2-Mercapto-3-furan-2-ylpropenoic acid

Base Information

• Chemical Name: 2-Mercapto-3-furan-2-ylpropenoic acid
• CAS No.: 55927-33-8
• Molecular Formula: C7H6 O3 S
• Molecular Weight: 170.19
• Nikkaji Number: J400.897I
• Mol file: 55927-33-8.mol

Synonyms:2-mercapto-3-furan-2-ylpropenoic acid;alpha-mercapto-beta-(2-furan)acrylic acid;alpha-mercapto-beta-(2-furyl)acrylic acid;RMI-71626

Chemical Property of 2-Mercapto-3-furan-2-ylpropenoic acid

Chemical Property:

• Vapor Pressure: 0.000249mmHg at 25°C
• Melting Point: 110-111 °C(Solv: methanol (67-56-1))
• Boiling Point: 311°Cat760mmHg
• PKA: 3.21±0.19(Predicted)
• Flash Point: 141.9°C
• PSA: 89.24000
• Density: 1.398g/cm³
• LogP: 1.63490
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.00376522
• Heavy Atom Count: 11
• Complexity: 188

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C=C(C(=O)O)S
• Isomeric SMILES: C1=COC(=C1)/C=C(/C(=O)O)\S

Technology Process of 2-Mercapto-3-furan-2-ylpropenoic acid

There total 3 articles about 2-Mercapto-3-furan-2-ylpropenoic 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: 64.0%

5-furfurylidenerhodanine (4703-96-2) → 3-(2-furyl)-2-sulfanylpropenoic acid (55927-33-8)

Guidance literature:

5-furfurylidenerhodanine; With sodium hydroxide;

With hydrogenchloride;

DOI:10.1039/b501309g

Reference yield:

furfural (98-01-1) + 2-thioxo-4-thiazolidinone (141-84-4) → 3-(2-furyl)-2-sulfanylpropenoic acid (55927-33-8)

Guidance literature:

furfural; 2-thioxo-4-thiazolidinone;

In water; Alkaline conditions;

With hydrogenchloride; In water;

DOI:10.1007/s13404-011-0040-7

Reference yield:

furfural (98-01-1) → 3-(2-furyl)-2-sulfanylpropenoic acid (55927-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: aq. NaOH

1.2: 64 percent / aq. HCl

With sodium hydroxide;

DOI:10.1039/b501309g

upstream raw materials:

5-furfurylidenerhodanine

furfural

2-thioxo-4-thiazolidinone

Downstream raw materials:

(Z)-2-acetyl-4-(4-chlorophenyl)-6-(furan-2-ylmethylidene)-4H-1,3,4-thiadiazin-5(6H)-one

(Z)-2-acetyl-6-(furan-2-ylmethylidene)-4-phenyl-4H-1,3,4-thiadiazin-5(6H)-one

diisopropylammonium [Au(PPh₃)(3-(2-furyl)-2-sulfanylpropenoato)]

(3-(2-furyl)-2-sulfanylpropenoato)(triphenylphosphine)gold

Refernces

• 1、 Barreiro, Elena,Casas, Jose S.,Couce, Maria D.,Sanchez, Agustin,Sordo, Jose,Varela, Jose M.,Vazquez-Lopez, Ezequiel M.. "New structural features in triphenylphosphinesilver(I) sulfanylcarboxylates". . p. 1707 - 1715. Retrieved 2007/10/03.