Carbon tetrabromide, 98% (dry wt.), may cont. up to ca 6% water, Thermo Scientific Chemicals
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Carbon tetrabromide, 98% (dry wt.), may cont. up to ca 6% water, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Carbon tetrabromide, 98% (dry wt.), may cont. up to ca 6% water, Thermo Scientific Chemicals

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Catalog number L00821.22
also known as L00821-22
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63.65
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100 g
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Price (USD)/ Each
63.65
Online exclusive
71.00 
Save 7.35 (10%)
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Carbon tetrabromide, 98% (dry wt.), may cont. up to ca 6% water, Thermo Scientific Chemicals
Catalog numberL00821.22
Price (USD)/ Each
63.65
Online exclusive
71.00 
Save 7.35 (10%)
-
Add to cart
Chemical Identifiers
CAS558-13-4
IUPAC Nametetrabromomethane
Molecular FormulaCBr4
InChI KeyHJUGFYREWKUQJT-UHFFFAOYSA-N
SMILESBrC(Br)(Br)Br
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SpecificationsSpecification SheetSpecification Sheet
Water Content (Karl Fischer Titration)<7.0%
Melting Point (clear melt)89-96?C
Appearance (Color)White to cream
Assay (GC)≥97.5%
Identification (FTIR)Conforms
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Carbon tetrabromide is widely utilized as a solvent for greases, waxes and oils. In Appel reaction, it is used to convert alcohols to alkyl bromides. It has the property of non-flammability and finds application in fire-resistant chemicals as an active ingredient. It is also used for separating minerals. It can serves as an intermediate in manufacturing agrochemicals. It plays a vital role in the plastic and rubber industries for blowing and vulcanization.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Carbon tetrabromide is widely utilized as a solvent for greases, waxes and oils. In Appel reaction, it is used to convert alcohols to alkyl bromides. It has the property of non-flammability and finds application in fire-resistant chemicals as an active ingredient. It is also used for separating minerals. It can serves as an intermediate in manufacturing agrochemicals. It plays a vital role in the plastic and rubber industries for blowing and vulcanization.

Solubility
Insoluble in water. Soluble in ether, chloroform and ethanol.

Notes
Store in cool place. Incompatible with strong oxidizing agents, strong bases and lithium.
RUO – Research Use Only

General References:

  1. Brominating agent for Li ester enolates, where bromine tends to give erratic results: J. Org. Chem., 43, 3687 (1978). Exchange reaction with n-BuLi or PhLi in ether at -111° generates tribromomethyllithium, giving 91% yield on carbonation: Chem. Ber., 101, 3230 (1968).
  2. In combination with triphenylphosphine, effects the dibromomethylenation of aldehydes to 1,1-dibromoalkenes: J. Am. Chem. Soc., 84, 1745 (1962). Dehydrobromination of the products with n-BuLi provides a valuable aldehyde to alkyne homologation: Tetrahedron Lett., 3769 (1972); 31, 3141 (1990). An improved procedure, suitable for sensitive aldehydes, has been described using triethylamine in the dibromomethylenation step to suppress side reactions, and the hindered base sodium bis(trimethylsilylamide) (NaHMDS) for the elimination step: Tetrahedron Lett., 35, 3529 (1994); Synth. Commun., 25, 3641 (1995):
  3. Also frequently used in combination with triphenylphosphine for the conversion of alcohols to alkyl bromides under mild conditions, applicable to sensitive substrates such as allylic or carbohydrate molecules: Chem. Ind. (London), 1017 (1969); J. Org. Chem., 36, 403 (1971); Synth. Commun., 24, 1117 (1994).
  4. Sugiura, Y.; Tachikawa, Y.; Nagasawa, Y.; Tada, N.; Itoh, A. Synthesis of benzoyl cyanide through aerobic photooxidation of benzyl cyanide using carbon tetrabromide as a catalyst. RSC Adv. 2015, 5 (87), 70883-70886.
  5. Choi, T.; Jung, H.; Lee, C. W.; Mun, K. Y.; Kim, S. H.; Park, J.; Kim, H. Growth characteristics of graphene synthesized via chemical vapor deposition using carbon tetrabromide precursor. Appl. Surf. Sci. 2015, 343, 128-132.