4-Bromoaniline

Synonym(s):4-Bromoaniline;p-Bromoaniline, p-Bromophenylamine

CAS NO.：106-40-1
Empirical Formula: C6H6BrN
Molecular Weight: 172.02
MDL number: MFCD00007822
EINECS: 203-393-9
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-21 15:02:05

What is 4-Bromoaniline?

Chemical properties

Gray-brown crystals with a peculiar odor. When heated or burned, they break down and release harmful fumes that contain hydrogen bromide and nitrogen oxides. When dissolved in water, it acts as a mild base. It reacts with acids and powerful oxidizing agents. The compound 4-bromoaniline consists of a hydrophobic benzene ring and an amino group that assists in carrying substances and improving PSC stability.

The Uses of 4-Bromoaniline

4-Bromoaniline is a brominated aniline used as a building block in the preparation or pharmaceutial and organic compounds.

What are the applications of Application

4-Bromoaniline is a brominated aniline used as a building block

Preparation

4-bromoaniline can be made by reacting aniline with bromine with a protection with acetyl chloride.

Synthesis Reference(s)

The Journal of Organic Chemistry, 40, p. 1867, 1975 DOI: 10.1021/jo00900a053
Synthetic Communications, 19, p. 3047, 1989 DOI: 10.1080/00397918908052699

General Description

P-bromoaniline is a brown solid with a sweet odor. (NTP, 1992)

Air & Water Reactions

4-Bromoaniline is sensitive to prolonged exposure to air. Vapor may form highly reactive mixtures in air . Insoluble in water.

Reactivity Profile

Vapor may form highly reactive mixtures in air.

Fire Hazard

Flash point data are not available for 4-Bromoaniline, but 4-Bromoaniline is probably combustible.

Synthesis

RGO/Cu NPs (25 mg), arylboronic acid (1.0 mmol), K2CO3(1.3 mmol), 25-28% aqueous ammonia (5 mmol) and methanol(4 mL) were added to a 50 mL round-bottomed flask. The reactionmixture was stirred under reflux conditions for the appropriatetime. After completion of the reaction as monitored by TLC, themixture was filtered, and the solvent of the filtrate was removedunder vacuum with the aid of a rotary evaporator. The residue waspurified by column chromatography on silica gel to afford 4-Bromoaniline.

Purification Methods

Crystallise the aniline (with appreciable loss) from aqueous EtOH. The benzoyl derivative has m 204o (from EtOH). [Beilstein 12 IV 1497.]

Properties of 4-Bromoaniline

Melting point:	56-62 °C (lit.)
Boiling point:	230-250 °C
Density	1.497
refractive index	1.5680 (estimate)
Flash point:	222-224°C
storage temp.	Store below +30°C.
solubility	ethanol: soluble0.5g/10 mL, clear, colorless to almost colorless
form	crystalline
pka	3.86(at 25℃)
color	white to light yellow
Odor	Sweetish
Water Solubility	<0.1 g/100 mL at 23 ºC
Merck	14,1404
BRN	742031
Dielectric constant	13.0（-7℃）
Stability:	Stable. Combustible. Incompatible with strong oxidizing agents, peroxides, acids, acid chlorides, acid anhydrides, chloroformates. May be air sensitive.
CAS DataBase Reference	106-40-1(CAS DataBase Reference)
NIST Chemistry Reference	4-Bromoaniline(106-40-1)
EPA Substance Registry System	p-Bromoaniline (106-40-1)

Safety information for 4-Bromoaniline

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 Environment GHS09
GHS Hazard Statements	H302:Acute toxicity,oral H373:Specific target organ toxicity, repeated exposure H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P314:Get medical advice/attention if you feel unwell. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.