Phenylthioacetohydroximic acid

Base Information

• Chemical Name: Phenylthioacetohydroximic acid
• CAS No.: 10593-79-0
• Molecular Formula: C8H9NOS
• Molecular Weight: 167.232
• DSSTox Substance ID: DTXSID00391167
• Nikkaji Number: J2.745.198E
• Wikidata: Q27102437
• Metabolomics Workbench ID: 50946
• Mol file: 10593-79-0.mol

Synonyms:phenylthioacetohydroximic acid;PHENYLACETOTHIOHYDROXIMATE;N-hydroxy-2-phenylethanimidothioic acid;10593-79-0;phenylacetothiohydroximic acid;SCHEMBL1059890;SCHEMBL8724688;CHEBI:17520;DTXSID00391167;C03719;Q27102437

Chemical Property of Phenylthioacetohydroximic acid

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 167.04048508
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(=S)NO

Technology Process of Phenylthioacetohydroximic acid

There total 7 articles about Phenylthioacetohydroximic 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: 14.0%

phenylacetohydroximoyl chloride (701-72-4) → Phenylacetothiohydroxamic Acid (10593-79-0)

Guidance literature:

With sodiumsulfide nonahydrate; triethylamine; In diethyl ether; water; at 20 ℃; for 14h; Darkness; Inert atmosphere;

DOI:10.1039/c6ob01003b

Reference yield:

2-Phenylnitroethane (6125-24-2) → Phenylacetothiohydroxamic Acid (10593-79-0) + phenylacetonitrile (140-29-4)

Guidance literature:

With hexamethyldisilathiane; potassium hydride; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 0 deg C, 30 min, then rt, 1 h, 2) rt, 24 h, then reflux, 48 h;

DOI:10.1016/S0040-4020(01)89057-8

Reference yield:

phenyldithioacetic acid (5873-91-6) → Phenylacetothiohydroxamic Acid (10593-79-0)

Guidance literature:

With hydroxylamine;

DOI:10.1021/ja01564a066

upstream raw materials:

phenyldithioacetic acid

carbon disulfide

phenylmagnesium bromide

2-Phenylnitroethane

Downstream raw materials:

benzyl desulphoglucosinolate

desulfogalactotropaeolin

Refernces

• 1、 Hwu, Jih Ru,Tsay, Shwu-Chen. "COUNTERATTACK REAGENTS: THIOSILANES IN THE CONVERSION OF NITRO COMPOUNDS TO THIOHYDROXAMIC ACIDS AND THIOHYDROXIMATES". . p. 7413 - 7428. Retrieved 2007/10/02.