(S)-1-(2,6-Dichlorophenyl)ethanamine hydrochloride

Base Information

• Chemical Name: (S)-1-(2,6-Dichlorophenyl)ethanamine hydrochloride
• CAS No.: 121443-79-6
• Molecular Formula: C8H9Cl2N
• Molecular Weight: 190.07216
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID90704388
• Mol file: 121443-79-6.mol

Synonyms:(S)-1-(2,6-Dichlorophenyl)ethanamine hydrochloride;2055848-81-0;(S)-1-(2,6-Dichlorophenyl)ethanamine HCl;SCHEMBL21670830;DTXSID90704388;MFCD12757836;AKOS015924448;DS-19776;CS-0158271;Y10531;Benzenemethanamine, 2,6-dichloro-a-methyl-,(S)-;(1S)-1-(2,6-dichlorophenyl)ethanamine;hydrochloride;(1S)-1-(2,6-Dichlorophenyl)ethan-1-amine--hydrogen chloride (1/1)

Chemical Property of (S)-1-(2,6-Dichlorophenyl)ethanamine hydrochloride

Chemical Property:

• Boiling Point: 248.142 °C at 760 mmHg
• PKA: 7.96±0.10(Predicted)
• Flash Point: 103.873 °C
• PSA: 26.02000
• Density: 1.262 g/cm³
• LogP: 3.71340
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 224.987882
• Heavy Atom Count: 12
• Complexity: 119

Purity/Quality:

98% ^*data from raw suppliers

(S)-1-(2,6-Dichlorophenyl)ethanamineHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=C(C=CC=C1Cl)Cl)N.Cl
• Isomeric SMILES: C[C@@H](C1=C(C=CC=C1Cl)Cl)N.Cl

Technology Process of (S)-1-(2,6-Dichlorophenyl)ethanamine hydrochloride

There total 5 articles about (S)-1-(2,6-Dichlorophenyl)ethanamine hydrochloride 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:

(1S)-N-Trimethylsilyl-1-(2-chlorophenyl)ethylamine (121443-78-5) → (1S)-(-)-1-(2,6-Dichlorophenyl)ethylamine (121443-79-6,1131737-05-7,172699-35-3)

Guidance literature:

With n-butyllithium; hexachloroethane; Yield given. Multistep reaction; 1.) ether, hexane, 0 deg C, 40 min, 2.) ether, hexane, -40 deg C, 1 h;

DOI:10.1021/ja00195a044

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → (1S)-(-)-1-(2,6-Dichlorophenyl)ethylamine (121443-79-6,1131737-05-7,172699-35-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / (NH₄)2SO₄ / 1.) 100 deg C, 5 h; 125 deg C, 19 h, 2.) TMSCl was added to complete conversion at 25 deg C, then 125 deg C, 12 h

2: 1.) n-BuLi, 2.) hexachloroethane / 1.) ether, hexane, 25 deg C, 24 h, 2.) ether, hexane, -40 deg C, 1 h

3: 83 percent / (NH₄)2SO₄ / 1.) 100 deg C, 5 h; 125 deg C, 19 h, 2.) TMSCl was added to complete conversion at 25 deg C, then 125 deg C, 12 h

4: 1.) n-BuLi, 2.) hexachloroethane / 1.) ether, hexane, 0 deg C, 40 min, 2.) ether, hexane, -40 deg C, 1 h

With ammonium sulfate; n-butyllithium; hexachloroethane;

DOI:10.1021/ja00195a044

Reference yield:

N-<(S)-1-phenylethyl>(trimethylsilyl)amine (121443-77-4) → (1S)-(-)-1-(2,6-Dichlorophenyl)ethylamine (121443-79-6,1131737-05-7,172699-35-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi, 2.) hexachloroethane / 1.) ether, hexane, 25 deg C, 24 h, 2.) ether, hexane, -40 deg C, 1 h

2: 83 percent / (NH₄)2SO₄ / 1.) 100 deg C, 5 h; 125 deg C, 19 h, 2.) TMSCl was added to complete conversion at 25 deg C, then 125 deg C, 12 h

3: 1.) n-BuLi, 2.) hexachloroethane / 1.) ether, hexane, 0 deg C, 40 min, 2.) ether, hexane, -40 deg C, 1 h

With ammonium sulfate; n-butyllithium; hexachloroethane;

DOI:10.1021/ja00195a044

upstream raw materials:

(1S)-N-Trimethylsilyl-1-(2-chlorophenyl)ethylamine

(S)-1-phenyl-ethylamine

(S)-α-(o-chlorophenyl)ethylamine

N-<(S)-1-phenylethyl>(trimethylsilyl)amine

Downstream raw materials:

(S)-N-<2-(3,4-Dimethoxyphenyl)ethyl>-1-(2,6-dichlorophenyl)ethylamine

(S)-N-<1-(2,6-Dichlorophenyl)ethyl>-N-<2-(3,4-dimethoxyphenyl)ethyl>acetamide

(S)-N-<1-(2,6-Dichlorophenyl)ethyl>-N-<2-(3,4-dimethoxyphenyl)ethyl>propanamide

(S)-N-<1-(2,6-Dichlorophenyl)ethyl>-N-<2-(3,4-dimethoxyphenyl)ethyl>-2-methylpropanamide

Refernces

• 1、 Polniaszek,Lichti. "An efficient preparation of (S)-(-)-1-(2,6-dichlorophenyl)ethylamine". . p. 171 - 178. Retrieved 2007/10/02.