21464-51-7

Basic information

• Product Name: 3-AMINO-3-(2-CHLORO-PHENYL)-PROPAN-1-OL
• Synonyms: RARECHEM AK ML 0283;DL-BETA-(2-CHLOROPHENYL)ALANINOL;3-AMINO-3-(2-CHLORO-PHENYL)-PROPAN-1-OL;DL-3-(2-CHLOROPHENYL)-BETA-ALANINOL ;REF DUPL: DL-beta-(2-chlorophenyl)alaninol;Benzenepropanol, .gamma.-amino-2-chloro-
• CAS NO: 21464-51-7
• Molecular Formula: C₉H₁₂ClNO
• Molecular Weight: 185.65
• Mol File: 21464-51-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 327.9°Cat760mmHg
• Flash Point: 152.1°C
• Appearance: /
• Density: 1.216g/cm³
• Vapor Pressure: 7.93E-05mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-AMINO-3-(2-CHLORO-PHENYL)-PROPAN-1-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-3-(2-CHLORO-PHENYL)-PROPAN-1-OL(21464-51-7)
• EPA Substance Registry System: 3-AMINO-3-(2-CHLORO-PHENYL)-PROPAN-1-OL(21464-51-7)

Safety Data

• Hazardous Substances Data: 21464-51-7(Hazardous Substances Data)

Usage

General Description

3-AMINO-3-(2-CHLORO-PHENYL)-PROPAN-1-OL is a chemical compound with the molecular formula C9H12ClNO. It is a colorless and viscous liquid used in pharmaceutical and organic synthesis as an intermediate. 3-AMINO-3-(2-CHLORO-PHENYL)-PROPAN-1-OL is known for its potential use in the production of various drugs and is also used as a building block in the synthesis of other organic compounds. It contains an amine and alcohol functional group, making it versatile for use in a variety of chemical reactions and applications. Additionally, it has a chloro-phenyl group, which gives it unique properties and potential for specific chemical reactions.

InChI:InChI=1/C9H12ClNO/c10-8-4-2-1-3-7(8)9(11)5-6-12/h1-4,9,12H,5-6,11H2

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 68208-20-8 3-amino-3-(2-chloro-phenyl)-propionic acid 
• 21464-58-4 ethyl 3-amino-3-(2-chlorophenyl)propionate 

Downstream Products

• 823189-97-5 (R,S)-[1-(2-chloro-phenyl)-3-hydroxy-propyl]-carbamic acid tert-butyl ester 
• 690616-28-5 3-Chloro-1-(2-chloro-phenyl)-propylamine 

Relevant articles and documents

Base-induced Sommelet–Hauser rearrangement of N-(α-(2-oxyethyl)branched)benzylic glycine ester-derived ammonium salts via a chelated intermediate

The base-induced Sommelet–Hauser (S–H) rearrangement of N-(α-branched)benzylic glycine ester-derived ammonium salts 1 was investigated. When the α-branched substituent was a simple alkyl, such as a methyl or butyl, desired S–H rearrangement product 2 was obtained in low yield with formation of the [1,2] Stevens rearranged 4 and Hofmann eliminated products 5 and 6. However, when the α-branched substituent had a 2-oxy moiety, such as 2-acetoxyethyl or 2-benzoyloxyethyl, the yields of 2 were improved. These results could be explained by formation of chelated intermediate C that stabilizes the carbanionic ylide, and the subsequent initial dearomative [2,3] sigmatropic rearrangement would be accelerated. The existence of C was supported by mechanistic experiments. This enhancement effect is not very strong or effective; however, it will expand the synthetic usefulness of ammonium ylide rearrangements.

New syntheses of 2-amino-5,6-dihydro-4H-1,3-thiazines

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