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75-62-7

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75-62-7 Usage

General Description

Bromotrichloromethane, also known as Halon 1011, is a type of haloalkane chemical compound. This colorless, non-flammable liquid has a sweet, pleasant odor and is denser than water. It is typically used as a fire extinguishing agent, owing to its characteristics of not conducting electricity and leaving no residue. However, its usage in fire suppression systems has been restricted due to its impact on ozone layer depletion. It is also important to note that bromotrichloromethane can cause harm to the body if improperly handled, potentially leading to harmful effects on the liver and skin. Therefore, appropriate precaution is necessary when dealing with this substance.

Check Digit Verification of cas no

The CAS Registry Mumber 75-62-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 5 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 75-62:
(4*7)+(3*5)+(2*6)+(1*2)=57
57 % 10 = 7
So 75-62-7 is a valid CAS Registry Number.
InChI:InChI=1/CBrCl3/c2-1(3,4)5

75-62-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • TCI America

  • (B0662)  Bromotrichloromethane  >98.0%(GC)

  • 75-62-7

  • 25g

  • 175.00CNY

  • Detail
  • TCI America

  • (B0662)  Bromotrichloromethane  >98.0%(GC)

  • 75-62-7

  • 500g

  • 1,100.00CNY

  • Detail
  • Alfa Aesar

  • (A10824)  Bromotrichloromethane, 97%   

  • 75-62-7

  • 100g

  • 226.0CNY

  • Detail
  • Alfa Aesar

  • (A10824)  Bromotrichloromethane, 97%   

  • 75-62-7

  • 500g

  • 682.0CNY

  • Detail
  • Alfa Aesar

  • (A10824)  Bromotrichloromethane, 97%   

  • 75-62-7

  • 2500g

  • 1991.0CNY

  • Detail
  • Aldrich

  • (B82251)  Bromotrichloromethane  99%

  • 75-62-7

  • B82251-100G

  • 1,104.48CNY

  • Detail
  • Aldrich

  • (B82251)  Bromotrichloromethane  99%

  • 75-62-7

  • B82251-500G

  • 1,587.69CNY

  • Detail

75-62-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Bromotrichloromethane

1.2 Other means of identification

Product number -
Other names Methane, bromotrichloro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:75-62-7 SDS

75-62-7Synthetic route

chloroform
67-66-3

chloroform

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
With bromine at 59℃; Temperature; Wavelength; Reagent/catalyst; Irradiation; Inert atmosphere;99%
With bromine im Licht;
With bromine at 225 - 275℃; im Rohr;
tetrachloromethane
56-23-5

tetrachloromethane

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

dibromodichloromethane
594-18-3

dibromodichloromethane

C

chlorotribromomethane
594-15-0

chlorotribromomethane

Conditions
ConditionsYield
With aluminum tri-bromide for 8h; Heating;A n/a
B n/a
C 12%
tetrachloromethane
56-23-5

tetrachloromethane

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
With aluminum tri-bromide
With aluminum tri-bromide
With aluminium trichloride; hydrogen bromide
N-Bromosuccinimide
128-08-5

N-Bromosuccinimide

chloroform
67-66-3

chloroform

Bromotrichloromethane
75-62-7

Bromotrichloromethane

chloroform
67-66-3

chloroform

carbon tetrabromide
558-13-4

carbon tetrabromide

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
With dibenzoyl peroxide
In neat (no solvent) formation on heating with CBr4 in presence of dibenzoylperoxide;;
In neat (no solvent) formation on heating with CBr4 in presence of dibenzoylperoxide;;
trichloro-acetyl bromide
34069-94-8

trichloro-acetyl bromide

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

hexachloroethane
67-72-1

hexachloroethane

Conditions
ConditionsYield
at 400℃; in Glasrohr;
tetrachloromethane
56-23-5

tetrachloromethane

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

dibromodichloromethane
594-18-3

dibromodichloromethane

C

chlorotribromomethane
594-15-0

chlorotribromomethane

D

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With Bromoform; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS;
trichloromethyl radical
3170-80-7

trichloromethyl radical

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
With bromine at 26.9℃; Rate constant; Kinetics; Thermodynamic data; other temp.: 358, 399, 456, 532 deg K;
With bromine at 26.85℃; under 990.079 Torr; Kinetics; Further Variations:; Temperatures; Pressures;
chloroform
67-66-3

chloroform

A

tetrachloromethane
56-23-5

tetrachloromethane

B

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
With bromine; chlorine In trichlorofluoromethane at 10℃; for 0.25h; Irradiation; Yield given;
With bromine; chlorine In trichlorofluoromethane at 10℃; for 0.25h; Irradiation; Yield given;
dibromodichloromethane
594-18-3

dibromodichloromethane

A

tetrachloromethane
56-23-5

tetrachloromethane

B

Bromotrichloromethane
75-62-7

Bromotrichloromethane

C

chlorotribromomethane
594-15-0

chlorotribromomethane

D

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With acidic acceptor; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS;
chlorotribromomethane
594-15-0

chlorotribromomethane

A

tetrachloromethane
56-23-5

tetrachloromethane

B

Bromotrichloromethane
75-62-7

Bromotrichloromethane

C

dibromodichloromethane
594-18-3

dibromodichloromethane

D

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With acidic acceptor; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS;
carbon tetrabromide
558-13-4

carbon tetrabromide

A

tetrachloromethane
56-23-5

tetrachloromethane

B

Bromotrichloromethane
75-62-7

Bromotrichloromethane

C

dibromodichloromethane
594-18-3

dibromodichloromethane

D

chlorotribromomethane
594-15-0

chlorotribromomethane

Conditions
ConditionsYield
With chloroform; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; equilibrium; products determined by GC-MS;
tetrachloromethane
56-23-5

tetrachloromethane

carbon tetrabromide
558-13-4

carbon tetrabromide

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

dibromodichloromethane
594-18-3

dibromodichloromethane

C

chlorotribromomethane
594-15-0

chlorotribromomethane

Conditions
ConditionsYield
With sodium hydroxide In various solvent(s) Mechanism; Ambient temperature; effects of additives: p-dinitrobenzene and di-tert-butyl nitroxide;
chloride
16887-00-6

chloride

chloroperoxidase

chloroperoxidase

RNA

RNA

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

dibromodichloromethane
594-18-3

dibromodichloromethane

Conditions
ConditionsYield
With dihydrogen peroxide; potassium carbonate In phosphate buffer haloform reaction; Enzymatic reaction;
tetrachloromethane
56-23-5

tetrachloromethane

aluminium bromide
7727-15-3

aluminium bromide

Bromotrichloromethane
75-62-7

Bromotrichloromethane

tetrachloromethane
56-23-5

tetrachloromethane

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

Cl(-)

Cl(-)

Conditions
ConditionsYield
With bromide Mechanism; other halocarbons, other halide ions;
chloroform
67-66-3

chloroform

bromine
7726-95-6

bromine

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
bei Siedetemperatur im Licht;
In neat (no solvent) byproducts: HBr; equilibrium;; enthalpy of reaction;;
In neat (no solvent) Irradiation (UV/VIS); formation by light;;
CCl3SO2Br

CCl3SO2Br

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
With ethanol at 100℃;
trichloroacetate potassium

trichloroacetate potassium

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
With bromine at 120℃;
chloroform
67-66-3

chloroform

bromine
7726-95-6

bromine

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

dibromodichloromethane
594-18-3

dibromodichloromethane

C

chlorotribromomethane
594-15-0

chlorotribromomethane

Conditions
ConditionsYield
at 225 - 275℃; im Licht;
chloroform
67-66-3

chloroform

bromine
7726-95-6

bromine

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

hexachloroethane
67-72-1

hexachloroethane

Conditions
ConditionsYield
at 250℃; beim Leiten im Licht durch ein Quarzrohr im Stickstoffstrom;
trichloro-acetyl bromide
34069-94-8

trichloro-acetyl bromide

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

hexachloroethane
67-72-1

hexachloroethane

C

CO

CO

Conditions
ConditionsYield
at 400℃;
ethanol
64-17-5

ethanol

trichloro-methanesulfonyl bromide
993-51-1

trichloro-methanesulfonyl bromide

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

sulfur dioxide

sulfur dioxide

Conditions
ConditionsYield
at 100 - 110℃;
bromine
7726-95-6

bromine

trichloro-acetic acid ; potassium-compound
56147-62-7

trichloro-acetic acid ; potassium-compound

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 120℃;
tetrachloromethane
56-23-5

tetrachloromethane

bromine
7726-95-6

bromine

A

1,1,2,2-tetrachloroethylene
127-18-4

1,1,2,2-tetrachloroethylene

B

Bromotrichloromethane
75-62-7

Bromotrichloromethane

C

dibromodichloromethane
594-18-3

dibromodichloromethane

D

hexachloroethane
67-72-1

hexachloroethane

E

bromine chloride
13863-41-7

bromine chloride

Conditions
ConditionsYield
In tetrachloromethane other Radiation; γ-radiation of Br2 soln. in CCl4 (free from air) at 25°C; mechanism discussed;;
tetrachloromethane
56-23-5

tetrachloromethane

bromine
7726-95-6

bromine

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

hexachloroethane
67-72-1

hexachloroethane

C

bromine chloride
13863-41-7

bromine chloride

Conditions
ConditionsYield
In tetrachloromethane other Radiation; γ-radiation of Br2 soln. in CCl4 (free from air); yield depends on temp.;;
tetrachloromethane
56-23-5

tetrachloromethane

bromine
7726-95-6

bromine

A

Bromotrichloromethane
75-62-7

Bromotrichloromethane

B

dibromodichloromethane
594-18-3

dibromodichloromethane

Conditions
ConditionsYield
In tetrachloromethane reaction of activated in CCl4 dissolved Br2, formation of radioactive CCl3Br, CCl2Br2 and higher boiling compounds;; yields depend on Br2 concn., given as diagram;;
In tetrachloromethane reaction of activated in CCl4 dissolved Br2, formation of radioactive CCl3Br, CCl2Br2 and higher boiling compounds;; yields depend on Br2 concn., given as diagram;;
tetrachloromethane
56-23-5

tetrachloromethane

silver(I) bromide

silver(I) bromide

A

trichloromethyl radical
3170-80-7

trichloromethyl radical

B

Bromotrichloromethane
75-62-7

Bromotrichloromethane

C

hexachloroethane
67-72-1

hexachloroethane

Conditions
ConditionsYield
In neat (no solvent) reaction at 600°C on passing CCl4-gas over AgBr; mechanism discussed;; condensation of the reaction mixture to -190°C; determination by IR;;
In neat (no solvent) reaction at 600°C on passing CCl4-gas over AgBr; mechanism discussed;; condensation of the reaction mixture to -190°C; determination by IR;;
bromine
7726-95-6

bromine

potassium 2,2,2-trichloroacetate
16586-14-4

potassium 2,2,2-trichloroacetate

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Conditions
ConditionsYield
In neat (no solvent) formation on heating CCl3CO2K with Br2 to 120°C;;
In neat (no solvent) formation on heating CCl3CO2K with Br2 to 120°C;;
4-benzoyloxycyclohexanone
23510-95-4

4-benzoyloxycyclohexanone

Bromotrichloromethane
75-62-7

Bromotrichloromethane

Benzoic acid 4-dichloromethylene-cyclohexyl ester
119124-12-8

Benzoic acid 4-dichloromethylene-cyclohexyl ester

Conditions
ConditionsYield
With triphenylphosphine In acetonitrile at 20℃; for 1h;100%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

N,N,N',N'-Tetraisopropyl-P-methylphosphonous diamide
110838-39-6

N,N,N',N'-Tetraisopropyl-P-methylphosphonous diamide

A

chloroform
67-66-3

chloroform

B

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

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

Conditions
ConditionsYield
In diethyl ether for 0.25h; Ambient temperature;A 100%
B 45%
In diethyl ether for 0.25h; Ambient temperature; or P-ethyl-N,N,N',N'-tetraisopropylphosphonous diamide;A n/a
B 45%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

P-ethyl-N,N,N',N'-tetraisopropylphosphonous diamide
122691-44-5

P-ethyl-N,N,N',N'-tetraisopropylphosphonous diamide

A

chloroform
67-66-3

chloroform

B

P-(1-bromoethyl)-N,N,N',N'-tetraisopropylphosphonous diamide
124862-16-4

P-(1-bromoethyl)-N,N,N',N'-tetraisopropylphosphonous diamide

Conditions
ConditionsYield
In diethyl ether for 0.25h; Ambient temperature;A 100%
B 45%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

oct-1-ene
111-66-0

oct-1-ene

3-bromo-1,1,1-trichlorononane
1070-26-4

3-bromo-1,1,1-trichlorononane

Conditions
ConditionsYield
With air; triethyl borane In ethanol; water at 25℃; for 2h; Product distribution; Further Variations:; Solvents;99%
With iron In N,N-dimethyl-formamide at 60℃; for 5h;96%
With potassium acetate; manganese(II) acetate; acetic acid; methyl 2-cyanoacetate at 40℃; anodic oxidation;95%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

Allyl ether
557-40-4

Allyl ether

3-(bromomethyl)-4-(2,2,2-trichloroethyl)tetrahydrofuran
54711-89-6

3-(bromomethyl)-4-(2,2,2-trichloroethyl)tetrahydrofuran

Conditions
ConditionsYield
With sodium hydroxide; dimanganese decacarbonyl In dichloromethane Irradiation;99%
With sodium hydroxide; Mn(CO)10; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Irradiation;99%
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry;79%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

diallylmalonic acid diethyl ester
3195-24-2

diallylmalonic acid diethyl ester

diethyl 3-(bromomethyl)-4-(2,2,2-trichloroethyl)cyclopentane-1,1-dicarboxylate

diethyl 3-(bromomethyl)-4-(2,2,2-trichloroethyl)cyclopentane-1,1-dicarboxylate

Conditions
ConditionsYield
With sodium hydroxide; BrMn(CO)5 In dichloromethane Irradiation;99%
With sodium hydroxide; dimanganese decacarbonyl; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 2h; Irradiation;99%
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry;82%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

methacrylic acid methyl ester
80-62-6

methacrylic acid methyl ester

methyl 2-bromo-2-methyl-4,4,4-trichlorobutanoate
85946-62-9

methyl 2-bromo-2-methyl-4,4,4-trichlorobutanoate

Conditions
ConditionsYield
With tetralin; C15H17ClNRu at 135℃; for 0.5h; Inert atmosphere; Microwave irradiation;99%
With C28H41N3O4Pd In acetonitrile at 20℃; for 16h; Inert atmosphere; Schlenk technique; Glovebox;75%
With (Me3tacn)PdCl2 at 65℃; for 18h; Kharasch reaction;97.5 %Spectr.
Bromotrichloromethane
75-62-7

Bromotrichloromethane

(S)-4-benzyl-3-hexanoyl-5,5-dimethyloxazolidin-2-one
1207362-36-4

(S)-4-benzyl-3-hexanoyl-5,5-dimethyloxazolidin-2-one

C19H24Cl3NO3
1207362-61-5

C19H24Cl3NO3

Conditions
ConditionsYield
Stage #1: (S)-4-benzyl-3-hexanoyl-5,5-dimethyloxazolidin-2-one With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;
Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed vial; optical yield given as %de;
99%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

2-(1-adamantylsulfanyl)-3-bromo-6-iodobenzaldehyde

2-(1-adamantylsulfanyl)-3-bromo-6-iodobenzaldehyde

2-(1-adamantylsulfanyl)-1-bromo-3-(chloroethynyl)-4-iodobenzene

2-(1-adamantylsulfanyl)-1-bromo-3-(chloroethynyl)-4-iodobenzene

Conditions
ConditionsYield
Stage #1: Bromotrichloromethane; 2-(1-adamantylsulfanyl)-3-bromo-6-iodobenzaldehyde With triphenylphosphine In acetonitrile at 50℃; Corey-Fuchs Alkyne Synthesis;
Stage #2: With potassium tert-butylate In tetrahydrofuran at -78℃; for 1.5h;
99%
styrene
292638-84-7

styrene

Bromotrichloromethane
75-62-7

Bromotrichloromethane

(1-bromo-3,3,3-trichloropropyl)benzene
34372-27-5

(1-bromo-3,3,3-trichloropropyl)benzene

Conditions
ConditionsYield
With tetralin; C15H17ClNRu at 80℃; for 6h; Kinetics; Reagent/catalyst; Inert atmosphere;98%
With diethylamine; copper(l) chloride for 4h;95.8%
With dilauryl peroxide81%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

1-Decene
872-05-9

1-Decene

3-bromo-1,1,1-trichloroundecane
95382-86-8

3-bromo-1,1,1-trichloroundecane

Conditions
ConditionsYield
With Benzoylformic acid In Petroleum ether for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube; Irradiation; Green chemistry;98%
With potassium carbonate; palladium diacetate; triphenylphosphine In benzene at 100℃; for 3.5h;90%
With C62H44N6Ru(2+)*2Cl(1-) In dimethyl sulfoxide for 24h; Sealed tube; Irradiation;90%
With disodium tetracarbonylferrate In tetrahydrofuran at 25℃; for 16h; Catalytic behavior; Reagent/catalyst; Glovebox; Inert atmosphere;83%
With potassium carbonate; Pd(PPh3)(OAc)2 at 40℃; for 5h;88 % Chromat.
Bromotrichloromethane
75-62-7

Bromotrichloromethane

Allyl acetate
591-87-7

Allyl acetate

2-bromo-4,4,4-trichlorobutyl acetate
81932-47-0

2-bromo-4,4,4-trichlorobutyl acetate

Conditions
ConditionsYield
With iron In N,N-dimethyl-formamide at 60℃; for 5h;98%
for 8h; Irradiation;89%
With potassium carbonate; palladium diacetate; triphenylphosphine In benzene at 80℃; for 7h; CO atmosphere;83%
With potassium carbonate; Pd(PPh3)(OAc)2 at 80℃; for 7h;83%
With triethyl borane In methanol; water70%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

1,3-cyclooctadiene
3806-59-5

1,3-cyclooctadiene

1-bromo-4-trichloromethyl-cyclooct-2-ene

1-bromo-4-trichloromethyl-cyclooct-2-ene

Conditions
ConditionsYield
With iron In N,N-dimethyl-formamide at 60℃; for 5h;98%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

(S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one
168297-93-6

(S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one

(S)-4-benzyl-5,5-dimethyl-3-((S)-3,3,3-trichloro-2-methylpropanoyl)-oxazolidin-2-one
1207362-50-2

(S)-4-benzyl-5,5-dimethyl-3-((S)-3,3,3-trichloro-2-methylpropanoyl)-oxazolidin-2-one

Conditions
ConditionsYield
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;
Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed vial; optical yield given as %de;
98%
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With 1,2,2,6,6-pentamethylpiperidine; titanium tetrachloride In dichloromethane at 0℃; for 0.75h; Inert atmosphere;
Stage #2: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h;
97%
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.75h; Inert atmosphere;
Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane for 12h; Inert atmosphere; optical yield given as %de; diastereoselective reaction;
96%
Stage #1: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one With titanium tetrachloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;
Stage #2: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed flask; optical yield given as %de; stereoselective reaction;
95%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

4-(methoxycarbonyl)benzyl alcohol
6908-41-4

4-(methoxycarbonyl)benzyl alcohol

p-methyloxycarbonylbenzyl chloride
34040-64-7

p-methyloxycarbonylbenzyl chloride

Conditions
ConditionsYield
Stage #1: Bromotrichloromethane With triphenylphosphine In dichloromethane at 20℃; for 0.666667h; Appel reaction; in air;
Stage #2: 4-(methoxycarbonyl)benzyl alcohol In dichloromethane at 20℃; Appel reaction; in air;
98%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

3-[trans-2-(eth-1-en-1-yl)-cyclohex-1-ylmethyloxy]-4-methylthiazole-2(3H)-thione

3-[trans-2-(eth-1-en-1-yl)-cyclohex-1-ylmethyloxy]-4-methylthiazole-2(3H)-thione

rel-(1S,2S,6S)-2-bromo-4-oxabicyclo-[4.4.0]-decane

rel-(1S,2S,6S)-2-bromo-4-oxabicyclo-[4.4.0]-decane

rel-(1S,6S,7S)-7-bromomethyl-8-oxabicyclo[4.3.0]nonane

rel-(1S,6S,7S)-7-bromomethyl-8-oxabicyclo[4.3.0]nonane

rel-(1S,2R,6S)-2-bromo-4-oxabicyclo-[4.4.0]-decane

rel-(1S,2R,6S)-2-bromo-4-oxabicyclo-[4.4.0]-decane

D

4-methyl-2-(trichloromethylsulfanyl)-thiazole
89861-55-2

4-methyl-2-(trichloromethylsulfanyl)-thiazole

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃;A 10%
B n/a
C n/a
D 98%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

3-[trans-2-(2-methylprop-1-en-1-yl)-cyclohex-1-ylmethyloxy]-4-methyl-thiazole-2(3H)-thione

3-[trans-2-(2-methylprop-1-en-1-yl)-cyclohex-1-ylmethyloxy]-4-methyl-thiazole-2(3H)-thione

7-(2-bromoprop-2-yl)-8-oxabicyclo[4.3.0]nonane

7-(2-bromoprop-2-yl)-8-oxabicyclo[4.3.0]nonane

B

4-methyl-2-(trichloromethylsulfanyl)-thiazole
89861-55-2

4-methyl-2-(trichloromethylsulfanyl)-thiazole

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃;A 94%
B 98%
styrene
292638-84-7

styrene

Bromotrichloromethane
75-62-7

Bromotrichloromethane

A

(S)-(1-bromo-3,3,3-trichloropropyl)benzene

(S)-(1-bromo-3,3,3-trichloropropyl)benzene

B

(R)-(1-bromo-3,3,3-trichloropropyl)benzene

(R)-(1-bromo-3,3,3-trichloropropyl)benzene

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R,R)-4,5-Bis-2,2-dimethyl-1,3-dioxolan In hexane; toluene at -78 - 20℃; Catalytic behavior; Temperature; Concentration; Solvent; Reagent/catalyst; Inert atmosphere; enantioselective reaction;A 98%
B n/a
Bromotrichloromethane
75-62-7

Bromotrichloromethane

5-pentenylbenzoate
29264-40-2

5-pentenylbenzoate

4-bromo-6,6,6-trichlorohexyl benzoate

4-bromo-6,6,6-trichlorohexyl benzoate

Conditions
ConditionsYield
With C62H44N6Ru(2+)*2Cl(1-) In dimethyl sulfoxide for 24h; Sealed tube; Irradiation;98%
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry;94%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

Hexadecanoic acid 2-(4-methoxy-phenyl)-4-thioxo-4H-quinazolin-3-yl ester
135340-22-6

Hexadecanoic acid 2-(4-methoxy-phenyl)-4-thioxo-4H-quinazolin-3-yl ester

2-(4-Methoxy-phenyl)-4-trichloromethylsulfanyl-quinazoline
135340-28-2

2-(4-Methoxy-phenyl)-4-trichloromethylsulfanyl-quinazoline

Conditions
ConditionsYield
In dichloromethane for 0.0833333h; Ambient temperature; Irradiation;97%
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
CH2CHCH2Ge(O(CH2)2)3N
84692-66-0

CH2CHCH2Ge(O(CH2)2)3N

Bromotrichloromethane
75-62-7

Bromotrichloromethane

1-bromogermatrane
70565-60-5

1-bromogermatrane

Conditions
ConditionsYield
In dichloromethane Irradiation (UV/VIS); mixt. irradiation (10 min, vac.); (1)H-NMR spectroscopy;97%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

trans-[Rh(CO)(Cl){P{(CH2)14}3P2(Rh-P2)}]
915379-15-6

trans-[Rh(CO)(Cl){P{(CH2)14}3P2(Rh-P2)}]

[Rh(CO)ClBr(CCl3)((P((CH2)7)3)2)]
915379-19-0

[Rh(CO)ClBr(CCl3)((P((CH2)7)3)2)]

Conditions
ConditionsYield
In benzene-d6 NMR;97%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

C23H33NO3
1207362-39-7

C23H33NO3

C25H32BrCl6NO3
1207362-73-9

C25H32BrCl6NO3

Conditions
ConditionsYield
Stage #1: C23H33NO3 With titanium tetrachloride In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.666667h; Inert atmosphere;
Stage #3: Bromotrichloromethane With tris(triphenylphosphine)ruthenium(II) chloride In dichloromethane at 45℃; for 12h; Inert atmosphere; Sealed vial; optical yield given as %de;
97%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

C43H84ClOP2Rh

C43H84ClOP2Rh

[Rh(CO)ClBr(CCl3)((P((CH2)7)3)2)]
915379-19-0

[Rh(CO)ClBr(CCl3)((P((CH2)7)3)2)]

Conditions
ConditionsYield
In benzene-d6 Inert atmosphere;97%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

3-bromo-1,1,1,4-tetrachlorobutane
20968-55-2

3-bromo-1,1,1,4-tetrachlorobutane

Conditions
ConditionsYield
In pentane for 7h; Irradiation; T < 20 deg C;96.2%
With Benzoylformic acid In Petroleum ether for 18h; Sealed tube; Irradiation; Green chemistry;64%
With C62H44N6Ru(2+)*2Cl(1-) In dimethyl sulfoxide for 24h; Sealed tube; Irradiation;50%
allylbenzene
300-57-2

allylbenzene

Bromotrichloromethane
75-62-7

Bromotrichloromethane

3-bromo-1,1,1-trichloro-4-phenylbutane
104315-82-4

3-bromo-1,1,1-trichloro-4-phenylbutane

Conditions
ConditionsYield
With iron In N,N-dimethyl-formamide at 60℃; for 5h;96%
With sodium acetate In 1,2-dimethoxyethane at 90℃; for 24h; Reagent/catalyst; Solvent; Kharash-Sosnovsky Allylic Oxidation; Green chemistry;88%
With 3',6'-bis(diethylamino)-2-(naphthalen-2-yl)spiro[isoindoline-1,9'-xanthen]-3-one; benzoic acid anhydride at 80℃; for 20h; Inert atmosphere;84%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

3-palmitoyloxy-4-phenylthiazolin-2(3H)-thione
106130-34-1

3-palmitoyloxy-4-phenylthiazolin-2(3H)-thione

A

pentadecyl bromide
629-72-1

pentadecyl bromide

B

5-phenyl-2-trichloromethylthiothiazole
106130-40-9

5-phenyl-2-trichloromethylthiothiazole

Conditions
ConditionsYield
In benzene for 2h; Ambient temperature; Irradiation;A 96%
B 92%
Bromotrichloromethane
75-62-7

Bromotrichloromethane

3,5-dinitrobenzyl alcohol
71022-43-0

3,5-dinitrobenzyl alcohol

3,5-dinitrobenzyl chloride
74367-78-5

3,5-dinitrobenzyl chloride

Conditions
ConditionsYield
Stage #1: Bromotrichloromethane With triphenylphosphine In dichloromethane at 20℃; for 0.666667h; Appel reaction; in air;
Stage #2: 3,5-dinitrobenzyl alcohol In dichloromethane at 20℃; Appel reaction; in air;
96%

75-62-7Relevant articles and documents

Kinetics of the Reaction of CCl3 + Br2 and Thermochemistry of CCl3 Radical and Cation

Hudgens, Jeffrey W.,Johnson, Russell D.,Timonen, R. S.,Seetula, J. A.,Gutman, D.

, p. 4400 - 4405 (1991)

The rate constant of the CCl3 + Br2 -> CCl3Br + Br reaction was determined as a function of temperature between 300 and 532 K and fit to an Arrhenius expression: k1 (L mol-1 s-1) = (1.8 +/- 0.4) x 108 exp-1/RT>.The reaction was studied in a tubular flow reactor by using laser photolysis to produce the CCl3 reactant and photoionization mass spectrometry to monitor CCl3 in time-resolved experiments.Previously published kinetic data were reevaluated to obtain k-1, the rate constant for the reverse reaction, and recent spectroscopic data were used to calculate accurate entropies and heat capacities.The values of k-1, k1, and these calculated thermodynamic properties were used in a third law determination to obtain ΔH0f,298.15(CCl3) = 17.0 +/- 0.6 kcal mol-1 and ΔH0f,0(CCl3) = 16.7 +/- 0.6 kcal mol-1.This information was combined with spectroscopic data on CCl3+ to obtain ΔH0f,298.15(CCl3+) = 205.2 +/- 0.6 kcal mol-1 and ΔH0f,0(CCl3+) = 203.7 +/- 0.6 kcal mol-1.Bond energies of several relevant compounds and tables of thermodynamic functions for CCl3 and CCl3+ are presented.An improved heat of formation for the CCl3O2 radical, ΔH0f,298.15(CCl3O2) = 2.7 +/- 1.1 kcal mol-1, is also reported.

Translational Energy Dependence of Gas-Phase Reactions of Halides with Halogenated Alkanes

Hop, C. E. C. A.,McMahon, T. B.

, p. 10582 - 10586 (1991)

The gas-phase bimolecular nucleophilic substitution reactions Br- + CCl4 -> BrCCl3 + Cl-, Br- + CF2Cl2 -> BrCF2Cl + Cl-, and Cl- + CBr4 -> ClCBr3 + Br- were studied as a function of the center-of-mass energy with Fourier transform ion cyclotron resonance spectrometry.From the energy dependence and the threshold energies of these reactions, conclusions were drawn concerning the mechanism involved.

MANUFACTURING METHOD OF TETRAHALOMETHANE

-

Paragraph 0036; 0037; 0039-0054, (2018/05/15)

PROBLEM TO BE SOLVED: To provide a method capable of manufacturing tetrahalomethane at high efficiency. SOLUTION: There is provided a method for manufacturing tetrahalomethane by bromination of trihalomethane selected from trichloromethane or tribromomethane, including mixing the trihalomethane, bromine, sodium hypochlorite, sodium hydroxide, and water to brominate the trihalomethane. It is preferable to mix trihalomethane of 0.1 to 10 mol, sodium hypochlorite of 0.1 to 10 mol, sodium hydroxide of 0.1 to 20 mol, and water of 1 to 50 mol, with respect to bromine of 1 mol. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT

Chemistry of the biosynthesis of halogenated methanes: C1-organohalogens as pre-industrial chemical stressors in the environment?

Urhahn, Thorsten,Ballschmiter, Karlheinz

, p. 1017 - 1032 (2007/10/03)

We have chemical evidence that in the biosynthesis of the halomethanes C1H(4-n),X(n) (n = 1-4) three different pathways of biogenic formation have to be distinguished. The formation of methyl chloride, methyl bromide, and methyl iodide, respectively, has to be considered as a methylation of the respective halide ions. The dihalo- and trihalomethanes are formed via the haloform and/or via the sulfo-haloform reaction. The possible formation of tetrahalomethanes may involve a radical mechanism. Methionine methyl sulfonium chloride used as substrate in the incubation together with chloroperoxidase (CPO) and H2O2 gave high yields of monohalomethanes only. We were able to show that next to the CPO/H2O2 driven haloform reaction of carbonyl activated methyl groups also methyl-sulphur compounds - e.g. dimethylsulfoxide, dimethylsulfone, and the sulphur amino acid methionine - can act as precursors for the biosynthesis of di- and trihalogenated methanes. Moreover, there is some but not yet very conclusive evidence for an enzymatic production of tetrahalogenated methanes. In our experiments with chloroperoxidase involving amino acids and complex natural peptide based substrates, dihalogenated acetonitriles and several other volatile halogenated but yet unidentified compounds were formed. On the basis of these experiments we like to suggest that biosynthesis of halogenated nitriles occurs in general and therefore a natural atmospheric background should exist for halogenated acetonitriles and halogenated acetaldehydes, respectively.

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