alpha-Mercapto-2-methoxycinnamic acid

Base Information

• Chemical Name: alpha-Mercapto-2-methoxycinnamic acid
• CAS No.: 42056-18-8
• Molecular Formula: C10H10O3S
• Molecular Weight: 210.254
• European Community (EC) Number: 668-083-1
• NSC Number: 108798
• DSSTox Substance ID: DTXSID70421723
• Nikkaji Number: J2.182.876I
• Wikidata: Q76313697
• Mol file: 42056-18-8.mol

Synonyms:NSC108798;ALPHA-MERCAPTO-2-METHOXYCINNAMIC ACID;42056-18-8;(Z)-3-(2-methoxyphenyl)-2-sulfanylprop-2-enoic acid;DTXSID70421723;NSC-108798;alpha-Mercapto-2-methoxybenzeneacrylic acid

Chemical Property of alpha-Mercapto-2-methoxycinnamic acid

Chemical Property:

• Vapor Pressure: 2.71E-06mmHg at 25°C
• Boiling Point: 375.1°Cat760mmHg
• Flash Point: 180.7°C
• Density: 1.29g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 210.03506535
• Heavy Atom Count: 14
• Complexity: 238

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C=C(C(=O)O)S
• Isomeric SMILES: COC1=CC=CC=C1/C=C(/C(=O)O)\S

Technology Process of alpha-Mercapto-2-methoxycinnamic acid

There total 4 articles about alpha-Mercapto-2-methoxycinnamic 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: 49.0%

(E,Z)-5-(2-methoxyphenylmethylene)-4-oxo-2-thioxothiazolidine (73855-60-4,81154-09-8) → 3-(2-methoxyphenyl)-2-sulfanylpropenoic acid (42056-18-8)

Guidance literature:

(E,Z)-5-(2-methoxyphenylmethylene)-4-oxo-2-thioxothiazolidine; With sodium hydroxide;

With hydrogenchloride;

DOI:10.1039/b501309g

Reference yield:

2-thioxo-4-thiazolidinone (141-84-4) + ortho-anisaldehyde (135-02-4) → 3-(2-methoxyphenyl)-2-sulfanylpropenoic acid (42056-18-8)

Guidance literature:

2-thioxo-4-thiazolidinone; ortho-anisaldehyde;

In water; Alkaline conditions;

With hydrogenchloride; In water;

DOI:10.1007/s13404-011-0040-7

Reference yield:

ortho-anisaldehyde (135-02-4) → 3-(2-methoxyphenyl)-2-sulfanylpropenoic acid (42056-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH

1.2: 49 percent / aq. HCl

With sodium hydroxide;

DOI:10.1039/b501309g

upstream raw materials:

(E,Z)-5-(2-methoxyphenylmethylene)-4-oxo-2-thioxothiazolidine

ortho-anisaldehyde

2-thioxo-4-thiazolidinone

Downstream raw materials:

5-(2-methoxybenzylidene)-2,3-diphenylthiazolidine-4-one

[(Ag(triphenylphosphine))2(3-(2-methoxyphenyl)-2-sulfanylpropenoato)]2

Ag(P(C₆H₅)3)3(C₆H₄OCH₃CHCSCO₂H)

C₂₂H₃₈Au₂O₃P₂S