4-Isothiocyanatophenylacetic acid

Base Information

• Chemical Name: 4-Isothiocyanatophenylacetic acid
• CAS No.: 2131-56-8
• Molecular Formula: C₉H₇NO₂S
• Molecular Weight: 193.226
• European Community (EC) Number: 860-032-3
• DSSTox Substance ID: DTXSID701298392
• Nikkaji Number: J487.390D
• Mol file: 2131-56-8.mol

Synonyms:2-(4-isothiocyanatophenyl)acetic Acid;4-isothiocyanatophenylacetic acid;2131-56-8;4-Isothiocyanatobenzeneacetic acid;Benzeneacetic acid, 4-isothiocyanato-;SCHEMBL1457228;HQHRFCZZJLWJKI-UHFFFAOYSA-N;DTXSID701298392;EN300-7536534

Chemical Property of 4-Isothiocyanatophenylacetic acid

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 193.01974964
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)O)N=C=S

Technology Process of 4-Isothiocyanatophenylacetic acid

There total 4 articles about 4-Isothiocyanatophenylacetic 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: 83.0%

4-aminophenylacetic acid (1197-55-3) + di-2-pyridyl thionocarbonate (96989-50-3) → 4-isothiocyanatophenylacetic acid (2131-56-8)

Guidance literature:

In dichloromethane; at 25 ℃; for 4h;

DOI:10.1021/jm020361k

Reference yield: 75.0%

carbon disulfide (75-15-0,12122-00-8) + 4-aminophenylacetic acid (1197-55-3) → 4-isothiocyanatophenylacetic acid (2131-56-8)

Guidance literature:

carbon disulfide; 4-aminophenylacetic acid; With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 24h;

With iodine; In tetrahydrofuran; water; at 0 ℃; for 1.63333h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

thiophosgene (463-71-8) → 4-isothiocyanatophenylacetic acid (2131-56-8)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 20 - 85 ℃; for 4.25h;

upstream raw materials:

4-aminophenylacetic acid

di-2-pyridyl thionocarbonate

thiophosgene

carbon disulfide

Downstream raw materials:

N-(4-Carboxymethylphenyl)thiourea

Refernces

• 1、 -. "METHOD FOR PRODUCING ISOTHIOCYANATE COMPOUND HAVING CARBOXYL GROUP". Page/Page column 11. . Retrieved 2010/11/19.
• 2、 Park, Soobong,Hayes, Brittany L.,Marankan, Fatima,Mulhearn, Debbie C.,Wanna, Linda,Mesecar, Andrew D.,Santarsiero, Bernard D.,Johnson, Michael E.,Venton, Duane L.. "Regioselective covalent modification of hemoglobin in search of antisickling agents". . p. 936 - 953. Retrieved 2007/10/03.