(4-Nitrophenyl)sulfinyl acetic acid methyl ester

Base Information

• Chemical Name: (4-Nitrophenyl)sulfinyl acetic acid methyl ester
• CAS No.: 85728-59-2
• Molecular Formula: C9H9NO5S
• Molecular Weight: 243.24
• DSSTox Substance ID: DTXSID30875869
• Nikkaji Number: J464.717C
• Mol file: 85728-59-2.mol

Synonyms:85728-59-2;(4-Nitrophenyl)sulfinyl acetic acid methyl ester;SCHEMBL17550632;DTXSID30875869;AKOS010555673;4-Nitrophenylsulfinyl-acetic acid, methyl ester

Chemical Property of (4-Nitrophenyl)sulfinyl acetic acid methyl ester

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 243.02014356
• Heavy Atom Count: 16
• Complexity: 293

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CS(=O)C1=CC=C(C=C1)[N+](=O)[O-]

Technology Process of (4-Nitrophenyl)sulfinyl acetic acid methyl ester

There total 2 articles about (4-Nitrophenyl)sulfinyl acetic acid methyl ester 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:

para-nitrobenzenethiol (1849-36-1) → (+/-)-Methyl <(4-Nitrophenyl)sulfinyl>acetate (85728-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Na / methanol

2: H₂O₂ / acetic acid

With dihydrogen peroxide; sodium; In methanol; acetic acid;

DOI:10.1016/S0040-4039(01)80467-6

Reference yield:

4-chlorobenzonitrile (100-00-5) → (+/-)-Methyl <(4-Nitrophenyl)sulfinyl>acetate (85728-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 25 °C / Inert atmosphere

2: dihydrogen peroxide; acetic acid / 10 - 25 °C / Inert atmosphere

With dihydrogen peroxide; potassium carbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2011.09.024

Reference yield: 74.0%

(+/-)-Methyl <(4-Nitrophenyl)sulfinyl>acetate (85728-59-2) + butyraldehyde (123-72-8) → (E)-methyl 2-(p-nitrophenylsulphinyl)hex-2-enoate (111220-70-3)

Guidance literature:

With piperidine; In acetonitrile; at 0 ℃; for 24h;

upstream raw materials:

para-nitrobenzenethiol

4-chlorobenzonitrile

Downstream raw materials:

(R)-(+)-Methyl <(4-nitrophenyl)sulfinyl>acetate

(S)-(-)-<(4-nitrophenyl)sulfinyl>acetic acid

(E)-methyl 2-(p-nitrophenylsulphinyl)hex-2-enoate

(S)-(-)-Methyl <(4-nitrophenyl)sulfinyl>acetate