Bromochlorobenzene
From Wikipedia, the free encyclopedia
Bromochlorobenzenes are mixed aryl halides (aryl chloride and aryl bromide) consisting bromine and chlorine as substituents on a benzene ring.
| Isomers of Bromochlorobenzene | |||
|---|---|---|---|
| Skeletal formula |  |
 |
 |
| General | |||
| Common names | o-bromochlorobenzene ortho-bromochlorobenzene |
m-bromochlorobenzene meta-bromochlorobenzene |
p-bromochlorobenzene para-bromochlorobenzene |
| Systematic name | 1-bromo-2-chlorobenzene | 1-bromo-3-chlorobenzene | 1-bromo-4-chlorobenzene |
| Molecular formula | BrC6H4Cl | ||
| Molar mass | 191.45 g/mol | ||
| CAS number | 694-80-4 | 108-37-2 | 106-39-8 |
| ChemSpider | 12230 | 13875377 | 7518 |
| PubChem CID | 12754 | 7928 | 7806 |
| Properties | |||
| Melting point | −13 °C (260 K) | −22 °C (251 K) | 63–67 °C (336–340 K) |
| Boiling point | 203–205 °C (476–478 K) | 195–196 °C (468–469 K) | 196 °C (469 K) |
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]
- 1-Bromo-4-chlorobenzene:
- From a derivative of (4-bromophenyl)silane using N-bromosuccinimide[3]
- From 4-chlorophenol using triphenylphosphine dibromide[4] or phenylphosphorus tetrachloride[5]
