(1S)-1-phenylethanamine

Base Information

• Chemical Name: (1S)-1-phenylethanamine
• CAS No.: 2627-86-3
• Deprecated CAS: 137577-63-0
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 29214980
• European Community (EC) Number: 220-098-0
• UNII: 05780F90V3
• DSSTox Substance ID: DTXSID701014613
• Nikkaji Number: J45.983F
• Wikidata: Q27116451
• Metabolomics Workbench ID: 55093
• ChEMBL ID: CHEMBL282700
• Mol file: 2627-86-3.mol

Synonyms:2627-86-3;(S)-(-)-1-Phenylethylamine;(1S)-1-phenylethanamine;(S)-1-phenylethanamine;(S)-(-)-alpha-Methylbenzylamine;(S)-1-Phenylethylamine;L-1-Phenylethylamine;L-alpha-Methylbenzylamine;L(-)-alpha-Methylbenzylamine;(S)-alpha-Methylbenzenemethanamine;(s)-(-)-1-methylbenzylamine;(-)-alpha-Phenethylamine;L-(-)-1-Phenylethylamine;L-(-)-alpha-Phenylethylamine;(1S)-1-phenylethan-1-amine;1-Phenethylamine, (-)-;(S)-alpha-Methylbenzylamine;(alphaS)-alpha-methylbenzenemethanamine;CHEMBL282700;MFCD00064406;(1S)-(-)-1-Phenylethylamine;CHEBI:35321;UNII-05780F90V3;Benzenemethanamine, .alpha.-methyl-, (.alpha.S)-;EINECS 220-098-0;05780F90V3;Benzenemethanamine, alpha-methyl-, (alphaS)-;EC 220-098-0;s-(-)-alpha-phenylethylamine;(S)-alpha-methyl benzylamine;S-Alfa-Methylbenzylamine;(S)-(-)-a-methyl-benzylamine;(S)-1-phenylethan-1-amine;(S)-(-)-a-methylbenzylamine;(S)-(-)-.alpha.-Methylbenzylamine;(S)-(-)-?-Methylbenzylamine;98B;(S)-1phenylethylamine;1(S)-phenylethylamine;(-)-1-phenethylamine;L-alpha-Phenylethylamine;(S) -1phenylethylamine;(S)-1 phenylethylamine;1-(S)-phenylethylamine;(S)1-Phenyl-Ethylamine;(s)-1-phenylethyl amine;1(s)-phenyl ethyl amine;(1S)-1-phenylethylamine;(s)-(-)-phenethylamine;(S)-1-phenyl-ethylamine;(S)-1-phenylethyl-amine;(s)-(-)-phenylethylamine;(1 S)-1-phenylethanamine;(1S)-1-phenyl-ethylamine;(S)-1-(phenyl)ethylamine;(5)-alpha-methylbenzylamine;SCHEMBL42904;(S)-(-)1-phenylethylamine;(S)-1-(phenyl)-ethylamine;(S)-alpha-methyl-benzylamine;(s)-alpha-methylbenzyl amine;(S)-PEA;[(1S)-1-phenylethyl]amine;(S)-(-)-1-phenethylamine;(-)-(S)-1-penylethylamine;(S)-(-)-1-phenylethanamine;(S)-alpha methyl benzyl amine;L-(-)-alpha-methylbenzylamine;SCHEMBL4166272;(S)(-)-alpha-methylbenzylamine;(S)-(-)-1-phenyl-ethylamine;l(-)-alpha-methyl-benzyl amine;(S)-(-)-|A-Methylbenzylamine;(S)-(-)-alpha-methylbenzylamin;(s)-(-)-alpha-phenylethylamine;(S)-(?)-|A-Methylbenzylamine;(-)-(S)-alpha-methylbenzylamine;(S)-(+)-alpha-methylbenzylamine;DTXSID701014613;L-.ALPHA.-PHENYLETHYLAMINE;(S)-(-)-alpha-methyl benzylamine;S-.ALPHA.-METHYLBENZYLAMINE;STR00933;(S)-(-)- alpha -Methylbenzylamine;(S)-(-)-alpha methyl benzyl amine;(S)-(-)-alpha-methyl benzyl amine;(S)-(-)-alpha-methyl-benzyl amine;BDBM50028638;s6260;AKOS005259686;AKOS012313698;AC-8774;CS-W019840;(-)-(S)-alpha-methyl-benzenemethanamine;L-(-)-.ALPHA.-METHYLBENZYLAMINE;(S)-(-)-alpha-Methylbenzylamine, 98%;AS-14055;AM20060475;P0793;EN300-67316;D77861;.ALPHA.-METHYLBENZYLAMINE (-)-FORM [MI];J-505090;Q27116451;F0001-2350;Z1079131570;(S)-(-)-alpha-Methylbenzylamine, ChiPros(R), produced by BASF, >=99.0%;(S)-(-)-alpha-Methylbenzylamine, for chiral derivatization, >=99.0%;(S)-(-)-alpha-Methylbenzylamine, purum, >=98.0% (sum of enantiomers, GC)

Chemical Property of (1S)-1-phenylethanamine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.5 mm Hg ( 20 °C)
• Melting Point: -10 °C
• Refractive Index: 1.5260
• Boiling Point: 183 °C at 760 mmHg
• PKA: 9.04±0.10(Predicted)
• Flash Point: 75.8 °C
• PSA: 26.02000
• Density: 0.956 g/cm³
• LogP: 2.40660
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: 42g/l
• Water Solubility.: slightly soluble
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 74.6

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-α-Methylbenzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 21/22-34-35
• Safety Statements: 26-28-36/37/39-45-28A-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC(C1=CC=CC=C1)N
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1)N
• Uses: L-1-Phenylethylamine can be used in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole (S)-(-)-1-Phenylethylamine is utilized in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole. Used in a one-pot, multi-component synthesis of a highly substituted, chiral pyrrole.

Technology Process of (1S)-1-phenylethanamine

There total 276 articles about (1S)-1-phenylethanamine 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: 70.0%

(S)-N-acetyl-1-phenylethylamine (19144-86-6,6284-14-6) + ethylene glycol (107-21-1) → 2-hydroxyethyl acetate (542-59-6) + (S)-1-phenyl-ethylamine (2627-86-3)

Guidance literature:

(S)-N-acetyl-1-phenylethylamine; With triphenyl phosphite; chlorine; triethylamine; In dichloromethane; at -30 ℃;

ethylene glycol; In dichloromethane; at -30 - 20 ℃;

With water;

DOI:10.1021/ol048852h

Reference yield: 29.0%

ethyl 2-cyanoacetate (105-56-6) + rac-methylbenzylamine (618-36-0) → (R)-2-cyano-N-(1-phenylethyl)acetamide (1202405-40-0) + (S)-1-phenyl-ethylamine (2627-86-3) + (R)-1-phenyl-ethyl-amine (3886-69-9)

Guidance literature:

With Novozym, lipase B from Candida antarctica, recombinant, expressed in Aspergillus niger, adsorbed on acrylic resin; In tetrahydrofuran; toluene; at 25 ℃; for 24h; Reagent/catalyst; enantioselective reaction; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.tetasy.2015.04.013

Reference yield:

C12H17NOS (842121-02-2) → 1-Phenylethanol (98-85-1,13323-81-4) + (S)-1-phenyl-ethylamine (2627-86-3) + (R)-1-phenyl-ethyl-amine (3886-69-9) + S-tert-butylsulfinimide (146374-27-8) + acetophenone (98-86-2)

Guidance literature:

C₁₂H₁₇NOS; With [RhCl₂(p-cymene)]2; ethanolamine; potassium hydroxide; In isopropyl alcohol; at 25 ℃; for 15h;

With hydrogenchloride; In methanol; optical yield given as %ee; stereoselective reaction;

DOI:10.1016/j.tetlet.2009.07.044

upstream raw materials:

1-methyl-4-nitrosobenzene

S(+)-2-phenyl-propanoic acid amide

(S)-2-Phenylpropionic acid

rac-methylbenzylamine

Downstream raw materials:

(S)-1-phenyl-N-[(pyridin-2-yl)methylene]ethanamine

((S)1-phenyl-ethyl)-[4]pyridylmethylen-amine

(S)-3-pyridylmethylidene-α-methylbenzylamine

(S)-N-2-furylmethylidene-1-phenylethylamine

Refernces

• 1、 Drabowicz, Jzef,Pokora-Sobczak, Patrycja,Zajc, Adrian,Wach-Panfilow, Paulina. "A new procedure for the synthesis of optically active t-butylphenylphosphinothioic acid". . p. 674 - 677. Retrieved 2014.
• 2、 Deepankumar, Kanagavel,Nadarajan, Saravanan Prabhu,Mathew, Sam,Lee, Sun-Gu,Yoo, Tae Hyeon,Hong, Eun Young,Kim, Byung-Gee,Yun, Hyungdon. "Engineering transaminase for stability enhancement and site-specific immobilization through multiple noncanonical amino acids incorporation". . p. 417 - 421. Retrieved 2015.
• 3、 Hunter,Kipping. "-". . p. 1147. Retrieved 1903.
• 4、 Nobili, Alberto,Steffen-Munsberg, Fabian,Kohls, Hannes,Trentin, Ivan,Schulzke, Carola,H?hne, Matthias,Bornscheuer, Uwe T.. "Engineering the active site of the amine transaminase from vibrio fluvialis for the asymmetric synthesis of aryl-alkyl amines and amino alcohols". . p. 757 - 760. Retrieved 2015.
• 5、 Young,Porter. "-". . p. 1437. Retrieved 1937.
• 6、 Czugler. Matyas,Csoeregh, Ingeborg,Kalman, Alajos,Faigl, Ferenc,Acs, Maria. "CRYSTAL STRUCTURES OF THE DIASTEREOMERIC SALT PAIR OF THE PROSTAGLANDIN INTERMEDIATE 1R,2S(+)-cis-2-HYDROXYCYCLOPENT-4-ENYLACETIC ACID WITH S- and R-1-PHENYLETHYLAMINE". . p. 157 - 170. Retrieved 1989.
• 7、 Taniguchi, Kayoko,Sakurai, Rumiko,Sakai, Kenichi,Yasutake, Mikio,Hirose, Takuji. "Optical rotation study on solvent dependence of diastereomeric salt discrimination properties". . p. 1084 - 1090. Retrieved 2006.
• 8、 Yun, Hyungdon,Kim, Byung-Gee. "Asymmetric synthesis of (S)-α-methylbenzylamine by recombinant Escherichia coli co-expressing omega-transaminase and acetolactate synthase". . p. 3030 - 3033. Retrieved 2008.
• 9、 Jiang, Hong,Yang, Kuiwei,Zhao, Xiangxiang,Zhang, Wenqiang,Liu, Yan,Jiang, Jianwen,Cui, Yong. "Highly Stable Zr(IV)-Based Metal-Organic Frameworks for Chiral Separation in Reversed-Phase Liquid Chromatography". supporting information. p. 390 - 398. Retrieved 2021/01/13.
• 10、 Chang, Mingxin,Gao, Zhaofeng,Geng, Huiling,Huang, Haizhou,Liu, Jingwen. "An Iridium Catalytic System Compatible with Inorganic and Organic Nitrogen Sources for Dual Asymmetric Reductive Amination Reactions". supporting information. p. 27307 - 27311. Retrieved 2021/11/17.