ChemicalBook > CAS DataBase List > 4-Amino-2-chlorobenzoic acid
4-Amino-2-chlorobenzoic acid
- Product Name
- 4-Amino-2-chlorobenzoic acid
- CAS No.
- 2457-76-3
- Chemical Name
- 4-Amino-2-chlorobenzoic acid
- Synonyms
- usafnb-1;USAF nb-1;BUTTPARK 44\09-94;RARECHEM AL BO 1298;RARECHEM AL BO 0877;TIMTEC-BB SBB008581;Procaine Impurity 8;2-chloro-4-AMino acid;4-Amino-2-chlorobenzoic;4-CARBOXY-3-CHLOROANILINE
- CBNumber
- CB1251436
- Molecular Formula
- C7H6ClNO2
- Formula Weight
- 171.58
- MOL File
- 2457-76-3.mol
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4-Amino-2-chlorobenzoic acid Property
- Melting point:
- 211 °C (dec.) (lit.)
- Boiling point:
- 250°C (rough estimate)
- Density
- 1.3246 (rough estimate)
- refractive index
- 1.5560 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Powder
- pka
- 3.81±0.25(Predicted)
- color
- Beige to light brown
- BRN
- 2803668
- InChI
- InChI=1S/C7H6ClNO2/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3H,9H2,(H,10,11)
- InChIKey
- MBDUKNCPOPMRJQ-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C1=CC=C(N)C=C1Cl
- CAS DataBase Reference
- 2457-76-3(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzoic acid, 4-amino-2-chloro-(2457-76-3)
- EPA Substance Registry System
- Benzoic acid, 4-amino-2-chloro- (2457-76-3)
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Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- RTECS
- DG1575000
- TSCA
- Yes
- HazardClass
- IRRITANT
- HS Code
- 29224995
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Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
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N-Bromosuccinimide Price
Sigma-Aldrich
- Product number
- 217719
- Product name
- 4-Amino-2-chlorobenzoic acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $70.14
- Updated
- 2025/07/31
TCI Chemical
- Product number
- A0951
- Product name
- 4-Amino-2-chlorobenzoic Acid
- Purity
- >97.0%(T)
- Packaging
- 5g
- Price
- $53
- Updated
- 2025/07/31
TCI Chemical
- Product number
- A0951
- Product name
- 4-Amino-2-chlorobenzoic Acid
- Purity
- >97.0%(T)
- Packaging
- 25g
- Price
- $155
- Updated
- 2025/07/31
TRC
- Product number
- A603270
- Product name
- 4-Amino-2-chlorobenzoic acid
- Packaging
- 5g
- Price
- $65
- Updated
- 2021/12/16
Biosynth Carbosynth
- Product number
- FA164888
- Product name
- 4-Amino-2-chlorobenzoic acid - 98%
- Packaging
- 100g
- Price
- $160
- Updated
- 2021/12/16
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4-Amino-2-chlorobenzoic acid Chemical Properties,Usage,Production
Chemical Properties
beige to light brown powder
Uses
4-Amino-2-chlorobenzoic acid is the principal metabolite of 2-Chloroprocaine, a compound that is widely used for epidural analgesia in obstetrics.
Definition
ChEBI: 4-Aminobenzoic acid in which one of the hydrogens ortho- to the carboxylic acid group is substituted by chlorine.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
99-60-5
2457-76-3
The general procedure for the synthesis of 4-amino-2-chlorobenzoic acid from 2-chloro-4-nitrobenzoic acid was as follows: firstly, NaBH4 (1 mmol) was added as a reducing agent to methanol at room temperature and the reaction was carried out for 2 h. Ag (+1) was reduced to Ag (0). Subsequently, the Ag/MMT catalyst was obtained by filtration separation. In a standard reaction procedure, 2-chloro-4-nitrobenzoic acid (0.1 mmol), KOH (0.15 mmol), isopropanol (3 mL) and 1.01 wt% of Ag/MMT catalyst (50 mg) were mixed and the reaction was stirred at room temperature until completion (the reaction progress was monitored by GC). Upon completion of the reaction, the catalyst was removed by filtration. The product was extracted with ethyl acetate and washed repeatedly (3-4 times) with water to remove residual KOH. finally, the solvent in the extract was evaporated to dryness under vacuum to afford the target product 4-amino-2-chlorobenzoic acid.
References
[1] Journal of Medicinal Chemistry, 2004, vol. 47, # 27, p. 6730 - 6739
[2] Journal of the Iranian Chemical Society, 2018, vol. 15, # 2, p. 281 - 291
[3] Patent: US2014/18368, 2014, A1. Location in patent: Paragraph 0162; 0187
[4] Journal of the American Chemical Society, 1949, vol. 71, p. 4154
[5] Chemische Berichte, 1891, vol. 24, p. 706
4-Amino-2-chlorobenzoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Amino-2-chlorobenzoic acid manufacturers
Hebei Chuanghai Biotechnology Co., Ltd
- Product
- 4-Amino-2-chlorobenzoic acid 2457-76-3
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-12-06
Hebei Zhuanglai Chemical Trading Co Ltd
- Product
- 4-Amino-2-chlorobenzoic acid 2457-76-3
- Price
- US $10.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20 ton
- Release date
- 2024-11-25
Henan Aochuang Chemical Co.,Ltd.
- Product
- 4-Amino-2-chlorobenzoic acid 2457-76-3
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-10-10
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