at -80o, by passage through a tower of KOH pellets and by partial condensation. [Beilstein 1 IV 68.]

Health Hazard

Methyl bromide is a dangerous cumulative poison with delayed symptoms of central nervous system intoxication that may appear as long as several months after exposure. High concentrations can produce fatal pulmonary edema. Chronic exposure can cause central nervous system depression and kidney injury. It may cause severe and permanent brain damage. Severe neurological signs may appear when there is a sudden exposure to high concentrations following continuous slight exposure. Methyl bromide has practically no odor or irritating effects and therefore no warning, even at hazardous concentrations.
InChI:InChI=1/CH3Br/c1-2/h1H3

74-83-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (32815)  Bromomethanesolution  200 μg/mL in methanol, analytical standard 74-83-9 32815-1ML 834.21CNY Detail
Supelco (48624)  Bromomethanesolution  certified reference material, 200 μg/mL in methanol 74-83-9 000000000000048624 270.27CNY Detail

74-83-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name bromomethane

1.2 Other means of identification

Product number -
Other names Pestmaster

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Volatile organic compounds
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:74-83-9 SDS

74-83-9Synthetic 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''-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%

74-83-9Downstream Products

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