5-Methyl-2-furanmethanethiol

Base Information

• Chemical Name: 5-Methyl-2-furanmethanethiol
• CAS No.: 59303-05-8
• Molecular Formula: C6H8OS
• Molecular Weight: 128.195
• European Community (EC) Number: 801-700-6
• UNII: 1NB0MP3CK9
• DSSTox Substance ID: DTXSID90334765
• Nikkaji Number: J827.773G
• Wikidata: Q72491006
• Metabolomics Workbench ID: 48676
• Mol file: 59303-05-8.mol

Synonyms:(5-methylfuran-2-yl)methanethiol;59303-05-8;5-METHYL-2-FURANMETHANETHIOL;2-Furanmethanethiol, 5-methyl-;(5-Methyl-2-furyl)methanethiol;5-Methylfurfurylmercaptan;5-Methyl-2-furfurylthiol;5-Methylfurfuryl mercaptan;Fema No. 4697;2-Methyl-5-thiomethylfuran;(5-Methylfurfuryl)mercaptan;1NB0MP3CK9;5-Methyl-2-furfurylmercaptan;methylfurfurylthiol,5-methyl-2-furfurylthiol;5-Methylfurfuryl-mercaptan;UNII-1NB0MP3CK9;SCHEMBL944013;5-methyl-2-furanylmethylmercaptan;DTXSID90334765;2-(Mercaptomethyl)-5-methylfuran;(5-methyl-furan-2-yl)-methanethiol;MFCD21338826;AKOS015904777;EN300-726385

Chemical Property of 5-Methyl-2-furanmethanethiol

Chemical Property:

• Boiling Point: 180℃
• PKA: 9.62±0.10(Predicted)
• Flash Point: 63℃
• Density: 1.078
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 128.02958605
• Heavy Atom Count: 8
• Complexity: 74.9

Purity/Quality:

95%, 99% ^*data from raw suppliers

5-Methyl-2-furanmethanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(O1)CS

Technology Process of 5-Methyl-2-furanmethanethiol

There total 3 articles about 5-Methyl-2-furanmethanethiol 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:

2-(5-methyl-furan-2-yl)-thiazolidine-4-carboxylic acid → bis(5-methyl-2-furfuryl) disulfide (78818-79-8) + 2-hydroxymethyl-5-methylfuran (3857-25-8) + 5-methyl-2-furanmethanethiol (59303-05-8) + S-(5-methyl-2-furfuryl)thioacetate

Guidance literature:

With baker's yeast; phosphate buffer; at 30 ℃; pH=8.0; anaerobic;

DOI:10.1021/jf026198j

Reference yield:

L-rhamnose (73-34-7) + L-Cysteine (52-90-4) → 2-Acetylthiophene (88-15-3,97511-16-5) + 2-propionyl-2-thiazoline (29926-42-9) + 3-hydroxy-6-methyl-2H-pyran-2-one (73692-69-0) + 2-thiolomethyl-furan (98-02-2,175236-33-6) + 5-methyl-2-furanmethanethiol (59303-05-8) + 2-mercaptomethyl-5-methylthiophene (136358-89-9)

Guidance literature:

With phosphate buffer; at 20 - 145 ℃; for 0.333333h; Mechanism; also with D-glucose;

DOI:10.1021/jf960456t

Reference yield:

2-hydroxymethyl-5-methylfuran (3857-25-8) → 5-methyl-2-furanmethanethiol (59303-05-8)

Guidance literature:

With thiourea; Multistep reaction;

DOI:10.1021/jo00022a023

upstream raw materials:

2-hydroxymethyl-5-methylfuran

L-rhamnose

L-Cysteine

Refernces

• 1、 Schoenauer, Sebastian,Schieberle, Peter. "Structure-Odor Correlations in Homologous Series of Mercapto Furans and Mercapto Thiophenes Synthesized by Changing the Structural Motifs of the Key Coffee Odorant Furan-2-ylmethanethiol". . p. 4189 - 4199. Retrieved 2018/05/01.
• 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.