4-(Methylthio)phenylacetic acid

Base Information

• Chemical Name: 4-(Methylthio)phenylacetic acid
• CAS No.: 16188-55-9
• Molecular Formula: C9H10 O2 S
• Molecular Weight: 182.243
• Hs Code.: 29309099
• DSSTox Substance ID: DTXSID20407239
• Nikkaji Number: J373.566D
• Wikidata: Q72491518
• Mol file: 16188-55-9.mol

Synonyms:4-(Methylthio)phenylacetic acid;16188-55-9;4-Methylthiophenylacetic acid;2-(4-(methylthio)phenyl)acetic acid;2-(4-methylsulfanylphenyl)acetic Acid;Benzeneacetic acid, 4-(methylthio)-;(4-Methylsulfanylphenyl)acetic acid;MFCD00192325;(4-Methylsulfanyl-phenyl)-acetic acid;2-[4-(methylsulfanyl)phenyl]acetic acid;2-[4-(Methylthio)phenyl]acetic acid;[p-(Methylthio)phenyl]acetic acid;4-Methylthio phenyl acetic acid;SCHEMBL46640;AMY2614;DTXSID20407239;AHMLFHMRRBJCRM-UHFFFAOYSA-N;CS-B0762;4-(methylmercapto)phenyl acetic acid;GEO-01963;4-(METHYLTHIO)PHENYLACETICACID;AKOS000279298;4-(Methylthio)phenylacetic acid, 99%;AS-11895;SY110109;A3592;BB 0248983;FT-0637332;M2874;[4-(METHYLSULFANYL)PHENYL]ACETIC ACID;EN300-79646;F11769;J-009871;F2182-0137;Z1212966448

Chemical Property of 4-(Methylthio)phenylacetic acid

Chemical Property:

• Appearance/Colour: Cream crystalline powder
• Vapor Pressure: 0.00475mmHg at 25°C
• Melting Point: 97-98 ºC
• Boiling Point: 274.2°Cat760mmHg
• PKA: 4.34±0.10(Predicted)
• Flash Point: 125.4°C
• PSA: 62.60000
• Density: 1.16g/cm³
• LogP: 2.03560
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 182.04015073
• Heavy Atom Count: 12
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

4-(Methylthio)phenylacetic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)CC(=O)O

Technology Process of 4-(Methylthio)phenylacetic acid

There total 11 articles about 4-(Methylthio)phenylacetic 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: 95.0%

trimethyl phosphite (512-56-1) + 4-mercaptophenylacetic acid (39161-84-7) → 2-(4-(methylthio)phenyl)acetic acid (16188-55-9)

Guidance literature:

With anhydrous sodium carbonate; In water monomer; at 20 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1055/a-1731-3852

Reference yield: 91.0%

2-(4-(methylthio)phenyl)-2-oxoacetic acid (53066-99-2) → 2-(4-(methylthio)phenyl)acetic acid (16188-55-9)

Guidance literature:

2-(4-(methylthio)phenyl)-2-oxoacetic acid; With sodium iodide; In dichloromethane; at 20 ℃; for 0.0833333h; Inert atmosphere;

With chloro-trimethyl-silane; In dichloromethane; at 20 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201700276

Reference yield: 82.0%

2-[4-(methylsulfanyl)phenyl]acetonitrile (38746-92-8) → 2-(4-(methylthio)phenyl)acetic acid (16188-55-9)

Guidance literature:

2-[4-(methylsulfanyl)phenyl]acetonitrile; With potassium hydroxide; water; for 8h; Reflux;

With hydrogenchloride; water; at 20 ℃;

DOI:10.1016/j.ejmech.2008.03.025

upstream raw materials:

4-(Methylthio)acetophenone

(4-iodophenyl)acetic acid

cuprous methylmercaptide

morpholine

Downstream raw materials:

(4-methylsulfanyl-phenyl)-acetic acid methyl ester

ethyl 4-methylthiophenylacetate

α--p-nitro-trans-zimtsaeure

2-[4-(methylmercapto)phenyl]-1-ethanol

Refernces

• 1、 Tang, Yu,Yu, Biao. "A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination". . . Retrieved 2022/03/27.
• 2、 -. "Preparation method of 4-methylthio phenylacetic acid". Paragraph 0011. . Retrieved 2016/11/14.