(R)-1-(3-chlorophenyl)ethanamine

Base Information

• Chemical Name: (R)-1-(3-chlorophenyl)ethanamine
• CAS No.: 17061-53-9
• Molecular Formula: C₈H₁₀ClN
• Molecular Weight: 155.627
• Hs Code.: 2921499090
• European Community (EC) Number: 663-028-8
• DSSTox Substance ID: DTXSID30368842
• Nikkaji Number: J3.055.330F
• Wikidata: Q72456793
• Mol file: 17061-53-9.mol

Synonyms:(R)-1-(3-chlorophenyl)ethanamine;17061-53-9;(1R)-1-(3-chlorophenyl)ethanamine;(R)-1-(3-Chlorophenyl)ethylamine;(1R)-1-(3-chlorophenyl)ethan-1-amine;(R)-1-(3-chlorophenyl)ethan-1-amine;MFCD06761822;SCHEMBL382596;DTXSID30368842;DQEYVZASLGNODG-ZCFIWIBFSA-N;AKOS022176157;AC-2284;AS-41235;(R)-alpha-Methyl-3-chlorobenzenemethaneamine;CS-0000296;(R)-1-(3-Chlorophenyl)ethylamine, ChiPros?;EN300-87766;A21688;(1R)-1-(3-Chlorophenyl)ethylamine, AldrichCPR;(R)-3-Chloro-alpha-methylbenzylamine, ChiPros(R), produced by BASF, >=99.0%

Chemical Property of (R)-1-(3-chlorophenyl)ethanamine

Chemical Property:

• Vapor Pressure: 0.145mmHg at 25°C
• Refractive Index: 1.551
• Boiling Point: 215.833 °C at 760 mmHg
• PKA: 8.73±0.10(Predicted)
• Flash Point: 91.914 °C
• PSA: 26.02000
• Density: 1.123 g/cm³
• LogP: 3.06000
• Sensitive.: Moisture Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 155.0501770
• Heavy Atom Count: 10
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

(R)-1-(3-chlorophenyl)ethanamine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=CC=C1)Cl)N
• Isomeric SMILES: C[C@H](C1=CC(=CC=C1)Cl)N
• Uses: (R)-1-(3-Chlorophenyl)ethylamine play a very extensive role of making chirally optically active drugs and compounds. Also as intermediates.

Technology Process of (R)-1-(3-chlorophenyl)ethanamine

There total 19 articles about (R)-1-(3-chlorophenyl)ethanamine 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: 99.0%

(R)-N-[(1R)-1-(3-chlorophenyl)ethyl]-2-methylpropane-2-sulfinamide (1211473-50-5) → (R)-α-(m-chlorophenyl)ethylamine (24358-43-8,68297-62-1,147200-14-4,17061-53-9)

Guidance literature:

With hydrogenchloride; In methanol; diethyl ether; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.15227/orgsyn.090.0338

Reference yield: 95.0%

(R)-N-[1-(3-chlorophenyl)ethylidene]-2-methylpropane-2-sulfinamide → (R)-α-(m-chlorophenyl)ethylamine (24358-43-8,68297-62-1,147200-14-4,17061-53-9)

Guidance literature:

(R)-N-[1-(3-chlorophenyl)ethylidene]-2-methylpropane-2-sulfinamide; 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: 75.0%

3'-Chloroacetophenone (99-02-5) → (R)-α-(m-chlorophenyl)ethylamine (24358-43-8,68297-62-1,147200-14-4,17061-53-9)

Guidance literature:

With Ru⁽²⁺⁾*2C₂H₃O₂^(1-)*C₇₇H₁₀₈O₆P₂; hydrogen; sodium acetate; In 2,2,2-trifluoroethanol; at 100 ℃; for 24h; under 42754.3 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/jacs.7b12898

upstream raw materials:

1-(3-chlorophenyl)ethan-1-one O-methyl oxime

1-(3-Chloro-phenyl)-ethylamine

ethyl acetate

3'-Chloroacetophenone

Downstream raw materials:

1-(3-bromo-4-chlorophenyl)-N-((R)-1-(3-chlorophenyl)ethyl)ethanamine

3-(aminosulfonyl)-4-chloro-N-((1R)-1-(3-chlorophenyl)ethyl)benzamide

(R)-3-bromo-4-chloro-N-(1-(3-chlorophenyl)ethyl)benzamide

(R)-N-(1-(3-chlorophenyl)ethyl)-4-methoxy-3-(morpholinosulfonyl)benzamide

Refernces

• 1、 Slabu, Iustina,Galman, James L.,Iglesias, Cesar,Weise, Nicholas J.,Lloyd, Richard C.,Turner, Nicholas J.. "n-Butylamine as an alternative amine donor for the stereoselective biocatalytic transamination of ketones". . p. 96 - 101. Retrieved 2017/09/30.
• 2、 Galman, James L.,Slabu, Iustina,Weise, Nicholas J.,Iglesias, Cesar,Parmeggiani, Fabio,Lloyd, Richard C.,Turner, Nicholas J.. "Biocatalytic transamination with near-stoichiometric inexpensive amine donors mediated by bifunctional mono- and di-amine transaminases". supporting information. p. 361 - 366. Retrieved 2017/08/14.