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2-bromobutane
Sign in to saveAlso known as sec-butyl bromide or methylethylbromomethane
2-Bromobutane is an isomer of 1-bromobutane. Both compounds share the molecular formula C4H9Br. 2-Bromobutane is also known as sec-butyl bromide or methylethylbromomethane. It is a colorless liquid with a pleasant odor. Because it contains bromine, a halogen, it is part of a larger class of compounds known as alkyl halides. Because the carbon atom connected to the bromine is connected to two other carbons the molecule is referred to as a secondary alkyl halide. 2-Bromobutane is chiral and thus can be obtained as either of two enantiomers designated as (R)-(−)-2-bromobutane and (S)-(+)-2-bromob
Chemical data
- Formula
- C4H9Br
- Molecular weight
- 137.02 g/mol
- IUPAC name
- 2-bromobutane
- SMILES
- CCC(C)Br
- InChIKey
- UPSXAPQYNGXVBF-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 135.989
Show 7 more facts
- canonical SMILES
- CCC(C)Br
- chemical formula
- C₄H₉Br
- melting point
- -112.7
- Commons category
- 2-Bromobutane
- electric dipole moment
- 2.23
- ionization energy
- 9.98
- boiling point
- 91.4
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
2-Bromobutane is an isomer of 1-bromobutane. Both compounds share the molecular formula C4H9Br. 2-Bromobutane is also known as sec-butyl bromide or methylethylbromomethane. It is a colorless liquid with a pleasant odor. Because it contains bromine, a halogen, it is part of a larger class of compounds known as alkyl halides. Because the carbon atom connected to the bromine is connected to two other carbons the molecule is referred to as a secondary alkyl halide. 2-Bromobutane is chiral and thus can be obtained as either of two enantiomers designated as (R)-(−)-2-bromobutane and (S)-(+)-2-bromobutane.
2-Bromobutane is relatively stable, but is toxic and flammable. When treated with a strong base, it is prone to undergo an E2 reaction, which is a bimolecular elimination reaction, resulting in (predominantly) 2-butene, an alkene (double bond). 2-Bromobutane is an irritant, and harmful if ingested. It can irritate and burn skin and eyes.
Excerpted from Wikipedia’s “2-bromobutane” article, available under the CC BY-SA 4.0 licence.