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2-Bromobutane is an isomer of 1-bromobutane. Both compounds share the molecular formula C 4 H 9 Br. 2-Bromobutane is also known as sec-butyl bromide or methylethylbromomethane. Because it contains bromine, a halogen, it is part of a larger class of compounds known as alkyl halides. It is a colorless liquid with a pleasant odor.
All three have been synthesized by various routes: 1-Bromo-2-chlorobenzene: from 2-chloroaniline, via diazotization followed by a Sandmeyer reaction [1]; 1-Bromo-3-chlorobenzene: by (3-chlorophenyl)trimethylgermanium by electrophilic substitution [2] [better source needed]
2-Bromopentane [1] (chiral) 3-Bromopentane; There are four isomers of monobromopentane based on 2-methylbutane: 1-Bromo-2-methylbutane (chiral) 1-Bromo-3-methylbutane; 2-Bromo-2-methylbutane; 2-Bromo-3-methylbutane (chiral) 2,2-Dimethylpropane has only one monobrominated derivative, 1-bromo-2,2-dimethylpropane, also known as neopentyl bromide. [2]
The intermediate 1-bromo-3-chlorocyclobutane can also be prepared via a modified Hunsdiecker reaction from 3-chlorocyclobutanecarboxylic acid using mercuric oxide and bromine: [4] A synthetic approach to bicyclobutane derivatives involves ring closure of a suitably substituted 2-bromo-1-(chloromethyl)cyclopropane with magnesium in THF. [5]
1-Bromo-3-chloropropane is an organohalogen compound with the formula Br(CH 2) 3 Cl. It is a colorless liquid, produced by free-radical addition of hydrogen bromide to allyl chloride. [1] It is used as an alkylating agent to install the –(CH 2) 3 Cl [2] [3] and –(CH 2) 3 – groups. [4] For example, it is a precursor to 4-chlorobutyronitrile.
2 Li + C 4 H 9 X → C 4 H 9 Li + LiX where X = Cl, Br. The lithium for this reaction contains 1-3% sodium. When bromobutane is the precursor, the product is a homogeneous solution, consisting of a mixed cluster containing both LiBr and LiBu. 1-Fluorobutane can be obtained by reacting 1-bromobutane with potassium fluoride in ethylene glycol. [5]
Poison Profits. A HuffPost / WNYC investigation into lead contamination in New York City
Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. [2] Carbon–halogen bond strengths, or bond dissociation energies are of 115, 83.7, 72.1, and 57.6 kcal/mol for bonded to fluorine, chlorine, bromine, or iodine, respectively ...