Product Name

  • Name

    Carbon tetrabromide

  • EINECS 209-189-6
  • CAS No. 558-13-4
  • Article Data96
  • CAS DataBase
  • Density 3.39 g/cm3
  • Solubility Insoluble in water
  • Melting Point 88-90 °C(lit.)
  • Formula CBr4
  • Boiling Point 181.235 °C at 760 mmHg
  • Molecular Weight 331.627
  • Flash Point 65.413 °C
  • Transport Information UN 2516 6.1/PG 3
  • Appearance colorless crystalline solid
  • Safety 26-36-45-27-24-61
  • Risk Codes 37/38-41-36-26-52/53
  • Molecular Structure Molecular Structure of 558-13-4 (Carbon tetrabromide)
  • Hazard Symbols VeryT+,IrritantXi,DangerousN
  • Synonyms Carbontetrabromide (8CI);Carbon bromide (CBr4);Methane tetrabromide;NSC 6179;Tetrabromomethane;
  • PSA 0.00000
  • LogP 3.17730

Synthetic route

2,3-Dimethyl-2-butene
563-79-1

2,3-Dimethyl-2-butene

dibromodifluoromethane
75-61-6

dibromodifluoromethane

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

1,1-difluoro-2,2,3,3-tetramethylcyclopropane
823-25-6

1,1-difluoro-2,2,3,3-tetramethylcyclopropane

Conditions
ConditionsYield
With potassium hydroxide; 1,2-dibromomethane; tetra(n-butyl)ammonium hydrogensulfate at 18 - 20℃; for 27h; Product distribution; Mechanism; other alkenes;A n/a
B 70%
Vinyl bromide
593-60-2

Vinyl bromide

Bromoform
75-25-2

Bromoform

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

1,1,2-tribromocyclopropane
178425-55-3

1,1,2-tribromocyclopropane

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 0℃;A 5%
B 30%
Bromoform
75-25-2

Bromoform

A

dibromoiodomethane
593-94-2

dibromoiodomethane

B

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With potassium hydroxide; 18-crown-6 ether; sodium iodide In dichloromethane; water at 0℃; for 48h; Iodination; substitution; Title compound not separated from byproducts;A 20%
B 7%
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%
carbon disulfide
75-15-0

carbon disulfide

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With bromine at 180 - 200℃;
With bromine; iodine(I) bromide at 150℃;
With bromine; antimony(III) bromide at 150℃; an Stelle von Antimontribromid koennen auch andere Bromide z.B. des Wismuts,Arsens,Goldes verwendet werden;
With aluminium trichloride; bromine
tetrachloromethane
56-23-5

tetrachloromethane

A

chlorotribromomethane
594-15-0

chlorotribromomethane

B

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With aluminum tri-bromide at 0℃;
tetrachloromethane
56-23-5

tetrachloromethane

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With ethyl bromide; aluminum tri-bromide
With aluminum tri-bromide at 100℃;
With aluminium trichloride; hydrogen bromide
With ethyl bromide; aluminum tri-bromide
ethanol
64-17-5

ethanol

A

bromal
115-17-3

bromal

B

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With bromine
i-Amyl alcohol
123-51-3

i-Amyl alcohol

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With bromine
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With bromine
Bromoform
75-25-2

Bromoform

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With hypobromite
With potassium hydroxide; bromine und Stehenlassen an der Sonne;
With bromine; iodine(I) bromide at 150 - 160℃;
With bromine; antimony(III) bromide at 150 - 160℃;
With sodium hydroxide; bromine
carbon tetraiodide
507-25-5

carbon tetraiodide

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With bromine
bromopicrin
464-10-8

bromopicrin

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With bromine; antimony(III) bromide
bis-tribromomethyl trisulfide
116277-70-4

bis-tribromomethyl trisulfide

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
ueber den Schmelzpunkt;
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

2,4,6-trimethyl-3-tribromoacetyl-benzoic acid
859192-95-3

2,4,6-trimethyl-3-tribromoacetyl-benzoic acid

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

2,4,6-trimethyl-isophthalic acid
85190-53-0

2,4,6-trimethyl-isophthalic acid

C

3-dibromoacetyl-2,4,6-trimethyl-benzoic acid

3-dibromoacetyl-2,4,6-trimethyl-benzoic acid

2,4,6-Trinitrophenol
88-89-1

2,4,6-Trinitrophenol

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

bromopicrin
464-10-8

bromopicrin

Conditions
ConditionsYield
With water; bromine am Sonnenlicht;
With bromine; sodium carbonate am Sonnenlicht;
acetone
67-64-1

acetone

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With hypobromite
With sodium hydroxide; water; bromine
With sodium hydroxide; bromine
phenol
108-95-2

phenol

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With bromine statt Phenole auch mit Zuckerarten,ungesaettigte Saeuren,Alkaloiden usw.;
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;
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

CH2Br2*Br
150714-78-6

CH2Br2*Br

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

C9H12O3(1+)*Br(1-)

C9H12O3(1+)*Br(1-)

Conditions
ConditionsYield
In neat (no solvent) at 22℃; Rate constant; Irradiation;
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

CBr4*Br
144616-69-3

CBr4*Br

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

C9H12O3(1+)*Br(1-)

C9H12O3(1+)*Br(1-)

Conditions
ConditionsYield
In cyclohexane at 22℃; Rate constant; Irradiation;
Bromotrichloromethane
75-62-7

Bromotrichloromethane

A

tetrachloromethane
56-23-5

tetrachloromethane

B

dibromodichloromethane
594-18-3

dibromodichloromethane

C

chlorotribromomethane
594-15-0

chlorotribromomethane

D

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
With chloroform; tetranormalbutyl ammonium fluoride for 0.166667h; Product distribution; Mechanism; Ambient temperature; without CHCl3 but add of acidic acceptor; equilibrium; products determined by GC-MS;
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;
Hexamethylbenzene
87-85-4

Hexamethylbenzene

CBr4*Br
144616-69-3

CBr4*Br

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

pentamethylbenzyl radical
19121-64-3

pentamethylbenzyl radical

Conditions
ConditionsYield
In cyclohexane at 22℃; Rate constant; Irradiation;
N,N-diphenylaminobenzene
603-34-9

N,N-diphenylaminobenzene

CBr4*Br
144616-69-3

CBr4*Br

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

C18H15N(1+)*Br(1-)
52301-45-8

C18H15N(1+)*Br(1-)

Conditions
ConditionsYield
In cyclohexane at 22℃; Rate constant; Irradiation;
CBr4*Br
144616-69-3

CBr4*Br

4-methoxy-phenol
150-76-5

4-methoxy-phenol

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

C7H8O2(1+)*Br(1-)

C7H8O2(1+)*Br(1-)

Conditions
ConditionsYield
In cyclohexane at 22℃; Rate constant; Irradiation;
CBr4*Br
144616-69-3

CBr4*Br

cyclohexene
110-83-8

cyclohexene

A

carbon tetrabromide
558-13-4

carbon tetrabromide

B

cyclohexen-3-yl radical
7493-04-1

cyclohexen-3-yl radical

Conditions
ConditionsYield
In cyclohexane at 22℃; Rate constant; Irradiation;
1-methyl-octahydro-pyrano[3,4-c]pyridin-3-one

1-methyl-octahydro-pyrano[3,4-c]pyridin-3-one

alkaline sodium hypobromite solution

alkaline sodium hypobromite solution

carbon tetrabromide
558-13-4

carbon tetrabromide

bromine
7726-95-6

bromine

terpenylic acid
116-51-8, 26754-48-3

terpenylic acid

alkali

alkali

carbon tetrabromide
558-13-4

carbon tetrabromide

Conditions
ConditionsYield
inactive terpenylic acid;
carbon tetrabromide
558-13-4

carbon tetrabromide

4-(4-fluorophenyl)-2-(1-methylethyl)-6-phenyl-3-pyridinecarboxaldehyde
128108-47-4

4-(4-fluorophenyl)-2-(1-methylethyl)-6-phenyl-3-pyridinecarboxaldehyde

1,1-Dibromo-2-(4-(4-fluorophenyl)-2-(1-methylethyl)-6-phenylpyridin-3-yl)ethene
129122-41-4

1,1-Dibromo-2-(4-(4-fluorophenyl)-2-(1-methylethyl)-6-phenylpyridin-3-yl)ethene

Conditions
ConditionsYield
With sodium hydrogencarbonate; triphenylphosphine; SiO2 In hexane; dichloromethane100%
With triphenylphosphine In dichloromethane for 0.416667h; Ambient temperature; Yield given;
With triphenylphosphine In dichloromethane13.0 g (68%)
carbon tetrabromide
558-13-4

carbon tetrabromide

(2R,3S,6S)-6-<(2R,5R,6S)-5-ethyl-5-methoxymethoxy-6-methyltetrahydropyran-2-yl>-3,6-bismethoxymethoxy-2-(tetrahydropyran-2-yloxy)heptanal
126394-04-5

(2R,3S,6S)-6-<(2R,5R,6S)-5-ethyl-5-methoxymethoxy-6-methyltetrahydropyran-2-yl>-3,6-bismethoxymethoxy-2-(tetrahydropyran-2-yloxy)heptanal

(3R,4S,7S)-1,1-dibromo-7-<(2R,5R,6S)-5-ethyl-5-methoxymethoxy-6-methyltetrahydropyran-2-yl>-4,7-bismethoxymethoxy-3-(tetrahydropyran-2-yloxy)oct-1-ene
126394-05-6

(3R,4S,7S)-1,1-dibromo-7-<(2R,5R,6S)-5-ethyl-5-methoxymethoxy-6-methyltetrahydropyran-2-yl>-4,7-bismethoxymethoxy-3-(tetrahydropyran-2-yloxy)oct-1-ene

Conditions
ConditionsYield
With triphenylphosphine; zinc In dichloromethane for 18h; Ambient temperature;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

1-(2,2-dibromovinyl)-4-methylbenzene
60512-56-3

1-(2,2-dibromovinyl)-4-methylbenzene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 4-methyl-benzaldehyde In dichloromethane at 0℃; for 2h; Inert atmosphere;
100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 4-methyl-benzaldehyde In dichloromethane at 0℃; for 2h; Inert atmosphere;
100%
With triphenylphosphine In dichloromethane at 0℃; for 0.5h;98%
carbon tetrabromide
558-13-4

carbon tetrabromide

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

1-(2,2-dibromovinyl)-4-methoxybenzene
60512-57-4

1-(2,2-dibromovinyl)-4-methoxybenzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0℃; for 3.25h;100%
With triphenylphosphine In dichloromethane at 0℃; for 0.666667h;100%
With triphenylphosphine In dichloromethane at 0℃; for 2.25h;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

1,1-dibromo-2-(3-methoxyphenyl)ethene
253684-23-0

1,1-dibromo-2-(3-methoxyphenyl)ethene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane100%
With triphenylphosphine In dichloromethane at 0℃; for 5.25h; Inert atmosphere;96%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 3-methoxy-benzaldehyde In dichloromethane at 0℃; for 1.08333h; Inert atmosphere;
94%
carbon tetrabromide
558-13-4

carbon tetrabromide

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde
22323-80-4

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

(R)-(+)-4-(2,2-Dibromoethenyl)-2,2-dimethyl-1,3-dioxolane
56017-84-6

(R)-(+)-4-(2,2-Dibromoethenyl)-2,2-dimethyl-1,3-dioxolane

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.75h;
Stage #2: (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde In dichloromethane at 0 - 20℃;
100%
Stage #1: carbon tetrabromide With triphenylphosphine; zinc In dichloromethane at 0℃; for 48h; Corey-Fuchs reaction;
Stage #2: (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde In dichloromethane for 2h; Further stages.;
61%
With triphenylphosphine In dichloromethane 0 deg C to room temp.;
carbon tetrabromide
558-13-4

carbon tetrabromide

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

1,1-dibromo-2-cyclohexylethene
60754-49-6

1,1-dibromo-2-cyclohexylethene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0℃; for 1.5h;100%
With triphenylphosphine In dichloromethane for 16h; Heating;98%
With triphenylphosphine92%
carbon tetrabromide
558-13-4

carbon tetrabromide

1,5-bis-triisopropylsilanylpenta-1,4-diyn-3-one
142761-85-1

1,5-bis-triisopropylsilanylpenta-1,4-diyn-3-one

(3-(dibromomethylene)penta-1,4-diyne-1,5-diyl)bis(triisopropylsilane)
142761-86-2

(3-(dibromomethylene)penta-1,4-diyne-1,5-diyl)bis(triisopropylsilane)

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 25℃;100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 1,5-bis-triisopropylsilanylpenta-1,4-diyn-3-one In dichloromethane at 0 - 23℃; for 1h; Inert atmosphere;
84%
With triphenylphosphine 1.) CH2Cl2, 0 deg C, 40 min, 2.) CH2Cl2, 0 deg C, 2 h; Yield given. Multistep reaction;
carbon tetrabromide
558-13-4

carbon tetrabromide

3,3-dimethyl acrylaldehyde
107-86-8

3,3-dimethyl acrylaldehyde

1,1-dibromo-4-methyl-1,3-pentadiene
64305-70-0

1,1-dibromo-4-methyl-1,3-pentadiene

Conditions
ConditionsYield
With triphenylphosphine; zinc In dichloromethane at 20℃;100%
Stage #1: carbon tetrabromide With triphenylphosphine; zinc In dichloromethane at 0 - 20℃;
Stage #2: 3,3-dimethyl acrylaldehyde In dichloromethane at 20℃; for 2h;
100%
Stage #1: carbon tetrabromide With triphenylphosphine; zinc In dichloromethane at 20℃; for 24h;
Stage #2: 3,3-dimethyl acrylaldehyde In dichloromethane at 20℃; for 2h;
100%
carbon tetrabromide
558-13-4

carbon tetrabromide

3,5-dimethoxybenzaldehdye
7311-34-4

3,5-dimethoxybenzaldehdye

1-(2,2-dibromoethen-1-yl)-3,5-dimethoxybenzene
205746-51-6

1-(2,2-dibromoethen-1-yl)-3,5-dimethoxybenzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0℃; for 2h; Inert atmosphere;100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: 3,5-dimethoxybenzaldehdye In dichloromethane Inert atmosphere; Schlenk technique;
97%
With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h;96.4%
carbon tetrabromide
558-13-4

carbon tetrabromide

ortho-bromobenzaldehyde
6630-33-7

ortho-bromobenzaldehyde

1-bromo-2-(2,2-dibromovinyl)benzene
213599-19-0

1-bromo-2-(2,2-dibromovinyl)benzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.333333h; Inert atmosphere;100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Wittig reaction;
Stage #2: ortho-bromobenzaldehyde In dichloromethane at 0 - 20℃;
97%
With triphenylphosphine In dichloromethane at 0 - 20℃; Inert atmosphere;97%
carbon tetrabromide
558-13-4

carbon tetrabromide

((Z)-(2S,3S,8R,9R)-8-Bromo-3-chloro-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-acetaldehyde
239121-18-7

((Z)-(2S,3S,8R,9R)-8-Bromo-3-chloro-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl)-acetaldehyde

(Z)-(2R,3R,8S,9S)-3-Bromo-8-chloro-9-(3,3-dibromo-allyl)-2-ethyl-2,3,4,7,8,9-hexahydro-oxonine

(Z)-(2R,3R,8S,9S)-3-Bromo-8-chloro-9-(3,3-dibromo-allyl)-2-ethyl-2,3,4,7,8,9-hexahydro-oxonine

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0℃; for 0.5h; olefination;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

1,1-Dibromo-2-(3',4',5'-trimethoxyphenyl)ethene
77295-62-6

1,1-Dibromo-2-(3',4',5'-trimethoxyphenyl)ethene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.25h; Corey-Fuchs homologation;
Stage #2: 3,4,5-trimethoxy-benzaldehyde In dichloromethane at 0℃; for 0.0833333h; Corey-Fuchs homologation;
100%
With triphenylphosphine In dichloromethane at 25℃; for 16h;99%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: 3,4,5-trimethoxy-benzaldehyde In dichloromethane Inert atmosphere; Schlenk technique;
94%
carbon tetrabromide
558-13-4

carbon tetrabromide

O-isopropylisovanillin
34123-66-5

O-isopropylisovanillin

β,β-dibromo-3-isopropoxy-4-methoxystyrene
215715-43-8

β,β-dibromo-3-isopropoxy-4-methoxystyrene

Conditions
ConditionsYield
With triphenylphosphine; zinc In dichloromethane at 0 - 20℃; Inert atmosphere;100%
Stage #1: carbon tetrabromide With triphenylphosphine; zinc In dichloromethane at 18℃; for 22h; complexation;
Stage #2: O-isopropylisovanillin In dichloromethane at 18℃; for 1h; Corey-Fuchs olefination;
99%
With triphenylphosphine; zinc In dichloromethane at 20℃; for 4h;93%
With triphenylphosphine; zinc In dichloromethane
With triphenylphosphine; zinc In dichloromethane at 20℃; for 1h; Corey-Fuchs Alkyne Synthesis;
carbon tetrabromide
558-13-4

carbon tetrabromide

2,5-bis(octyloxy)-4-[(triisopropylsilyl)ethynyl]benzaldehyde
350230-73-8

2,5-bis(octyloxy)-4-[(triisopropylsilyl)ethynyl]benzaldehyde

{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}triisopropylsilane
350230-74-9

{[4-(2,2-dibromoethenyl)-2,5-bis(octyloxy)phenyl]ethynyl}triisopropylsilane

Conditions
ConditionsYield
With triphenylphosphine; zinc In dichloromethane at 0 - 20℃; for 13h;100%
With triphenylphosphine; zinc In dichloromethane at 0 - 20℃; for 12h; Corey-Fuchs reaction;99%
carbon tetrabromide
558-13-4

carbon tetrabromide

(1S,5R)-1-formylbicyclo[3.1.0]hexan-2-one
406457-39-4

(1S,5R)-1-formylbicyclo[3.1.0]hexan-2-one

(1S,5R)-1-(2',2'-dibromovinyl)bicyclo[3.1.0]hexan-2-one
406457-42-9

(1S,5R)-1-(2',2'-dibromovinyl)bicyclo[3.1.0]hexan-2-one

Conditions
ConditionsYield
With triphenylphosphine; zinc In dichloromethane at 0℃; for 1.5h;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

1,1-dibromo-2-(2-methylphenyl)ethene
104464-03-1

1,1-dibromo-2-(2-methylphenyl)ethene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 1h; Inert atmosphere;
Stage #2: 2-methylphenyl aldehyde In dichloromethane at 0 - 20℃; Inert atmosphere;
100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 2-methylphenyl aldehyde In dichloromethane at 20℃; for 1h; Inert atmosphere;
98%
With triphenylphosphine In dichloromethane at 0℃; for 0.5h;91%
carbon tetrabromide
558-13-4

carbon tetrabromide

1-naphthaldehyde
66-77-3

1-naphthaldehyde

1-(2,2-dibromovinyl)naphthalene
77295-63-7

1-(2,2-dibromovinyl)naphthalene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 1-naphthaldehyde In dichloromethane at 20℃; for 1h; Inert atmosphere;
100%
With triphenylphosphine In dichloromethane at 0℃; for 2h; Inert atmosphere;88%
With triphenylphosphine In dichloromethane at 0℃; Inert atmosphere;75%
3’,5'-dimethyl-[1,1’]-biphenyl-2-carbaldehyde
445262-63-5

3’,5'-dimethyl-[1,1’]-biphenyl-2-carbaldehyde

carbon tetrabromide
558-13-4

carbon tetrabromide

2-(2,2-dibromovinyl)-3',5'-dimethyl-1,1'-biphenyl
445262-66-8

2-(2,2-dibromovinyl)-3',5'-dimethyl-1,1'-biphenyl

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.166667h;
Stage #2: 3’,5'-dimethyl-[1,1’]-biphenyl-2-carbaldehyde In dichloromethane at 0℃; for 1h;
100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.166667h;
Stage #2: 3’,5'-dimethyl-[1,1’]-biphenyl-2-carbaldehyde In dichloromethane at 0℃; for 1h; Further stages.;
100%
With triisopropyl phosphite In dichloromethane at 0℃; for 3.5h;97%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 3’,5'-dimethyl-[1,1’]-biphenyl-2-carbaldehyde In dichloromethane at 0℃; Inert atmosphere;
88%
carbon tetrabromide
558-13-4

carbon tetrabromide

2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1-(2,2-dibromovinyl)-2,3,4-trimethoxybenzene
849186-15-8

1-(2,2-dibromovinyl)-2,3,4-trimethoxybenzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane100%
C48H42O6
863647-14-7

C48H42O6

carbon tetrabromide
558-13-4

carbon tetrabromide

C54H42Br12

C54H42Br12

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine; zinc In dichloromethane at 25℃;
Stage #2: C48H42O6 In dichloromethane at 25℃; for 72h; Corey-Fuchs reaction;
100%
carbon tetrabromide
558-13-4

carbon tetrabromide

(M)-1,12-dimethylbenzo[c]phenanthrene-5,8-dicarbaldehyde

(M)-1,12-dimethylbenzo[c]phenanthrene-5,8-dicarbaldehyde

(M)-5,8-bis(2,2-dibromoethenyl)-1,12-dimethylbenzo[c]phenanthrene

(M)-5,8-bis(2,2-dibromoethenyl)-1,12-dimethylbenzo[c]phenanthrene

Conditions
ConditionsYield
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0℃; for 0.75h;
Stage #2: (M)-1,12-dimethylbenzo[c]phenanthrene-5,8-dicarbaldehyde In dichloromethane for 3.5h; Further stages.;
100%
1,16-bis(4-tert-butyl-2-formylphenyloxy)hexadecane
887369-02-0

1,16-bis(4-tert-butyl-2-formylphenyloxy)hexadecane

carbon tetrabromide
558-13-4

carbon tetrabromide

1,16-bis[4-tert-butyl-2-(2,2-dibromoethenyl)phenyloxy]hexadecane
887369-08-6

1,16-bis[4-tert-butyl-2-(2,2-dibromoethenyl)phenyloxy]hexadecane

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0℃; for 0.333333h; Corey-Fuchs olefination;100%
(R)-2-((S)-3-Chloro-1-methyl-propyl)-pent-4-enal

(R)-2-((S)-3-Chloro-1-methyl-propyl)-pent-4-enal

carbon tetrabromide
558-13-4

carbon tetrabromide

(4S,5R)-7-Chloro-4-(2,2-dibromo-vinyl)-5-methyl-hept-1-ene

(4S,5R)-7-Chloro-4-(2,2-dibromo-vinyl)-5-methyl-hept-1-ene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0℃; for 0.333333h;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

(R)-4,4',6,6'-tetra[(1H,1H,2H,2H-heptadecafluorodecyl)(dimethyl)silyl]-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl

(R)-4,4',6,6'-tetra[(1H,1H,2H,2H-heptadecafluorodecyl)(dimethyl)silyl]-2,2'-bis(hydroxymethyl)-1,1'-binaphthyl

(R)-4,4',6,6'-tetra[(1H,1H,2H,2H-heptadecafluorodecyl)(dimethyl)silyl]-2,2'-bis(bromomethyl)-1,1'-binaphthyl

(R)-4,4',6,6'-tetra[(1H,1H,2H,2H-heptadecafluorodecyl)(dimethyl)silyl]-2,2'-bis(bromomethyl)-1,1'-binaphthyl

Conditions
ConditionsYield
With triphenylphosphine In tetrahydrofuran at 20℃; for 4h;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 4-(dibromomethylidene)piperidine-1-carboxylate
305794-65-4

tert-butyl 4-(dibromomethylidene)piperidine-1-carboxylate

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0 - 20℃; for 72h; Inert atmosphere;100%
With triphenylphosphine In acetonitrile at 0 - 25℃; for 2.25h;56%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃; for 0.5h;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 20℃;
Stage #2: N-tert-butyloxycarbonylpiperidin-4-one In dichloromethane at -78 - 20℃;
(Z)-3-(4-bromophenyl)-3-iodoprop-2-en-1-ol
452296-51-4

(Z)-3-(4-bromophenyl)-3-iodoprop-2-en-1-ol

carbon tetrabromide
558-13-4

carbon tetrabromide

1-bromo-4-((Z)-3-bromo-1-iodopropenyl)benzene
869209-22-3

1-bromo-4-((Z)-3-bromo-1-iodopropenyl)benzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane at 0 - 20℃;100%
carbon tetrabromide
558-13-4

carbon tetrabromide

3-Fluorobenzaldehyde
456-48-4

3-Fluorobenzaldehyde

1-(2,2-Dibromo-vinyl)-3-fluoro-benzene
221148-37-4

1-(2,2-Dibromo-vinyl)-3-fluoro-benzene

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 10℃; for 1h;
Stage #2: 3-Fluorobenzaldehyde In dichloromethane at 0℃; for 1h;
100%
Stage #1: carbon tetrabromide With triphenylphosphine In dichloromethane at 0 - 10℃; for 1.05h;
Stage #2: 3-Fluorobenzaldehyde In dichloromethane at 0℃; for 1h;
100%
carbon tetrabromide
558-13-4

carbon tetrabromide

2-(3-fluorophenyl)ethanol
52059-53-7

2-(3-fluorophenyl)ethanol

1-(2-bromoethyl)-3-fluorobenzene
25017-13-4

1-(2-bromoethyl)-3-fluorobenzene

Conditions
ConditionsYield
With triphenylphosphine In diethyl ether100%
carbon tetrabromide
558-13-4

carbon tetrabromide

4-phenyl-butan-1-ol
3360-41-6

4-phenyl-butan-1-ol

1-Bromo-4-phenylbutane
13633-25-5

1-Bromo-4-phenylbutane

Conditions
ConditionsYield
With triphenylphosphine In dichloromethane; hexane-diethyl ether100%

Carbon tetrabromide Consensus Reports

Reported in EPA TSCA Inventory.

Carbon tetrabromide Standards and Recommendations

OSHA PEL: TWA 0.1 ppm; STEL 0.3 ppm
ACGIH TLV: TWA 0.1 ppm; STEL 0.3 ppm
DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

Carbon tetrabromide Specification

The Tetrabromomethane, with the CAS registry number 558-13-4, is also known as Methane, tetrabromo-. It belongs to the product categories of Aromatic Hydrocarbons (substituted) & Derivatives; Organics. Its EINECS registry number is 209-189-6. This chemical's molecular formula is CBr4 and molecular weight is 331.6267. Its IUPAC name is called tetrabromomethane.

Physical properties of Tetrabromomethane: (1)ACD/LogP: 3.54; (2)ACD/LogD (pH 5.5): 3.544; (3)ACD/LogD (pH 7.4): 3.544; (4)ACD/BCF (pH 5.5): 290.626; (5)ACD/BCF (pH 7.4): 290.626; (6)ACD/KOC (pH 5.5): 2017.72; (7)ACD/KOC (pH 7.4): 2017.72; (8)Index of Refraction: 1.694; (9)Molar Refractivity: 37.575 cm3; (10)Molar Volume: 97.817 cm3; (11)Surface Tension: 63.004 dyne/cm; (12)Density: 3.39 g/cm3; (13)Flash Point: 65.413 °C; (14)Enthalpy of Vaporization: 40.038 kJ/mol; (15)Boiling Point: 181.235 °C at 760 mmHg; (16)Vapour Pressure: 1.17 mmHg at 25°C.

Preparation: this chemical can be prepared by CCl4 and AlBr3.

Uses of Tetrabromomethane: It is used as a solvent for greases, waxes and oils, in plastic and rubber industry for blowing and vulcanization, further for polymerization, as a sedative and as an intermediate in manufacturing agrochemicals. Due to its non-flammability it is used as an ingredient in fire resistant chemicals. It is also used for separating minerals because of its high density.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It may present an immediate or delayed danger to one or more components of the environment. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(Br)(Br)(Br)Br
(2)InChI: InChI=1S/CBr4/c2-1(3,4)5
(3)InChIKey: HJUGFYREWKUQJT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01612,
mouse LD50 subcutaneous 298mg/kg (298mg/kg)   Toxicology and Applied Pharmacology. Vol. 4, Pg. 354, 1962.