(R)-1-(4-Nitrophenyl)ethanamine

Base Information

• Chemical Name: (R)-1-(4-Nitrophenyl)ethanamine
• CAS No.: 22038-87-5
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• Hs Code.: 2922390090
• DSSTox Substance ID: DTXSID30361439
• Nikkaji Number: J1.372.618C
• Wikidata: Q72493533
• Mol file: 22038-87-5.mol

Synonyms:22038-87-5;(R)-1-(4-Nitrophenyl)ethanamine;(R)-1-(4-Nitrophenyl)ethylamine;(R)-1-(4-Nitro-phenyl)-ethylamine;(1R)-1-(4-nitrophenyl)ethanamine;(1R)-1-(4-nitrophenyl)ethan-1-amine;(R)-alpha-methyl-4-nitrobenzylamine;(S)-4-Nitro-alpha-methylbenzylamine;1-(4-Nitrophenyl)ethanamine #;SCHEMBL353942;4-nitro-alpha-methylbenzylamine;1-(S)-4-Nitrophenyl ethylamine;DTXSID30361439;AMY37482;BCP09415;R-(+)--Methyl-4-nitrobenzylamine;(R)-1-(4-Nitrophenyl)-ethylamine;AKOS010367107;AKOS015840225;(R)-(-)-Alpha-methyl-4-nitrobenzylamine;CS-0000293;Benzenemethanamine, -methyl-4-nitro-, (R)-;EN300-89306;F53578;(AlphaR)-alpha-methyl-4-nitro-benzenemethanamine;A815858;Benzenemethanamine, |A-methyl-4-nitro-, (|AR)-;J-501746

Chemical Property of (R)-1-(4-Nitrophenyl)ethanamine

Chemical Property:

• Vapor Pressure: 0.00229mmHg at 25°C
• Refractive Index: 1.576
• Boiling Point: 288.8 ºC at 760 mmHg
• PKA: 8.31±0.10(Predicted)
• Flash Point: 128.4 ºC
• PSA: 71.84000
• Density: 1.199 g/cm³
• LogP: 2.83800
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.074227566
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

R-(+)-α-Methyl-4-nitrobenzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)[N+](=O)[O-])N
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)[N+](=O)[O-])N
• Uses: (R)-1-(4-NITRO-PHENYL)-ETHYLAMINE is used in the synthesis of Tamsulosin (T006351). R-(+)-α-Methyl-4-nitrobenzylamine is used in the synthesis of Tamsulosin (T006351).

Technology Process of (R)-1-(4-Nitrophenyl)ethanamine

There total 40 articles about (R)-1-(4-Nitrophenyl)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%

(4-nitrophenyl)ethanone (100-19-6) → (S)-1-(p-nitrophenyl)ethylamine (4187-53-5,22038-87-5,42142-15-4,73069-55-3)

Guidance literature:

With formate dehydrogenase; Arthrobacter citreus S9 ω-transaminase; ATA-113 ω-transaminase; sodium formate; isopropylamine; NADH; yeast alcohol dehydrogenase; pH=7; optical yield given as %ee; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1039/c0cc00050g

Reference yield: 86.0%

(E)-1-(4-nitrophenyl)ethan-1-one O-methyl oxime (80965-22-6) → (S)-1-(p-nitrophenyl)ethylamine (4187-53-5,22038-87-5,42142-15-4,73069-55-3)

Guidance literature:

(E)-1-(4-nitrophenyl)ethan-1-one O-methyl oxime; With borane-THF; (S)-proline (R)-1,1'-bi(2-naphthyl)dioxyboryl ester; In tetrahydrofuran; at 0 - 5 ℃; for 48h;

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1021/jo060123n

Reference yield: 77.0%

(Z)-1-(4-nitrophenyl)ethanone O-benzyloxime (1434603-08-3) → (R)-2-methyl-p-nitrobenzylamine (4187-53-5,22038-87-5,42142-15-4,73069-55-3) + (S)-1-(p-nitrophenyl)ethylamine (4187-53-5,22038-87-5,42142-15-4,73069-55-3)

Guidance literature:

With borane-THF; C₁₉H₂₃BNO₃^(1-)*H⁽¹⁺⁾; In tetrahydrofuran; 1,4-dioxane; at 0 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo400371x

upstream raw materials:

(S)-N-[1-(4-nitrophenyl)ethyl]acetamide

(S)-1-p-nitrophenyl-1-(2-benzoylhydrazino)ethane

(S)-N-acetyl-1-phenylethylamine

1-(4-nitro-phenyl)-ethylamine

Downstream raw materials:

(R)-N-acetyl-1-(4-nitrophenyl)ethylamine

(+)-N-picryl-α-(p-N'-picrylaminophenyl)ethylamine

(-)-N-picryl-α-(p-N'-picrylaminophenyl)ethylamine

(-)-N-picryl-α-(p-nitrophenyl)ethylamine

Refernces

• 1、 Hellinghausen, Garrett,Lopez, Diego A.,Lee, Jauh T.,Wang, Yadi,Weatherly, Choyce A.,Portillo, Abiud E.,Berthod, Alain,Armstrong, Daniel W.. "Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase". . p. 1067 - 1078. Retrieved 2018/08/01.
• 2、 L?we, Jana,Ingram, Aaron A.,Gr?ger, Harald. "Enantioselective synthesis of amines via reductive amination with a dehydrogenase mutant from Exigobacterium sibiricum: Substrate scope, co-solvent tolerance and biocatalyst immobilization". . p. 1387 - 1392. Retrieved 2018/03/21.