Furfuryl thioacetate

Base Information

• Chemical Name: Furfuryl thioacetate
• CAS No.: 13678-68-7
• Molecular Formula: C7H8O2S
• Molecular Weight: 156.205
• Hs Code.: 29321900
• European Community (EC) Number: 237-173-9
• UNII: 04ZX16701F
• DSSTox Substance ID: DTXSID5047661
• Nikkaji Number: J100.837D
• Wikidata: Q11317876
• Metabolomics Workbench ID: 46827
• ChEMBL ID: CHEMBL3188298
• Mol file: 13678-68-7.mol

Synonyms:Furfuryl thioacetate;S-Furfuryl thioacetate;13678-68-7;Furfurylthiol acetate;Ethanethioic acid, S-(2-furanylmethyl) ester;S-Furfuryl ethanethioate;Acetic acid, thio-, S-furfuryl ester;S-(furan-2-ylmethyl) ethanethioate;FEMA No. 3162;2-Furfurylthiol Acetate;S-(2-Furanylmethyl) ethanethioate;2-Furfurylthioacetate-d2;EINECS 237-173-9;DTXSID5047661;UNII-04ZX16701F;04ZX16701F;Furfurylthioacetat;Thioacetic Acid S-Furfuryl Ester;Ethanethioic Acid S-(2-Furanylmethyl) Ester;FURFURYL THIOL ACETATE;S-Furfuryl thioacetate, 99%;SCHEMBL526409;CHEMBL3188298;DTXCID3027661;FEMA 3162;S- FURFURYL ETHANETHIOATE;S-(2-Furylmethyl) ethanethioate;S-furan-2-ylmethyl ethanethioate;(Furan-2-yl)methanethiol acetate;CHEBI:173665;FURFURYL THIOACETATE [FHFI];S-(uran-2-ylmethyl) ethanethioate;Furfuryl thioacetate, >=98%, FG;S-(2-Furylmethyl) ethanethioate #;Tox21_302486;MFCD00010083;AKOS015965010;S-(2-Furanylmethyl)ethanethioate, 9CI;NCGC00256834-01;AS-66119;CAS-13678-68-7;LS-178949;1-[(furan-2-ylmethyl)sulfanyl]ethan-1-one;FT-0626580;FT-0668912;T1283;1-{[(furan-2-yl)methyl]sulfanyl}ethan-1-one;Q-100142;Q11317876

Chemical Property of Furfuryl thioacetate

Chemical Property:

• Appearance/Colour: yellow clear liquid
• Vapor Pressure: 0.203mmHg at 25°C
• Refractive Index: n20/D 1.526(lit.)
• Boiling Point: 209.4 °C at 760 mmHg
• Flash Point: 92.8 °C
• PSA: 55.51000
• Density: 1.177 g/cm³
• LogP: 2.05930
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 156.02450067
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99% ^*data from raw suppliers

2-FurfurylthiolAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)SCC1=CC=CO1
• Uses: 2-Furfurylthiol Acetate is a sulfur-substituted furan derivative used as flavouring agent. 2-Furfurylthiol Acetate is a precursor to furfurylmercaptan which is very prone to oxidation to the disulfide. We will provide a detailed procedure for the preparation of the thiol from the thioacetate with spectral data upon request. S-Furfuryl thioacetate (S-2-furfuryl thioacetate) has been used in lipase (from Candida rugosa) mediated synthesis of 2-furfurylthiol. Furfuryl thioacetate is a sulfur-substituted furan derivative used as flavouring agent. e. We will provide a detailed procedure for the preparation of the thiol from the thioacetate with spectral data upon request.

Technology Process of Furfuryl thioacetate

There total 3 articles about Furfuryl thioacetate 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: 100.0%

2-thiolomethyl-furan (98-02-2,175236-33-6) + acetic anhydride (108-24-7) → S-(furan-2-ylmethyl) ethanethioate (13678-68-7)

Guidance literature:

With magnesium bis(trifluoromethane solfonyl)imide; at 20 ℃; for 1h;

DOI:10.1021/jo0605142

Reference yield: 51.0%

2-thiolomethyl-furan (98-02-2,175236-33-6) + acetic acid (64-19-7,77671-22-8) → S-(furan-2-ylmethyl) ethanethioate (13678-68-7)

Guidance literature:

With potassium phosphate; 18-crown-6 ether; In tetrahydrofuran; Glovebox; Molecular sieve; Schlenk technique; Reflux;

DOI:10.1021/acs.joc.9b00500

Reference yield:

furfuryl disulfide (4437-20-1) → S-(furan-2-ylmethyl) ethanethioate (13678-68-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Bu₃P, water / dimethylformamide / 0.5 h / Ambient temperature; further solvents

2: dimethylformamide / 1 h / Ambient temperature

With tributylphosphine; water; In N,N-dimethyl-formamide;

DOI:10.1080/00397919908085777

upstream raw materials:

2-thiolomethyl-furan

acetic anhydride

furfuryl disulfide

acetic acid

Downstream raw materials:

2-thiolomethyl-furan

Refernces

• 1、 Xuan, Maojie,Lu, Chunlei,Liu, Meina,Lin, Bo-Lin. "Air-Tolerant Direct Thiol Esterification with Carboxylic Acids Using Hydrosilane via Simple Inorganic Base Catalysis". . p. 7694 - 7701. Retrieved 2019/06/27.
• 2、 Shirini, Farhad,Khaligh, Nader Ghaffari. "A succinimide-N-sulfonic acid catalyst for acetylation reactions in absence of a solvent". . p. 695 - 703. Retrieved 2013/08/25.