[5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid

Base Information

• Chemical Name: [5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid
• CAS No.: 42191-06-0
• Molecular Formula: C14H11NO4S
• Molecular Weight: 289.312
• DSSTox Substance ID: DTXSID00494268
• Wikidata: Q82341491
• Mol file: 42191-06-0.mol

Synonyms:42191-06-0;[5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid;SCHEMBL10622873;DTXSID00494268;WEKDWCDZPOVNCP-UHFFFAOYSA-N;3-nitro-6-(phenylthio)-phenylacetic acid

Chemical Property of [5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 289.04087901
• Heavy Atom Count: 20
• Complexity: 352

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=C(C=C(C=C2)[N+](=O)[O-])CC(=O)O

Technology Process of [5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid

There total 12 articles about [5-Nitro-2-(phenylsulfanyl)phenyl]acetic acid 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: 53.0%

2-(2-chloro-5-nitrophenyl)acetic acid (37777-70-1) + copper (12775-96-1,15158-11-9,15721-63-8,16941-75-6,17493-86-6,19498-52-3,20499-83-6,20499-84-7,20499-85-8,20499-86-9,20573-10-8,20573-11-9,21595-51-7,21595-52-8,22206-52-6,26445-28-3,28959-95-7,37362-93-9,39417-05-5,54603-16-6,54603-23-5,54603-32-6,54603-40-6,54603-48-4,54603-81-5,54603-89-3,56316-56-4,95985-91-4,122297-32-9,7440-50-8) + thiophenol (108-98-5) → 3-nitro-6-(phenylthio)-phenylacetic acid (42191-06-0)

Guidance literature:

With potassium hydroxide; In water;

Reference yield:

sulfuric acid (7664-93-9) + 3-nitro-6-(phenylthio)-phenylacetonitrile → 3-nitro-6-(phenylthio)-phenylacetic acid (42191-06-0)

Guidance literature:

With acetic acid; In water;

Reference yield:

2-chloro-5-nitrobenzoic acid (2516-96-3) → 3-nitro-6-(phenylthio)-phenylacetic acid (42191-06-0)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. KOH / Cu

2: NaBH₄ / tetrahydrofuran

3: SOCl₂ / benzene

4: (i) DMF, (ii) aq. H₂SO₄, AcOH

With potassium hydroxide; sodium tetrahydroborate; thionyl chloride; copper; In tetrahydrofuran; benzene;

upstream raw materials:

3-nitro-6-(phenylthio)-benzyl chloride

sodium cyanide

2-chloro-5-nitrobenzoic acid

3-nitro-6-(phenylthio)-benzyl alcohol