N-Methyl-4-nitrosoaniline

Base Information

• Chemical Name: N-Methyl-4-nitrosoaniline
• CAS No.: 10595-51-4
• Molecular Formula: C7H8 N2 O
• Molecular Weight: 136.153
• Hs Code.: 2921430090
• European Community (EC) Number: 634-591-7
• NSC Number: 677514,66522
• UNII: 13URY0G44B
• DSSTox Substance ID: DTXSID70147436
• Nikkaji Number: J673.246A
• Wikidata: Q83012736
• Mol file: 10595-51-4.mol

Synonyms:4-nitroso-N-methylaniline;4-nitrosomethylaniline;p-nitrosomethylaniline;para-nitrosomethylaniline

Chemical Property of N-Methyl-4-nitrosoaniline

Chemical Property:

• Vapor Pressure: 0.0129mmHg at 25°C
• Boiling Point: 259.5°Cat760mmHg
• Flash Point: 110.7°C
• PSA: 41.46000
• Density: 1.11g/cm³
• LogP: 2.19920
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 136.063662883
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Methyl-4-nitrosoaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)N=O

Technology Process of N-Methyl-4-nitrosoaniline

There total 9 articles about N-Methyl-4-nitrosoaniline 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: 79.0%

Thiobenzmorpholid (2032-36-2) + N-methyl-N-nitrosoaniline (614-00-6) → 4-benzoylmorpholine (1468-28-6) + 4-nitroso-N-methylaniline (10595-51-4) + N-methylaniline (100-61-8)

Guidance literature:

With hydrogenchloride; potassium iodide; In water; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88548-3

Reference yield:

diethyl ether (60-29-7,927820-24-4) + ethanol (64-17-5) + N-methyl-N-nitrosoaniline (614-00-6) + hydrogen bromide (10035-10-6,12258-64-9) → 4-nitroso-N-methylaniline (10595-51-4) + 4-bromo-N-methylaniline (6911-87-1,211060-12-7) + 4-bromo-N-nitroso-N-methylaniline (937-23-5) + N-methylaniline (100-61-8)

Guidance literature:

at -5 ℃; Produkt 5: N-Methyl-2.4-dibrom-anilin;

Reference yield:

N-methyl-N-nitrosoaniline (614-00-6) → 4-nitroso-N-methylaniline (10595-51-4) + 4-bromo-N-methylaniline (6911-87-1,211060-12-7) + 4-bromo-N-nitroso-N-methylaniline (937-23-5) + N-methylaniline (100-61-8)

Guidance literature:

Produkt 5: N-Methyl-2.4-dibrom-anilin;

upstream raw materials:

N-methyl-N-nitrosoaniline

N-methylaniline

Thiobenzmorpholid

hydrogenchloride

Downstream raw materials:

N-methyl-benzene-1,4-diamine

cyano-(4-methylamino-phenylimino)-acetic acid ethyl ester

5-Amino-2-methyl-4-(4-methylamino-phenylamino)-phenol

2,5-bis(phenylamino)-1,4-benzoquinone

Refernces

• 1、 Nikitenkova, L. P.,Karakotov, S. D.,Strepikheev, Yu. A.,Naumova, I. I.. "KINETICS AND MECHANISM OF THE FISCHER-HEPP REARRANGEMENT. XI. KINETICS OF THE REARRANGEMENT OF N-NITROSOMONOARYLAMINES AT HIGH ACIDITIES". . p. 1228 - 1231. Retrieved 2007/10/02.
• 2、 Nikitenkova, L. P.,Karakotov, S. D.,Strepikheev, Yu. A.,Kashemirov, B. A.,Naumova, I. I.. "KINETICS AND MECHANISM OF THE FISCHER-HEPP REARRANGEMENT. X. COMPARATIVE ANALYSIS OF THE KINETICS OF THE REARRANGEMENT OF MONO- AND DIARYLNITROSAMINES". . p. 1389 - 1395. Retrieved 2007/10/02.