Prenyl thioacetate

Base Information

• Chemical Name: Prenyl thioacetate
• CAS No.: 33049-93-3
• Molecular Formula: C7H12 O S
• Molecular Weight: 144.238
• Hs Code.: 2930909090
• European Community (EC) Number: 639-094-9
• UNII: 8UI6K2036L
• DSSTox Substance ID: DTXSID80186710
• Nikkaji Number: J390.558F
• Wikidata: Q27271036
• Metabolomics Workbench ID: 45043
• Mol file: 33049-93-3.mol

Synonyms:Prenyl thioacetate;33049-93-3;S-(3-methylbut-2-enyl) ethanethioate;3-METHYL-2-BUTEN-1-YL THIOLACETATE;3-Methyl-2-butenyl acetothioate;S-prenyl thioacetate;UNII-8UI6K2036L;8UI6K2036L;S-(3-Methyl-2-butenyl) ethanethioate;3-Methyl-2-buten-1-yl Thiolacetate(3-Methyl-2-buten-1-thiol precursor);Ethanethioic acid, S-(3-methyl-2-butenyl) ester;Ethanethioic Acid S-(3-Methyl-2-butenyl) Ester;SCHEMBL3506726;FEMA NO. 3895;DTXSID80186710;PRENYL THIOACETATE [FHFI];CHEBI:173381;AKOS006326877;(3-Methyl-2-buten-1-thiol precursor);(3-Methyl-2-buten-1-thiol precursor)"";FT-0671584;FT-0671586;Thioacetic acid S-(3-methyl-2-butenyl) ester;1-[(3-methylbut-2-en-1-yl)sulfanyl]ethan-1-one;J-018990;Q27271036;ACETIC ACID, THIO-, S-(3-METHYL-2-BUTENYL) ESTER;ETHANETHIOIC ACID, S-(3-METHYL-2-BUTEN-1-YL) ESTER;3-Methyl-2-buten-1-yl Thiolacetate (3-Methyl-2-buten-1-thiol precursor)

Chemical Property of Prenyl thioacetate

Chemical Property:

• Vapor Pressure: 1.17mmHg at 25°C
• Boiling Point: 175°Cat760mmHg
• Flash Point: 53.2°C
• PSA: 42.37000
• Density: 0.97g/cm³
• LogP: 2.23230
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 144.06088618
• Heavy Atom Count: 9
• Complexity: 123

Purity/Quality:

99%, ^*data from raw suppliers

3-Methyl-2-buten-1-ylThiolacetate(3-Methyl-2-buten-1-thiolprecursor) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCSC(=O)C)C
• Uses: A precursor to 3-Methyl-2-butenyl-1-thiol 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 A precursor to 3-Methyl-2-butenyl-1-thiol which is very unstable. We will provide a detailed procedure for the preparation of the thiol from the thiolacetate with spectral data upon request.

Technology Process of Prenyl thioacetate

There total 3 articles about Prenyl 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: 99.0%

prenyl bromide (870-63-3) + potassium thioacetate (10387-40-3) → ethanethioic acid S-(3-methyl-2-butenyl) ester (33049-93-3)

Guidance literature:

In tetrahydrofuran;

DOI:10.1080/17415993.2012.721368

Reference yield:

tiolacetic acid (507-09-5) + isoprene (78-79-5,9003-31-0) → ethanethioic acid S-(3-methyl-2-butenyl) ester (33049-93-3) + trans-1-Acetylmercapto-2-methyl-buten-(2) (92349-28-5)

Guidance literature:

Irradiation;

DOI:10.1021/ja00879a020

Reference yield:

prenyl mercaptan (5287-45-6) + acetyl chloride (75-36-5) → ethanethioic acid S-(3-methyl-2-butenyl) ester (33049-93-3)

Guidance literature:

In pyridine;

DOI:10.1016/0031-9422(80)80213-5

upstream raw materials:

tiolacetic acid

isoprene

prenyl mercaptan

acetyl chloride

Downstream raw materials:

bis(3-methyl-2-buten-1-yl)disulfide

Refernces

• 1、 Campbell, William E.,Cragg, Gordon M.L.,Ritchie, Gordon S.,Rivett, Douglas E.A.. "New S-prenyl thioesters from essential oils of some Rutaceae". . p. 1537 - 1539. Retrieved 2007/10/02.