Carbon tetrabromide
- CAS No.
- 558-13-4
- Chemical Name:
- Carbon tetrabromide
- Synonyms
- CBr4;TETRABROMOMETHANE;PERBROMOMETHANE;TETRABROMOETHANE;carbonbromide;TetrabroMoMeth;Carbon bromide;bromiduhlicity;Bromid uhlicity;Tetrabrommethan
- CBNumber:
- CB7853830
- Molecular Formula:
- CBr4
- Molecular Weight:
- 331.63
- MOL File:
- 558-13-4.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/1/27 9:38:02
| Melting point | 88-90 °C(lit.) |
|---|---|
| Boiling point | 190 °C(lit.) |
| Density | 3,42 g/cm3 |
| vapor pressure | 40 mm Hg ( 96 °C) |
| refractive index | 1.5942 |
| Flash point | 190°C |
| storage temp. | Store below +30°C. |
| solubility | soluble in Chloroform |
| form | Crystalline Solid |
| color | White to off-white |
| Water Solubility | insoluble |
| BRN | 1732799 |
| Dielectric constant | 7（22.0℃） |
| Exposure limits |
ACGIH: TWA 0.1 ppm; STEL 0.3 ppm NIOSH: TWA 0.1 ppm(1.4 mg/m3); STEL 0.3 ppm(4 mg/m3) |
| CAS DataBase Reference | 558-13-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Carbon tetrabromide(558-13-4) |
| EPA Substance Registry System | Carbon tetrabromide (558-13-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H315-H318-H335 | |||||||||
| Precautionary statements | P261-P264-P280-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi,T+,N,Xn | |||||||||
| Risk Statements | 37/38-41-36-26-52/53-22 | |||||||||
| Safety Statements | 26-36-45-27-24-61 | |||||||||
| RIDADR | UN 2516 6.1/PG 3 | |||||||||
| OEB | B | |||||||||
| OEL | TWA: 0.1 ppm (1.4 mg/m3), STEL: 0.3 ppm (4 mg/m3) | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | FG4725000 | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29033036 | |||||||||
| Hazardous Substances Data | 558-13-4(Hazardous Substances Data) | |||||||||
| NFPA 704 |
|
Carbon tetrabromide price More Price(8)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | C11081 | Tetrabromomethane ReagentPlus?, 99% | 558-13-4 | 5G | ₹2695.43 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C11081 | Tetrabromomethane ReagentPlus?, 99% | 558-13-4 | 100G | ₹4384.13 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C11081 | Tetrabromomethane ReagentPlus?, 99% | 558-13-4 | 500G | ₹17720.53 | 2022-06-14 | Buy |
| TCI Chemicals (India) | T0038 | Carbon Tetrabromide min. 99.0 % | 558-13-4 | 25G | ₹1600 | 2022-05-26 | Buy |
| TCI Chemicals (India) | T0038 | Carbon Tetrabromide min. 99.0 % | 558-13-4 | 100G | ₹4700 | 2022-05-26 | Buy |
Carbon tetrabromide Chemical Properties,Uses,Production
Description
Carbon tetrabromide is considered a highly toxic chemical, may be fatal if inhaled, swallowed, or absorbed through skin. It is metabolized in vitro to produce carbon monoxide but the in vivo significance has not been established. Under anaerobic reducing conditions it forms complexes with ferrous cytochrome P450. Carbon monoxide is detected as a metabolic product of the interaction. Carbon tetrabromide’s production and use in organic syntheses may result in its release to the environment through various waste streams. Carbon tetrabromide has been isolated from red algae, Asparagopsis toxiformis, found in the ocean near Hawaii. It was detected in water from treated chlorinated seawater used for drinking at oil platforms. Occupational exposure to carbon tetrabromide may occur through inhalation and dermal contact with this compound at workplaces where it is produced or used. The general population may be exposed to carbon tetrabromide via ingestion of drinking water. Acute exposures to high concentrations may cause upper respiratory tract irritation and injury to lungs, liver (hepatotoxicity) and kidneys (nephrotoxicity). Chronic exposure effects at very low levels will be almost entirely limited to liver injury. It is a potent lachrymator even at low exposure concentrations. Although carbon tetrabromide may release bromine ions during metabolism, clinical bromism is not expected to occur.
Chemical Properties
Carbon tetrabromide, is a colorless powder, white crystalline solid, or yellow-brown crystals. Slight odor
Uses
Carbon tetrabromide is used to a limited extent as a chemical intermediate. It has been isolated from red algae, Asparagopsis toxiformis, found in the ocean near Hawaii.
Definition
ChEBI: A one-carbon compound substituted by 4 bromo groups.
Application
Carbon tetrabromide (CBr4) is a multifunctional chemical reagent widely used in chemical and pharmaceutical industries. It mainly includes:
(1) As a thiophilic reagent, it promotes the one-pot oxidative condensation of amines with N,N'-disubstituted thioureas to give a variety of guanidine derivatives[1].
(2) As a bromine radical precursor, used in the electrochemical radical bromination and cyclisation sequence of enoic acid to prepare bromomethylated γ-lactone derivatives[2].
(3) As a precursor of hydrogen atom transfer reagent, used to generate aromatic carbonyl compounds[3].
(4) As raw materials or intermediates for organic synthesis. Synthesis of N-sulfonylformamidine from CBr4 and formamide under UVA irradiation. Activated imine intermediates (Vilsmeier-Haack reagent derivatives) were obtained via a photoinduced reaction between CBr4 and formamide[4].
General Description
A colorless crystalline solid. Much more dense than water and insoluble in water. Toxic by ingestion. Vapors are narcotic in high concentration. Used to make other chemicals.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Carbon tetrabromide is incompatible with the following: Strong oxidizers, hexacyclohexyldilead, lithium .
Hazard
A poison; narcotic in high concentration. Liver damage, eye, skin, and upper respiratory tract irritant.
Health Hazard
Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Containers may explode when heated. Runoff may pollute waterways.
Safety Profile
Poison by subcutaneous and intravenous routes. Narcotic in high concentration. Mixture with Li particles is an impact-sensitive explosive. Explodes on contact with hexacyclohexylddead. When heated to decomposition it emits toxic fumes of Br-. See also CHLORINATED HYDROCARBONS, ALIPHATIC.
Environmental Fate
Carbon tetrabromide inhibits protein synthesis and causes lipid peroxidation, both of which may be involved in cell injury or death mediated by free radicals.
Shipping
UN2516 Carbon tetrabromide, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Purification Methods
Reactive bromide is removed from CBr4 by refluxing with dilute aqueous Na2CO3, then steam distilling, crystallising from EtOH, and drying in the dark under vacuum. [Sharpe & Walker J Chem Soc 157 1962.] It can be sublimed at 70o and low pressure. [Beilstein 1 IV 85.]
Incompatibilities
Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, lithium and hexacyclohexyldiilead, since violent reactions may occur.
Waste Disposal
Purify by distillation and return to suppliers.
References
[1] B. YADAV; S. K S; N Srivastava. Carbon Tetrabromide-Mediated Guanylation of Amines with N,N′-Disubstituted Thioureas: An Easy Access to Guanidines[J]. Russian Journal of Organic Chemistry, 2024. DOI:10.1134/S1070428023100093.
[2] KYEONG SEOP KIM;Dae Y K. Electrochemical bromolactonization of alkenoic acids with carbon tetrabromide: Synthesis of bromomethylated γ-lactones[J]. Accounts of Chemical Research, 2022. DOI:10.1080/00397911.2022.2028843.
[3] CHUNBO BO. Visible-Light-Initiated Air-Oxygenation of Alkylarenes to Carbonyls Mediated by Carbon Tetrabromide in Water[J]. ACS Applied Polymer Materials, 2023. DOI:10.1002/cssc.202301015.
[4] QUENTIN CHEVRIER, LéO BETTONI*; Synthesis of N-Sulfonyl Formamidines by Direct Condensation between Sulfonamide and Formamide Enabled by a Photogenerated Vilsmeier-Type Reagent[J]. ACS Applied Electronic Materials, 2024. DOI:10.1021/acs.joc.4c0216010.1021/acs.joc.4c02160.
Carbon tetrabromide Preparation Products And Raw materials
Raw materials
Preparation Products
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| GLR Innovations | +91 9891111994 | New Delhi, India | 4535 | 58 | Inquiry |
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| Purecha Group (Sonal Plasrub Industries Pvt Ltd) | +91-2240949499 +91-2240949499 | Maharashtra, India | 34 | 58 | Inquiry |
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| LOBA CHEMIE PVT.LTD. | 91-22-6663 6699 | Mumbai, India | 3075 | 58 | Inquiry |
| Triveni chemicals | 08048762458 | New Delhi, India | 6088 | 58 | Inquiry |
| Sonal Plasrub Industries Pvt Ltd | 08048602665 | Mumbai, India | 14 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| ARISTO INDUSTRIES PVT LTD | 58 |
| Purecha Group (Sonal Plasrub Industries Pvt Ltd) | 58 |
| JSK Chemicals | 58 |
| ALS INDIA LIFE SCIENCES | 58 |
| A.J Chemicals | 58 |
| Central Drug House(P) Ltd. | 58 |
| LOBA CHEMIE PVT.LTD. | 58 |
| Triveni chemicals | 58 |
| Sonal Plasrub Industries Pvt Ltd | 58 |
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