(R)-1-(4-Chlorophenyl)ethylamine

Base Information

• Chemical Name: (R)-1-(4-Chlorophenyl)ethylamine
• CAS No.: 27298-99-3
• Molecular Formula: C8H10ClN
• Molecular Weight: 155.627
• Hs Code.: 29214900
• DSSTox Substance ID: DTXSID40364936
• Nikkaji Number: J57.025G
• Wikidata: Q72456875
• Mol file: 27298-99-3.mol

Synonyms:27298-99-3;(R)-1-(4-Chlorophenyl)ethylamine;(R)-1-(4-chlorophenyl)ethanamine;(1R)-1-(4-chlorophenyl)ethanamine;(R)-(+)-1-(4-CHLOROPHENYL)ETHYLAMINE;(1~{R})-1-(4-chlorophenyl)ethanamine;(1R)-1-(4-chlorophenyl)ethan-1-amine;(R)-1-(4-chlorophenyl)ethan-1-amine;(R)-4-Chloro-alpha-methylbenzylamine;SCHEMBL138590;DTXSID40364936;AMY37479;(1R)-1-(4-chlorophenyl)ethylamine;(R)-1-(4-chloro-phenyl)ethylamine;(R)-1-(4-chlorophenyl)-ethylamine;MFCD00671639;(R)-1-(4-chloro-phenyl)-ethylamine;AKOS012536233;AKOS015840229;AC-9529;(R)-1-(4-chloro-phenyl)-ethyl-amine;[(1R)-1-(4-chlorophenyl)ethyl]amine;(+)-(r)-1-(4-chlorophenyl)ethylamine;(R)-4-Chloro- alpha -methylbenzylamine;AS-75657;(R)-4-chloro-alpha-methylbenzenemethanamine;A5312;CS-0000291;EN300-112620;I11172;(R)-4-Chloro-alpha-methylbenzylamine, >=95.0%;(R)-4-Chloro-alpha-methylbenzylamine, ChiPros(R), produced by BASF, >=99%;OG3

Chemical Property of (R)-1-(4-Chlorophenyl)ethylamine

Chemical Property:

• Appearance/Colour: Clear colorless to yellowish liquid
• Vapor Pressure: 0.0842mmHg at 25°C
• Melting Point: 222-224 °C
• Refractive Index: n20/D 1.543(lit.)
• Boiling Point: 225.9 °C at 760 mmHg
• PKA: 8.82±0.10(Predicted)
• Flash Point: 100.9 °C
• PSA: 26.02000
• Density: 1.122 g/cm³
• LogP: 3.06000
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Water Solubility.: VERY LOW SOLUBILITY
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.0501770
• Heavy Atom Count: 10
• Complexity: 97.4

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-(4-Chlorophenyl)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, N
• Hazard Codes: C,N,T
• Statements: 34-51/53-22-43-41-38-23
• Safety Statements: 26-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)Cl)N
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)Cl)N
• Uses: (R)-(+)-1-(4-Chlorophenyl)ethylamine, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is used as a chiral reagent.

Technology Process of (R)-1-(4-Chlorophenyl)ethylamine

There total 39 articles about (R)-1-(4-Chlorophenyl)ethylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

2-Methyl-propane-2-sulfinic acid [1-(4-chloro-phenyl)-eth-(E)-ylidene]-amide → (R)-1-(4-chlorophenyl)ethylamine (27298-99-3)

Guidance literature:

2-Methyl-propane-2-sulfinic acid [1-(4-chloro-phenyl)-eth-(E)-ylidene]-amide; With [RhCl₂(p-cymene)]2; potassium tert-butylate; 2-Amino-2-methyl-1-propanol; isopropyl alcohol; at 50 ℃; for 0.5h; Inert atmosphere; Microwave irradiation; Molecular sieve;

With hydrogenchloride; In methanol; at 20 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201402884

Reference yield: 91.0%

(E)-1-(4-chlorophenyl)ethanone O-benzyl oxime (937371-83-0) → (R)-1-(4-chlorophenyl)ethylamine (27298-99-3)

Guidance literature:

(E)-1-(4-chlorophenyl)ethanone O-benzyl oxime; With C₉H₁₆BNO; In tetrahydrofuran; at 20 ℃; for 24h;

With borane-THF; In tetrahydrofuran; for 24h; optical yield given as %ee; enantioselective reaction; Further stages; Reflux;

DOI:10.1016/j.tetasy.2012.05.008

Reference yield: 88.0%

(S)-1-(p-chlorophenyl)ethylamine (4187-56-8) → (R)-1-(4-chlorophenyl)ethylamine (27298-99-3)

Guidance literature:

With nickel; at 110 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejic.201300074

upstream raw materials:

para-chloroacetophenone

(E)-1-(4-chlorophenyl)ethanone oxime

p-chloro-(R,S)-1-phenylethylamine

(R)-N-(3,5-dimethyl-4-methoxyphenyl)-(1-(4-chlorophenyl)ethyl)amine

Downstream raw materials:

α-(4-chlorophenyl)-α-[(R)-N-[1-(4-chlorophenyl)ethyl]amino]acetic acid methyl ester hydrochloride

(S)-N-[1-(4-chlorophenyl)-ethyl]-4-(4'-trifluoromethylbiphenyl-2-carbonylamino)-1-methyl-pyrrole-2-carboxylic acid amide

(-)-N-[(R)-α-methyl-p-chlorobenzyl]-6-fluoro-4-oxo-4H-1-benzopyran-2-carboxamide

(3S)-3-(4-Chlorophenyl)-4-[(R)-1-(4-chlorophenyl)ethyl]-7-iodo-1,3-dihydro-1,4-benzodiazepine-2,5-dione

Refernces

• 1、 Chen, Yuming,He, Ru,Song, Hongjian,Yu, Guoqing,Li, Chenglin,Liu, Yuxiu,Wang, Qingmin. "Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols". supporting information. p. 1179 - 1183. Retrieved 2021/02/01.
• 2、 Chen, Fei-Fei,Wang, Hui,Xu, Jian-He,Yu, Hui-Lei,Zheng, Yu-Cong. "Enantioselective Bioamination of Aromatic Alkanes Using Ammonia: A Multienzymatic Cascade Approach". . . Retrieved 2020/03/10.