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HomeProduct name list4-Bromoaniline

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: 2024-12-18 14:15:30
4-Bromoaniline Structural

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)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
ghs
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.

Computed Descriptors for 4-Bromoaniline

InChIKey WDFQBORIUYODSI-UHFFFAOYSA-N

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