Methyl 4-nitrosobenzoate

Base Information

• Chemical Name: Methyl 4-nitrosobenzoate
• CAS No.: 13170-28-0
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• DSSTox Substance ID: DTXSID30337452
• Nikkaji Number: J121.810G
• Wikidata: Q82105278
• Mol file: 13170-28-0.mol

Synonyms:Methyl 4-nitrosobenzoate;13170-28-0;4-Nitrosobenzoic acid methyl ester;Benzoic acid, 4-nitroso-, methyl ester;methyl p-nitrosobenzoate;Methyl 4-nitrosobenzoate #;SCHEMBL10354281;DTXSID30337452

Chemical Property of Methyl 4-nitrosobenzoate

Chemical Property:

• PSA: 55.73000
• LogP: 1.87110
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 165.042593085
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 4-nitrosobenzoate

There total 10 articles about Methyl 4-nitrosobenzoate 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: 100.0%

4-methoxycarbonyl aniline (619-45-4) → methyl p-nitrosobenzoate (13170-28-0)

Guidance literature:

With selenium(IV) oxide; dihydrogen peroxide; In dichloromethane; water; at 20 ℃; for 22h;

DOI:10.1021/jo048544x

Reference yield: 82.0%

N-[(4-methoxycarbonyl)phenyl]hydroxylamine (24226-29-7) → methyl p-nitrosobenzoate (13170-28-0)

Guidance literature:

With tert-butylhypochlorite; In tetrahydrofuran; at -78 - -20 ℃;

DOI:10.1021/jo990235x

Reference yield: 60.0%

oxo-(N-(C6H5)hydroxylamido-O,N)(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI) → oxoperoxo-(pyridine-2,6-dicarboxylato)(hexamethylphosphoramide)molybdenum(VI) (67584-07-0) + methyl p-nitrosobenzoate (13170-28-0)

Guidance literature:

With H₂O₂; In dichloromethane; water; byproducts: H2O; addn. 2 equiv 35% aq. soln. H2O2 to soln. Mo-complex/CH2Cl2, mixt. left until red-purple col. disappeared (35 min); addn. petroleum ether (pptn.), filtered;

upstream raw materials:

4-nitrobenzoic acid methyl ester

N-[(4-methoxycarbonyl)phenyl]hydroxylamine

4-methoxycarbonyl aniline

4-methoxycarbonylphenylboronic acid

Downstream raw materials:

4-(3-oxo-4,4-diphenyl-[1,2]oxazetidin-2-yl)-benzoic acid methyl ester

2-(p-carbomethoxyphenyl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

4-(4-Isopropyl-phenylazo)-benzoic acid

dimethyl 4,4'-azoxydibenzoate