Chemistry:4-Bromoaniline

4-Bromoaniline

Names
Preferred IUPAC name 4-Bromoaniline
Other names (4-Bromophenyl)amine p-Bromoaniline 4-Bromobenzenamine p-Bromophenylamine
Identifiers
CAS Number	106-40-1 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL57376 Y
ChemSpider	7519 Y
EC Number	203-393-9
PubChem CID	7807
RTECS number	BW9280000
UNII	0RR61TC330 N
UN number	2811
InChI InChI=1S/C6H6BrN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2 Y Key: WDFQBORIUYODSI-UHFFFAOYSA-N Y InChI=1/C6H6BrN/c7-5-1-3-6(8)4-2-5/h1-4H,8H2 Key: WDFQBORIUYODSI-UHFFFAOYAG
SMILES Brc1ccc(N)cc1
Properties
Chemical formula	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)
Solubility in water	<0.1 g/100 mL at 23 °C
Magnetic susceptibility (χ)	-84.06·10−6 cm3/mol
Hazards
Safety data sheet	External MSDS
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H302, H311, H315, H319, H332, H335, H373
GHS precautionary statements	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

Tracking categories (test):

• PairSizeSet

Synthesised and purified p-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.

Preparation

4-Bromoaniline can be made by reacting acetyl chloride-protected aniline with bromine.

Reactions

One laboratory route to 1-bromo-4-iodobenzene involves the Sandmeyer reaction. 4-Bromoaniline is treated with concentrated sulfuric acid and sodium nitrite, then potassium iodide.