ChemicalBook > CAS DataBase List > 4-Bromoaniline

4-Bromoaniline

Product Name
4-Bromoaniline
CAS No.
106-40-1
Chemical Name
4-Bromoaniline
Synonyms
P-BROMOANILINE;bromoaniline;4-Bromoanilines;4-BROMOBENZENAMINE;4-bromo-benzenamin;4-BroMo-phenylaMine;p-BROMOANILINE pure;4-BromoaniL;4-Bromanilinu;4-bromoanline
CBNumber
CB9760655
Molecular Formula
C6H6BrN
Formula Weight
172.02
MOL File
106-40-1.mol
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4-Bromoaniline Property

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.
InChIKey
WDFQBORIUYODSI-UHFFFAOYSA-N
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)
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Safety

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
F 
8-9-23
Hazard Note 
Harmful
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
III
HS Code 
29214210
Hazardous Substances Data
106-40-1(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 456 mg/kg LD50 dermal Rat 536 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H373May cause damage to organs through prolonged or repeated exposure

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P314Get medical advice/attention if you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.01600
Product name
4-Bromoaniline
Purity
for synthesis
Packaging
100g
Price
$107
Updated
2024/03/01
Sigma-Aldrich
Product number
100900
Product name
4-Bromoaniline
Purity
97%
Packaging
5g
Price
$29.7
Updated
2024/03/01
Sigma-Aldrich
Product number
100900
Product name
4-Bromoaniline
Purity
97%
Packaging
100g
Price
$90.6
Updated
2024/03/01
Sigma-Aldrich
Product number
1.01599
Product name
4-Bromoaniline
Purity
GR for analysis
Packaging
25g
Price
$974
Updated
2022/05/15
TCI Chemical
Product number
B1393
Product name
4-Bromoaniline
Purity
>99.0%(GC)
Packaging
25g
Price
$28
Updated
2024/03/01
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4-Bromoaniline Chemical Properties,Usage,Production

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.

Uses

4-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.

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.]

4-Bromoaniline Preparation Products And Raw materials

Raw materials

4-Nitroaniline

Preparation Products

4-BROMO-2-NITROPHENYLBORONIC ACID 6-bromoquinolin-4(3H)-one polyaniline synthesized by means of condensation polymerization 6-Bromoquinoline 4-Bromobiphenyl 6-BROMO-4-CHLOROQUINOLINE 4-(4-Methylpiperazin-1-yl)phenylboronic Acid 4-BROMOPHENYLUREA 4-Aminophenylboronic acid pinacol ester 4'-Bromoacetanilide 4-Aminobiphenyl 2-(4-BROMOPHENYL)THIOPHENE 2-Amino-6-bromobenzothiazole brotianide 5-(4-Bromophenyl)furfural 4-BROMOPHENYLTHIOUREA
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View Lastest Price from 4-Bromoaniline manufacturers

Henan Fengda Chemical Co., Ltd
Product
4-Bromoaniline 106-40-1
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24
Hebei Yanxi Chemical Co., Ltd.
Product
4-Bromoaniline 106-40-1
Price
US $20.00-8.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-11-02
Hebei Guanlang Biotechnology Co., Ltd.
Product
4-Bromoaniline 106-40-1
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-01-13

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