Furfuryl mercaptan

Base Information

• Chemical Name: Furfuryl mercaptan
• CAS No.: 98-02-2
• Molecular Formula: C5H6OS
• Molecular Weight: 114.168
• Hs Code.: 29321900
• European Community (EC) Number: 202-628-2
• NSC Number: 41142
• UNII: 29W096TCPG
• DSSTox Substance ID: DTXSID7052654
• Nikkaji Number: J21.666F
• Wikipedia: Furan-2-ylmethanethiol
• Wikidata: Q5509474
• Metabolomics Workbench ID: 45778
• ChEMBL ID: CHEMBL3560314
• Mol file: 98-02-2.mol

Synonyms:2-furanmethanethiol;2-furfurylthiol;furfuryl mercaptan

Chemical Property of Furfuryl mercaptan

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 3.98mmHg at 25°C
• Melting Point: 157.5 °C
• Refractive Index: n20/D 1.531(lit.)
• Boiling Point: 155 °C at 760 mmHg
• PKA: 9.59±0.10(Predicted)
• Flash Point: 45 °C
• PSA: 51.94000
• Density: 1.112 g/cm³
• LogP: 1.70940
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Water Solubility.: insoluble
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 114.01393598
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

99% ^*data from raw suppliers

Furfuryl Mercaptan ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XnF
• Hazard Codes: F,Xn
• Statements: 10-36/37-20/21/22
• Safety Statements: 23-24/25-16-36-26-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)CS
• Description: Furfuryl mercaptan has a characteristic unpleasant odor. It is prepared by reacting thiourea and furfuryl chloride with subsequent hydrolysis of the reaction product; also by reduction of difurfuryl disulfide in alcoholic solution using zinc dust and a small amount of acetic acid or using activated alumina. Furfuryl mercaptan tends to polymerize when heated in the presence of mineral acids.
• Uses: Furfuryl Mercaptam is a volatile flavor component of corn tortilla chips.

Technology Process of Furfuryl mercaptan

There total 16 articles about Furfuryl mercaptan 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: 94.0%

furfuryl disulfide (4437-20-1) → 2-thiolomethyl-furan (98-02-2,175236-33-6)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 0.833333h; pH=8; Reagent/catalyst; Green chemistry;

DOI:10.1016/j.bmcl.2015.08.027

Reference yield: 75.0%

pyrrolidine (123-75-1) + (Z)-2-[(2'-furyl)methylthio]-1-p-toluenesulfonylethylene → 2-thiolomethyl-furan (98-02-2,175236-33-6) + (E)-2-(1-pyrrolidyl)-1-p-toluenesulfonylethylene (142572-72-3) + 2,2-bis[(2'-furyl)methylthio]-p-toluenesulfonylethane

Guidance literature:

In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/jo990308c

Reference yield: 44.0%

furan (110-00-9) + 2-methylthio-1-phenyl-ethanone (5398-93-6) → 2-thiolomethyl-furan (98-02-2,175236-33-6)

Guidance literature:

In dichloromethane; for 3h; Irradiation;

DOI:10.1016/S0040-4039(00)61862-2

upstream raw materials:

2-Chloromethylfuran

thiourea

furfuryl disulfide

furan

Downstream raw materials:

(3-chloro-propyl)-furfuryl sulfide

2-furfurylmercapto-2-hydroxy-1-phenyl-ethanone

furfuryl methyl sulfide

furfuryl disulfide

Refernces

• 1、 Tapp, Edward J.,Cummins, Ian,Brassington, David,Edwards, Robert. "Determination and isolation of a thioesterase from passion fruit (Passiflora edulis Sims) that hydrolyzes volatile thioesters". experimental part. p. 6623 - 6630. Retrieved 2010/04/06.
• 2、 Huynh-Ba, Tuong,Matthey-Doret, Walter,Fay, Laurent B.,Rhlid, Rachid Bel. "Generation of thiols by biotransformation of cysteine-aldehyde conjugates with baker's yeast". . p. 3629 - 3635. Retrieved 2007/10/03.