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4-Bromoaniline

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CAS:106-40-1
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4-Bromoaniline Basic information
Product Name:4-Bromoaniline
Synonyms:4-Bromanilinu;4-bromanilinu(czech);AKOS BBS-00003662;4-BROMOBENZENAMIDE;4-BROMOANILINE;4-BROMOANILINE PESTANAL;4BromoAnilineForSynthesis;4-BromoAnilineForSynthesis-(P-BromoAniline)
CAS:106-40-1
MF:C6H6BrN
MW:172.02
EINECS:203-393-9
Product Categories:Building Blocks for Liquid Crystals;Functional Materials;Phenyls & Phenyl-Het;amine | alkyl bromide;FINE Chemical & INTERMEDIATES;Anilines, Aromatic Amines and Nitro Compounds;Amines;Phenyls & Phenyl-Het;API intermediates;C2 to C6;Nitrogen Compounds;Anilines, Amides & Amines;Bromine Compounds;Anilines (Building Blocks for Liquid Crystals);Bifunctional Compounds (Building Blocks for Liquid Crystals);106-40-1
Mol File:106-40-1.mol
4-Bromoaniline Structure
4-Bromoaniline Chemical Properties
Melting point 56-62 °C (lit.)
Boiling point 230-250 °C
density 1.497
refractive index 1.5680 (estimate)
Fp 222-224°C
storage temp. Store below +30°C.
solubility ethanol: soluble0.5g/10 mL, clear, colorless to almost colorless
pka3.86(at 25℃)
form crystalline
color white to light yellow
OdorSweetish
Water Solubility <0.1 g/100 mL at 23 ºC
Merck 14,1404
BRN 742031
Dielectric constant13.0(-7℃)
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, peroxides, acids, acid chlorides, acid anhydrides, chloroformates. May be air sensitive.
InChIKeyWDFQBORIUYODSI-UHFFFAOYSA-N
CAS DataBase Reference106-40-1(CAS DataBase Reference)
NIST Chemistry Reference4-Bromoaniline(106-40-1)
EPA Substance Registry Systemp-Bromoaniline (106-40-1)
Safety Information
Hazard Codes Xn
Risk Statements 21/22-36/37/38-20/21/22
Safety Statements 26-36/37-36/37/39
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS BW9280000
8-9-23
Hazard Note Harmful
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29214210
Hazardous Substances Data106-40-1(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 456 mg/kg LD50 dermal Rat 536 mg/kg
MSDS Information
ProviderLanguage
p-bromophenylamine English
SigmaAldrich English
ACROS English
ALFA English
4-Bromoaniline Usage And Synthesis
Chemical PropertiesGray-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.
Uses4-Bromoaniline is a brominated aniline that is commonly used as a building block in the preparation of pharmaceutical and organic compounds. It is used in the preparation of azo dyes and is condensed with formaldehyde to prepare dihydroquinazolines. In addition, 4-Bromoaniline is also used as an intermediate in the production of other chemicals such as metobromuron, a herbicide, and resorantel, an antiparasitic agent.
Preparation4-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 DescriptionP-bromoaniline is a brown solid with a sweet odor. (NTP, 1992)
Air & Water Reactions4-Bromoaniline is sensitive to prolonged exposure to air. Vapor may form highly reactive mixtures in air . Insoluble in water.
Reactivity ProfileVapor may form highly reactive mixtures in air.
Fire HazardFlash point data are not available for 4-Bromoaniline, but 4-Bromoaniline is probably combustible.
SynthesisRGO/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 MethodsCrystallise the aniline (with appreciable loss) from aqueous EtOH. The benzoyl derivative has m 204o (from EtOH). [Beilstein 12 IV 1497.]
Tag:4-Bromoaniline(106-40-1) Related Product Information
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