4-Bromoaniline
4-Bromoaniline is a compound where an aniline molecule is substituted with a bromine atom on the para position. Commercially available, this compound may be used as a building block, e.g. in the preparation of p-bromobiphenyl via the Gomberg-Bachmann reaction.[2]
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Names | |||
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Preferred IUPAC name
4-Bromoaniline | |||
Other names
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Identifiers | |||
3D model (JSmol) |
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ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.003.086 | ||
EC Number |
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RTECS number |
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UNII | |||
UN number | 2811 | ||
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Properties | |||
C6H6BrN | |||
Molar mass | 172.02 g mol−1 | ||
Density | 1.5 g/cm3 | ||
Melting point | 60 to 64 °C (140 to 147 °F; 333 to 337 K) | ||
<0.1 g/100 mL at 23 °C | |||
-84.06·10−6 cm3/mol | |||
Hazards | |||
Safety data sheet | External MSDS | ||
GHS pictograms | |||
GHS Signal word | Danger | ||
H302, H311, H315, H319, H332, H335, H373 | |||
P260, P261, P264, P270, P271, P280, P301+312, P302+352, P304+312, P304+340, P305+351+338, P312, P314, P321, P322, P330, P332+313, P337+313, P361, P362, P363, P403+233, P405, P501 | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
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Infobox references | |||
Synthesis
4-bromoaniline can be made by reacting aniline with bromine with a protection with acetyl chloride.
Applications
- In the synthesis of Bromamid.[3]
- In the synthesis of Dibromsalan (Disanyl).
References
- 4-Bromoaniline, Chemblink.com
- M. Gomberg and W. E. Bachmann (1941). "p-Bromobiphenyl". Organic Syntheses.; Collective Volume, 1, p. 113
- Takamura, K; Shioya, A; Minamoto, K; Asada, N; Takaku, S; Yoshimitsu, A; Nitta, Y. "Studies on analgesics of aniline series. I. Preparation and properties of beta-alaninamide series". Chem Pharm Bull. 13: 198–204. PMID 5863464.
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