1-(4-nitrophenyl)ethanamine

Base Information

• Chemical Name: 1-(4-nitrophenyl)ethanamine
• CAS No.: 42142-15-4
• Molecular Formula: C8H10N2O2
• Molecular Weight: 166.18
• Mol file: 42142-15-4.mol

Synonyms:1-(4-Nitrophenyl)ethanamine;(RS)-1-(p-nitrophenyl)ethylamine;(-)-p-nitro-α-methylbenzylamine;1-(4-Nitro-phenyl)-ethylamine;R-1-(4'-nitrophenyl)ethylamine;(+/-)-1-(4-nitrophenyl)ethylamine;4-nitro-(S)-α-methyl-benzylamine;(-)-α-methyl-p-nitrobenzylamine;

Chemical Property of 1-(4-nitrophenyl)ethanamine

Chemical Property:

• Boiling Point: 125 - 130 °C (3 mmHg)
• PSA: 71.84000
• LogP: 2.83800

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Nitrophenyl)ethanamine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-nitrophenyl)ethanamine

There total 53 articles about 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

(4-nitrophenyl)ethanone

Downstream raw materials:

C₁₂H₁₆N₂O₂

S-(-)-N,N-dimethyl-α-(p-nitrophenyl)-ethylamine

N-[(R)-1-(4-nitro-phenyl)-ethyl]-benzamide

(R)-2-methyl-p-nitrobenzylamine

Refernces

• 1、 Polishchuk, Iuliia,Sklyaruk, Jan,Lebedev, Yury,Rueping, Magnus. "Air Stable Iridium Catalysts for Direct Reductive Amination of Ketones". supporting information. p. 5919 - 5922. Retrieved 2021/03/08.
• 2、 Nguyen, Dat P.,Sladek, Rudolph N.,Do, Loi H.. "Scope and limitations of reductive amination catalyzed by half-sandwich iridium complexes under mild reaction conditions". supporting information. . Retrieved 2020/07/15.