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Bromoform, also known as tribromomethane, is a heavy, colorless, oily liquid that belongs to the group of organic compounds known as haloforms. It is primarily used as a solvent, an intermediate in the production of various chemicals, and as a sedative in medicine. Bromoform is also produced naturally by marine organisms such as algae and plankton, and is found in small amounts in seawater. However, it is considered to be a hazardous chemical, as it is a potential carcinogen and can have harmful effects on the kidneys, liver, and central nervous system.

75-25-2

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75-25-2 Usage

Uses

Used in Chemical Industry:
Bromoform is used as a solvent for various chemical reactions, providing a medium for the reactions to occur and facilitating the process.
Used in Pharmaceutical Industry:
Bromoform is used as an intermediate in the production of various pharmaceuticals, contributing to the synthesis of different medicinal compounds.
Used in Medical Applications:
Bromoform is used as a sedative in medicine, helping to induce sleep and calm the nervous system.
However, due to its potential health risks and environmental concerns, the use and production of bromoform are heavily regulated in many countries.

Check Digit Verification of cas no

The CAS Registry Mumber 75-25-2 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, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 75-25:
(4*7)+(3*5)+(2*2)+(1*5)=52
52 % 10 = 2
So 75-25-2 is a valid CAS Registry Number.
InChI:InChI=1/CHBr3/c2-1(3)4/h1H

75-25-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A11904)  Bromoform, 97%, stab. with ethanol   

  • 75-25-2

  • 250g

  • 269.0CNY

  • Detail
  • Alfa Aesar

  • (A11904)  Bromoform, 97%, stab. with ethanol   

  • 75-25-2

  • 1000g

  • 778.0CNY

  • Detail
  • Alfa Aesar

  • (A11904)  Bromoform, 97%, stab. with ethanol   

  • 75-25-2

  • 5000g

  • 3117.0CNY

  • Detail
  • Sigma-Aldrich

  • (36972)  Bromoform  amylene stabilized, analytical standard

  • 75-25-2

  • 36972-1G

  • 354.51CNY

  • Detail
  • Aldrich

  • (241032)  Bromoform  contains 60-120 ppm 2-methyl-2-butene as stabilizer, 99%

  • 75-25-2

  • 241032-50G

  • 566.28CNY

  • Detail
  • Aldrich

  • (241032)  Bromoform  contains 60-120 ppm 2-methyl-2-butene as stabilizer, 99%

  • 75-25-2

  • 241032-250G

  • 1,956.24CNY

  • Detail
  • Aldrich

  • (132942)  Bromoform  contains 1-3% ethanol as stabilizer, 96%

  • 75-25-2

  • 132942-250G

  • 1,154.79CNY

  • Detail
  • Aldrich

  • (132942)  Bromoform  contains 1-3% ethanol as stabilizer, 96%

  • 75-25-2

  • 132942-1KG

  • 3,735.81CNY

  • Detail

75-25-2SDS

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 bromoform

1.2 Other means of identification

Product number -
Other names Methane, tribromo-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Bromoform is used as a fluid for mineral ore separation in geological tests, as a laboratory reagent, and in the electronics industry in quality assurance programs. Bromoform was formerly used as a solvent for waxes, greases, and oils, as an ingredient in fire-resistant chemicals and in fluid gauges. It has also been used as an intermediate in chemical synthesis, as a sedative, and as a cough suppression agent.
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:75-25-2 SDS

75-25-2Synthetic route

1'-naphthacetophenone
941-98-0

1'-naphthacetophenone

A

Bromoform
75-25-2

Bromoform

B

methyl 1-naphthoate
2459-24-7

methyl 1-naphthoate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 88%
C n/a
1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

A

Bromoform
75-25-2

Bromoform

B

methyl 4-methoxybenzoate
121-98-2

methyl 4-methoxybenzoate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 85%
C n/a
adamantane
281-23-2

adamantane

acetonitrile
75-05-8

acetonitrile

A

1-Adamantyl bromide
768-90-1

1-Adamantyl bromide

B

Bromoform
75-25-2

Bromoform

C

1-adamantanecarbonitrile
23074-42-2

1-adamantanecarbonitrile

Conditions
ConditionsYield
With carbon tetrabromide; molybdenum hexacarbonyl at 140 - 160℃; for 6h; Reactivity; Mechanism; Reagent/catalyst;A 15%
B n/a
C 85%
carbon tetrabromide
558-13-4

carbon tetrabromide

A

hexabromoethane
594-73-0

hexabromoethane

B

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With 2+ In water; acetonitrile at 20℃; Mechanism; Rate constant; Product distribution;A 4%
B 84%
With Co(II)W12O407-; sodium perchlorate In water; acetonitrile at 20℃; for 2h; Rate constant; Product distribution; pH 7; reaction in MeCN/D2O; reaction between CBr4 and the heteropoly blues Co(II)W12O407- and Co(II)W12O408-, kinetic and product stidy, effect of inert salts,;A 1 % Spectr.
B 77 % Spectr.
para-methylacetophenone
122-00-9

para-methylacetophenone

A

4-methyl-benzoic acid methyl ester
99-75-2

4-methyl-benzoic acid methyl ester

B

Bromoform
75-25-2

Bromoform

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A 83%
B n/a
C n/a
acetophenone
98-86-2

acetophenone

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

Bromoform
75-25-2

Bromoform

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; for 4h; Product distribution; Mechanism; electrolysis (Pt-anode, Cu-Zn (60:40) cathode, 220 mA/cm2 constant current); other electrolyte, other electrolyte-to-substrate ratio, other material of electrodes;A 74%
B n/a
C 15%
With methanol; sodium bromide at 30℃; for 4h; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A 74%
B n/a
C n/a
1-hexene
592-41-6

1-hexene

carbon tetrabromide
558-13-4

carbon tetrabromide

A

Bromoform
75-25-2

Bromoform

B

1,1,1,3-tetrabromoheptane
3740-44-1

1,1,1,3-tetrabromoheptane

C

1,1,3-tribromoheptane
90278-16-3

1,1,3-tribromoheptane

D

5,7,7,9-tetrabromotridecane

5,7,7,9-tetrabromotridecane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 80℃; for 4h; Product distribution; further reagent, further conditions;A 3.7%
B 70%
C 10.1%
D 9.1%
With 2,2'-azobis(isobutyronitrile) at 80℃; for 4h;A 3.7%
B 70%
C 10.1%
D 9.1%
di(tert-butyl)(n-butyl)phosphine
29949-72-2

di(tert-butyl)(n-butyl)phosphine

A

Bromoform
75-25-2

Bromoform

B

butyl-di-t-butylchlorophosphonium bromide
81193-50-2

butyl-di-t-butylchlorophosphonium bromide

Conditions
ConditionsYield
With carbon tetrabromide; hydrogen chloride In diethyl ether 1) -120 deg C to -50 deg C 2) 0 deg C, Et2O;A 70%
B 70%
3-methyl-butan-2-one
563-80-4

3-methyl-butan-2-one

A

Bromoform
75-25-2

Bromoform

B

Methyl isobutyrate
547-63-7

Methyl isobutyrate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 67%
C n/a
4,5-Dimethoxy-2-(2-phenylethyl)acetophenon
106053-65-0

4,5-Dimethoxy-2-(2-phenylethyl)acetophenon

A

Bromoform
75-25-2

Bromoform

B

2-Brom-4,5-dimethoxybibenzyl
106053-67-2

2-Brom-4,5-dimethoxybibenzyl

C

4,5-Dimethoxy-2-(2-phenylethyl)benzoesaeure
106053-50-3

4,5-Dimethoxy-2-(2-phenylethyl)benzoesaeure

Conditions
ConditionsYield
With sodium hydroxide; bromine In 1,4-dioxane for 1h; Ambient temperature;A n/a
B 2%
C 65%
With sodium hydroxide; bromine In 1,4-dioxane for 1h; Ambient temperature;A n/a
B 2%
C 65%
hexyl-methyl-ketone
111-13-7

hexyl-methyl-ketone

A

Bromoform
75-25-2

Bromoform

B

2,2-dimethoxy-3-octanol
19841-72-6

2,2-dimethoxy-3-octanol

C

methyl heptanoate
106-73-0

methyl heptanoate

D

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 29%
C 62%
D n/a
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 29%
C 62%
D n/a
1-Phenylbut-1-en-3-one
122-57-6

1-Phenylbut-1-en-3-one

A

Bromoform
75-25-2

Bromoform

B

methyl cinnamate
103-26-4

methyl cinnamate

C

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium bromide at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);A n/a
B 61%
C n/a
methane
34557-54-5

methane

A

methyl bromide
74-83-9

methyl bromide

B

Bromoform
75-25-2

Bromoform

C

carbon tetrabromide
558-13-4

carbon tetrabromide

D

1,2-dibromomethane
74-95-3

1,2-dibromomethane

Conditions
ConditionsYield
With bromine at 500℃; Product distribution; Further Variations:; Temperatures; Bromination;A 17.4%
B 0.48%
C 2.5%
D 5%
tetrachloromethane
56-23-5

tetrachloromethane

N-(2,2,2-tribromo-1-hydroxy-ethyl)-butyramide
108565-60-2

N-(2,2,2-tribromo-1-hydroxy-ethyl)-butyramide

A

butanamide
541-35-5

butanamide

B

Bromoform
75-25-2

Bromoform

tetrachloromethane
56-23-5

tetrachloromethane

N-(2,2,2-tribromo-1-hydroxy-ethyl)-octanamide

N-(2,2,2-tribromo-1-hydroxy-ethyl)-octanamide

A

Bromoform
75-25-2

Bromoform

B

n-octanamide
629-01-6

n-octanamide

bromal
115-17-3

bromal

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With potassium carbonate
5-phenyl-cyclohexane-1,3-dione
493-72-1

5-phenyl-cyclohexane-1,3-dione

A

Bromoform
75-25-2

Bromoform

B

3-phenylglutaric acid
4165-96-2

3-phenylglutaric acid

Conditions
ConditionsYield
With sodium hypobromide
ethyl bromide
74-96-4

ethyl bromide

chloroform
67-66-3

chloroform

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With aluminium trichloride
HacacBr
72997-31-0

HacacBr

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

Bromoform
75-25-2

Bromoform

B

acetic acid
64-19-7

acetic acid

C

acetone
67-64-1

acetone

methane
34557-54-5

methane

A

Bromoform
75-25-2

Bromoform

B

1,2-dibromomethane
74-95-3

1,2-dibromomethane

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

ethanol

carbon tetrabromide
558-13-4

carbon tetrabromide

A

ethyl bromide
74-96-4

ethyl bromide

B

Bromoform
75-25-2

Bromoform

C

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
at 150℃;
ethanol
64-17-5

ethanol

tribromoacetic acid
75-96-7

tribromoacetic acid

Bromoform
75-25-2

Bromoform

ethanol
64-17-5

ethanol

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With calcium bromide
With calcium bromide Electrolysis;
With potassium bromide Electrolysis;
With potassium bromide Electrolysis;
With calcium bromide Electrolysis;
malic acid
617-48-1

malic acid

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With bromine
chloroform
67-66-3

chloroform

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With aluminum tri-bromide
With aluminum tri-bromide
With aluminum tri-bromide; hydrogen bromide
carbon tetrabromide
558-13-4

carbon tetrabromide

dimethyl phenylphosphonite
18351-42-3

dimethyl phenylphosphonite

Bromoform
75-25-2

Bromoform

carbon tetrabromide
558-13-4

carbon tetrabromide

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With alkaline arsenite
With alkaline sulfite
With phenylhydrazine
3,4,4-trimethyl-2-pentanone
5340-45-4

3,4,4-trimethyl-2-pentanone

A

Bromoform
75-25-2

Bromoform

B

2,3,3-trimethylbutanoic acid
19910-29-3

2,3,3-trimethylbutanoic acid

Conditions
ConditionsYield
With sodium hypobromide
arsonoacetic acid
107-38-0

arsonoacetic acid

A

Bromoform
75-25-2

Bromoform

B

tribromoacetic acid
75-96-7

tribromoacetic acid

Conditions
ConditionsYield
With bromine
tribromoacetyl-urea
88982-70-1

tribromoacetyl-urea

A

BIURET
108-19-0

BIURET

B

Bromoform
75-25-2

Bromoform

Conditions
ConditionsYield
With ammonia; water
methanol
67-56-1

methanol

Bromoform
75-25-2

Bromoform

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With sodium at 30℃; for 4h;100%
1-methyl-4-isopropenylbenzene
1195-32-0

1-methyl-4-isopropenylbenzene

Bromoform
75-25-2

Bromoform

1-(2,2-dibromo-1-methylcyclopropyl)-4-methylbenzene
87959-45-3

1-(2,2-dibromo-1-methylcyclopropyl)-4-methylbenzene

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water at 40 - 45℃; for 22h; Inert atmosphere;100%
With sodium hydroxide In dichloromethane at 40℃;73%
With potassium tert-butylate In hexane at 0℃; for 2h;50%
Bromoform
75-25-2

Bromoform

Bis(2,4,6-tri-tert-butylphenyl)diphosphen
83466-54-0, 93602-74-5, 79073-99-7

Bis(2,4,6-tri-tert-butylphenyl)diphosphen

1,2-bis(2,4,6-tri-tert-butylphenyl)3,3-dibromo diphosphirane
111888-02-9

1,2-bis(2,4,6-tri-tert-butylphenyl)3,3-dibromo diphosphirane

Conditions
ConditionsYield
With potassium hydroxide In hexane at 15℃; for 2h; sonication;100%
With n-butyllithium In diethyl ether at 0℃;
With potassium tert-butylate CBr4 + n-BuLi is also possible;
Bromoform
75-25-2

Bromoform

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Conditions
ConditionsYield
With methanol; sodium at 30℃; electrolysis (Pt-anode, Cu-Zn (60:40)-cathode, 220 mA/cm2 constant current density);100%
With methanol; sodium at 30℃; for 4h; Product distribution; electrolysis (Pt-anode, Cu-Zn (60:40) cathode, 220 mA/cm2 constant current); reaction with NaBr/CH3OH;100%
4-heptanone
123-19-3

4-heptanone

Bromoform
75-25-2

Bromoform

4-(Tribromomethyl)heptan-4-ol
258504-48-2

4-(Tribromomethyl)heptan-4-ol

Conditions
ConditionsYield
Stage #1: Bromoform With lithium diisopropyl amide In tetrahydrofuran; hexane at -100℃; for 0.166667h; Metallation;
Stage #2: 4-heptanone With boron trifluoride diethyl etherate In tetrahydrofuran; diethyl ether; hexane at -90℃; for 4h; Addition;
100%
cycloactanone
502-49-8

cycloactanone

Bromoform
75-25-2

Bromoform

1-(Tribromomethyl)cyclooctan-1-ol
258504-47-1

1-(Tribromomethyl)cyclooctan-1-ol

Conditions
ConditionsYield
Stage #1: Bromoform With lithium diisopropyl amide In tetrahydrofuran; hexane at -100℃; for 0.166667h; Metallation;
Stage #2: cycloactanone With boron trifluoride diethyl etherate In tetrahydrofuran; diethyl ether; hexane at -90℃; for 4h; Addition;
100%
Bromoform
75-25-2

Bromoform

1-phenyl-propan-1-one
93-55-0

1-phenyl-propan-1-one

1,1,1-Tribromo-2-phenylbutan-2-ol
258504-50-6

1,1,1-Tribromo-2-phenylbutan-2-ol

Conditions
ConditionsYield
Stage #1: Bromoform With lithium diisopropyl amide In tetrahydrofuran; hexane at -100℃; for 0.166667h; Metallation;
Stage #2: 1-phenyl-propan-1-one With boron trifluoride diethyl etherate In tetrahydrofuran; diethyl ether; hexane at -90℃; for 4h; Addition;
100%
Bromoform
75-25-2

Bromoform

(1S,5R,7S,9R,13S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-13-methyl-tricyclo[7.4.1.01,5]tetradec-10-en-14-one

(1S,5R,7S,9R,13S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-13-methyl-tricyclo[7.4.1.01,5]tetradec-10-en-14-one

C23H38Br2O2Si

C23H38Br2O2Si

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In diethyl ether at 25℃; for 1h;100%
Bromoform
75-25-2

Bromoform

(η5:η5-C10H8)W2(CO)6H2
105160-08-5

(η5:η5-C10H8)W2(CO)6H2

(η5:η5-C10H8)W2(CO)6Br2
158790-07-9

(η5:η5-C10H8)W2(CO)6Br2

Conditions
ConditionsYield
In diethyl ether under Ar; addn. CHBr3/ether to soln. W-complex/ether, soln. kept 2 h (crystn.); solvent decanted, solid washed (ether), dried (vac.), elem. anal.;100%
Bromoform
75-25-2

Bromoform

C26H56O5Si3
1055313-43-3

C26H56O5Si3

((2R,3R,6S)-2-((t-butyldimethylsilyloxy)methyl)-6-(2,2-dibromocyclopropoxy)tetrahydro-2H-pyran-3,4-diyl)bis(oxy)bis(t-butyldimethylsilane)

((2R,3R,6S)-2-((t-butyldimethylsilyloxy)methyl)-6-(2,2-dibromocyclopropoxy)tetrahydro-2H-pyran-3,4-diyl)bis(oxy)bis(t-butyldimethylsilane)

Conditions
ConditionsYield
With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere;100%
methanol
67-56-1

methanol

Bromoform
75-25-2

Bromoform

4-(5-methyl-1,3,4-oxadiazol-2-yl)benzaldehyde
179056-82-7

4-(5-methyl-1,3,4-oxadiazol-2-yl)benzaldehyde

2-methoxy-2-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)acetic acid
1333472-39-1

2-methoxy-2-(4-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl)acetic acid

Conditions
ConditionsYield
Stage #1: methanol; Bromoform; 4-(5-methyl-1,3,4-oxadiazol-2-yl)benzaldehyde With potassium hydroxide In 1,4-dioxane at 20℃; Cooling with ice;
Stage #2: With hydrogenchloride In water pH=1;
100%
Bromoform
75-25-2

Bromoform

4-tert-Butylstyrene
1746-23-2

4-tert-Butylstyrene

1-(tert-Butyl)-4-(2,2-dibromocyclopropyl)-benzene

1-(tert-Butyl)-4-(2,2-dibromocyclopropyl)-benzene

Conditions
ConditionsYield
With benzyltriethylammonium bromide; sodium hydroxide In water at 0 - 20℃; for 2h;100%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 0 - 60℃;80%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 50 - 60℃; for 2h; Inert atmosphere;
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 50 - 60℃; Inert atmosphere;
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃;
trans-(η(5)-pentamethylcyclopentadienyl)(dicarbonyl)(dihydrido)rhenium
156042-18-1, 81741-00-6, 145842-96-2

trans-(η(5)-pentamethylcyclopentadienyl)(dicarbonyl)(dihydrido)rhenium

Bromoform
75-25-2

Bromoform

trans-(η(5)-pentamethylcyclopentadienyl)(dibromo)(dicarbonyl)rhenium

trans-(η(5)-pentamethylcyclopentadienyl)(dibromo)(dicarbonyl)rhenium

Conditions
ConditionsYield
Heating; Schlenk technique;100%
Bromoform
75-25-2

Bromoform

(η5:η5-4,4',5,5'-tetra-tert-butylfulvalene)[Ir(CO)2]2

(η5:η5-4,4',5,5'-tetra-tert-butylfulvalene)[Ir(CO)2]2

benzene
71-43-2

benzene

A

(η5:η5-4,4',5,5'-tetratert-butylfulvalene)[Ir(CO)(Ph)(Br)][Ir(CO)(Br)2]

(η5:η5-4,4',5,5'-tetratert-butylfulvalene)[Ir(CO)(Ph)(Br)][Ir(CO)(Br)2]

B

(η5:η5-4,4',5,5'-tetratert-butylfulvalene)[Ir(CO)(Ph)(Br)]2

(η5:η5-4,4',5,5'-tetratert-butylfulvalene)[Ir(CO)(Ph)(Br)]2

Conditions
ConditionsYield
Stage #1: (η5:η5-4,4',5,5'-tetra-tert-butylfulvalene)[Ir(CO)2]2; benzene for 8h; Irradiation; Inert atmosphere;
Stage #2: Bromoform at 50℃; for 12h;
A 100%
B 100%
Bromoform
75-25-2

Bromoform

1-ethylstyrene
2039-93-2

1-ethylstyrene

2,2-dibromo-1-ethyl-1-phenylcyclopropane
66444-06-2

2,2-dibromo-1-ethyl-1-phenylcyclopropane

Conditions
ConditionsYield
With cetyltrimethylammonim bromide; sodium hydroxide In dichloromethane; water at 5℃;99%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere;80%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere;80%
Bromoform
75-25-2

Bromoform

3-(1-methoxy-1-methylethoxy)prop-1-ene
62322-46-7

3-(1-methoxy-1-methylethoxy)prop-1-ene

1,1-Dibromo-2-[(1-methoxy-1-methylethoxy)methyl]cyclopropan
259194-62-2

1,1-Dibromo-2-[(1-methoxy-1-methylethoxy)methyl]cyclopropan

Conditions
ConditionsYield
With cetyltrimethylammonim bromide; triethylamine In dichloromethane at 20℃; for 48h; cyclocondensation;99%
Bromoform
75-25-2

Bromoform

(E)-1-(Trimethylsilyl)-2-nonene
63922-74-7

(E)-1-(Trimethylsilyl)-2-nonene

trans-1,1-dibromo-2-hexyl-3-(trimethylsilylmethyl)cyclopropane

trans-1,1-dibromo-2-hexyl-3-(trimethylsilylmethyl)cyclopropane

Conditions
ConditionsYield
With potassium tert-butylate In hexane at 0 - 20℃;99%
Bromoform
75-25-2

Bromoform

(E)-trimethyl(3-phenylallyl)silane
40595-34-4

(E)-trimethyl(3-phenylallyl)silane

trans-1,1-dibromo-2-phenyl-3-(trimethylsilylmethyl)cyclopropane

trans-1,1-dibromo-2-phenyl-3-(trimethylsilylmethyl)cyclopropane

Conditions
ConditionsYield
With potassium tert-butylate In hexane at 0 - 20℃;99%
Bromoform
75-25-2

Bromoform

2-methylhept-1-ene
15870-10-7

2-methylhept-1-ene

1,1-dibromo-2-methyl-2-pentyl-cyclopropane
197661-72-6

1,1-dibromo-2-methyl-2-pentyl-cyclopropane

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water at 40 - 45℃; for 22h; Inert atmosphere;99%
With sodium hydroxide; tetrabutylammomium bromide In water at 55℃; for 1h;
Bromoform
75-25-2

Bromoform

1-chloro-4-(1-methylethenyl)-benzene
1712-70-5

1-chloro-4-(1-methylethenyl)-benzene

1-chloro-4-(2,2-dibromo-1-methylcyclopropyl)benzene
1064000-89-0

1-chloro-4-(2,2-dibromo-1-methylcyclopropyl)benzene

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere;99%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere;99%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water at 40 - 45℃; for 22h; Inert atmosphere;93%
(E)-2-Hexen-1-ol
928-95-0

(E)-2-Hexen-1-ol

Bromoform
75-25-2

Bromoform

C7H12Br2O

C7H12Br2O

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water99%
Bromoform
75-25-2

Bromoform

1-methyl-2-vinyl-benzene
611-15-4

1-methyl-2-vinyl-benzene

1-(2,2-dibromocyclopropyl)-2-methylbenzene
132608-14-1

1-(2,2-dibromocyclopropyl)-2-methylbenzene

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere;99%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 50 - 60℃; for 2h;41%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 50 - 60℃; for 2h; Inert atmosphere;
Bromoform
75-25-2

Bromoform

4-(tert-butyldiphenylsilyloxy)hepta-1,6-diene
175164-50-8

4-(tert-butyldiphenylsilyloxy)hepta-1,6-diene

C22H26Br2OSi

C22H26Br2OSi

Conditions
ConditionsYield
Stage #1: 4-(tert-butyldiphenylsilyloxy)hepta-1,6-diene With Grubbs catalyst first generation In dichloromethane at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: Bromoform With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane for 6h; Inert atmosphere; Sonication;
99%
Bromoform
75-25-2

Bromoform

4-(vinyl-β,β-d2)-1,1'-biphenyl
57204-39-4

4-(vinyl-β,β-d2)-1,1'-biphenyl

4-(2,2-dibromocyclopropyl-3,3-d2)-1,1'-biphenyl

4-(2,2-dibromocyclopropyl-3,3-d2)-1,1'-biphenyl

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere;99%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 20 - 60℃; Inert atmosphere;99%
2,3-Dimethyl-2-butene
563-79-1

2,3-Dimethyl-2-butene

Bromoform
75-25-2

Bromoform

2,2,3,3-tetramethyl-1,1-dibromocyclopropane
22715-57-7

2,2,3,3-tetramethyl-1,1-dibromocyclopropane

Conditions
ConditionsYield
With potassium tert-butylate In n-heptane at -9 - 20℃; for 4h;98%
With potassium tert-butylate In pentane95%
With potassium tert-butylate In n-heptane at -10 - 20℃; Inert atmosphere; Industrial scale;76%
Bromoform
75-25-2

Bromoform

isobutene
115-11-7

isobutene

1,1-dibromo-2,2-dimethylcyclopropane
32264-50-9

1,1-dibromo-2,2-dimethylcyclopropane

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In ethanol; dichloromethane for 5h;98%
With potassium tert-butylate In tert-butyl alcohol; pentane at 0℃; for 14h;93%
With potassium tert-butylate at -25℃;91%
Bromoform
75-25-2

Bromoform

2,3-dimethyl-buta-1,3-diene
513-81-5

2,3-dimethyl-buta-1,3-diene

2,2,2',2'-tetrabromo-1,1'-dimethyl-1,1'-bicyclopropyl
62405-61-2

2,2,2',2'-tetrabromo-1,1'-dimethyl-1,1'-bicyclopropyl

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane for 1.5h; ultrasound treatment;98%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride 1.) 30 min, 0 deg C, 2.) 2 d, r.t.;63%
With sodium hydroxide35%
With potassium tert-butylate In pentane
Bromoform
75-25-2

Bromoform

3-methylenetetracyclo<3.2.0.02,7,04,6>heptane
38898-42-9

3-methylenetetracyclo<3.2.0.02,7,04,6>heptane

2,2-Dibromspiro2,7.04,6>heptan>
81787-72-6

2,2-Dibromspiro2,7.04,6>heptan>

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 40℃; for 4h;98%
With potassium tert-butylate In hexane at 0℃; for 0.75h;72%
Bromoform
75-25-2

Bromoform

4-(Methylthio)benzaldehyde
3446-89-7

4-(Methylthio)benzaldehyde

2-hydroxy-2-(4-methylthiophenyl)ethanoic acid
109086-16-0

2-hydroxy-2-(4-methylthiophenyl)ethanoic acid

Conditions
ConditionsYield
With sodium hydroxide; lithium bromide In 1,4-dioxane98%
With potassium hydroxide; lithium bromide In 1,4-dioxane; water 1.) 0 deg C, 18 h, 2.) 23 deg C, 24 h;7.6 g
Bromoform
75-25-2

Bromoform

cycloheptanone
502-42-1

cycloheptanone

1-hydroxycycloheptanecarboxylic acid
20920-03-0

1-hydroxycycloheptanecarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide for 1h; Ambient temperature;98%

75-25-2Relevant articles and documents

One-Pot Conversion of Methane to Light Olefins or Higher Hydrocarbons through H-SAPO-34-Catalyzed in Situ Halogenation

Batamack, Patrice T. D.,Mathew, Thomas,Prakash, G. K. Surya

, p. 18078 - 18083 (2017/12/26)

Methane was converted to light olefins (ethene and propene) or higher hydrocarbons in a continuous flow reactor below 375 °C over H-SAPO-34 catalyst via an in situ halogenation (chlorination/bromination) protocol. The reaction conditions can be efficiently tuned toward selective monohalogenation of methane to methyl halides or their in situ oligomerization to higher hydrocarbons. The presence of C5+ hydrocarbons in the reaction products clearly indicates that by using a properly engineered catalyst under optimized reaction conditions, hydrocarbons in the gasoline range can be produced. This approach has significant potential for feasible application in natural gas refining to gasoline and materials under moderate operational conditions.

Compounds and methods for the reduction of halogenated hydrocarbons

-

Page/Page column 21-22, (2017/12/27)

The present application relates to methods for the reduction of halogenated hydrocarbons using compounds of Formula (I): wherein the reduction of the halogenated compounds is carried out, for example, under ambient conditions without the need for a transition metal containing co-factor. The present application also relates to methods of recovering precious metals using compounds of Formula (I) that are absorbed onto a support material.

Bromination of hydrocarbons with CBr4, initiated by light-emitting diode irradiation

Nishina, Yuta,Ohtani, Bunsho,Kikushima, Kotaro

, p. 1663 - 1667 (2013/10/22)

The bromination of hydrocarbons with CBr4 as a bromine source, induced by light-emitting diode (LED) irradiation, has been developed. Monobromides were synthesized with high efficiency without the need for any additives, catalysts, heating, or inert conditions. Action and absorption spectra suggest that CBr4 absorbs light to give active species for the bromination. The generation of CHBr3 was confirmed by NMR spectroscopy and GC-MS spectrometry analysis, indicating that the present bromination involves the homolytic cleavage of a C-Br bond in CBr4 followed by radical abstraction of a hydrogen atom from a hydrocarbon.

The selective high-yield conversion of methane using iodine-catalyzed methane bromination

Ding, Kunlun,Metiu, Horia,Stucky, Galen D.

, p. 474 - 477 (2013/08/25)

Methyl bromide is used as feed in a process that converts it to gasoline. It is prepared by the gas-phase reaction of CH4 with Br2, a reaction that produces, besides the desired CH3Br, large amounts of CH2Br2. The latter cokes the catalyst used for gasoline production. The separation of CH2Br2 by distillation makes gasoline production too expensive. It is therefore important to increase the selectivity of the bromination reaction. We show that a small amount of I 2 catalyzes the reaction CH2Br2 + CH 4 → 2CH3Br, which leads to higher CH4 conversion and higher selectivity to CH3Br. These findings are promising for developing a low-cost integrated bromine-iodine based dual-halogen pathway to convert stranded natural gas into fuels and chemicals.

PROCESS FOR THE PREPARATION OF 3-HYDROXY-3-METHYLBUTYRIC ACID OR ITS CALCIUM SALTS

-

Page/Page column 29, (2012/11/06)

A new process for preparing calcium salts of 3-hydroxy-3-methylbutyric acid is described. Lactones obtained from ketene and acetone are hydrolyzed in selective and scalable manners. The 3-hydroxy-3-methylbutyric acid or its calcium salts are useful in preparations for inhibiting protein depletion or as immuno-stimulating feedstuff additives for mammals.

Effects of silyl substituents on the palladium-catalyzed asymmetric synthesis of axially chiral (allenylmethyl)silanes and their S E2′ chirality transfer reactions

Ogasawara, Masamichi,Ge, Yonghui,Okada, Atsushi,Takahashi, Tamotsu

experimental part, p. 1656 - 1663 (2012/04/23)

A series of axially chiral 4-substituted-1-silyl-2,3-butadienes [(allenylmethyl)silanes] were synthesized from 3-bromo-5-silylpenta-1,3-dienes by a Pd-catalyzed asymmetric reaction with a soft nucleophile. The optically active (allenylmethyl)silanes react with an acetal in the presence of TiCl 4 to give the enantiomerically enriched 1,3-diene derivatives through an SE2′ pathway. Effects of the silyl groups on the enantioselectivity of the asymmetric allene synthesis and the subsequent S E2′ chirality transfer reaction were studied. It was found that as the steric bulk of the silyl groups in the 3-bromo-5-silylpenta-1,3-dienes was increased from -SiMe3 to -SiiPr3, the enantioselectivity of the two enantioselective processes also improved.

AN INTEGRATED PROCESS TO COPRODUCE AROMATIC HYDROCARBONS AND ETHYLENE AND PROPYLENE

-

Page/Page column 20, (2010/04/28)

An integrated process for producing aromatic hydrocarbons and ethylene and/or propylene and optionally other lower olefins from low molecular weight hydrocarbons, preferably methane, which comprises: (a) contacting at least one low molecular weight alkane, preferably methane, with a halogen, preferably bromine. under process conditions sufficient to produce a monohaloalkane, preferably monobromomethane, (b) reacting the monohaloalkane in the presence of a coupling catalyst to produce aromatic hydrocarbons and C2+ alkanes, (c) separating the aromatic hydrocarbons from the product mixture of step (b) to produce aromatic hydrocarbons, and (d) cracking at least part of the C2+ alkanes in an alkane cracking system to produce ethylene and/or propylene and optionally other lower olefins.

INTEGRATED PROCESS TO COPRODUCE AROMATIC HYDROCARBONS AND ETHYLENE AND PROPYLENE

-

Page/Page column 8, (2010/09/18)

An integrated process for producing aromatic hydrocarbons and ethylene and/or propylene and optionally other lower olefins from low molecular weight hydrocarbons, preferably methane, which comprises: (a) contacting one or more low molecular weight alkanes, preferably methane, with a halogen, preferably bromine, under process conditions sufficient to produce a monohaloalkane, preferably monobromomethane, (b) reacting a first portion of the monohaloalkane in the presence of a coupling catalyst under process conditions sufficient to produce aromatic hydrocarbons and C2-5 alkanes, (c) separating the aromatic hydrocarbons from the product mixture of step (b) to produce aromatic hydrocarbons, (d) reacting a second portion of the monohaloalkane in the presence of a coupling catalyst under process conditions sufficient to produce ethylene and/or propylene.

Effects of bromide on the formation of THMs and HAAs

Chang,Lin,Chiang

, p. 1029 - 1034 (2007/10/03)

The role of bromide in the formation and speciation of disinfection by-products (DBPs) during chlorination was investigated. The molar ratio of applied chlorine to bromide is an important factor in the formation and speciation of trihalomethanes (THMs) and halogenacetic acids (HAAs). A good relationship exists between the molar fractions of THMs and the bromide incorporation factor. The halogen substitution ability of HOBr and HOCl during the formation of THMs and HAAs can be determined based on probability theory. The formation of HAAs, and their respective concentrations, can also be estimated through use of the developed model.

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