4-Mercapto-2-butanone

Base Information

• Chemical Name: 4-Mercapto-2-butanone
• CAS No.: 34619-12-0
• Molecular Formula: C4H8OS
• Molecular Weight: 104.173
• Hs Code.: 2930909090
• European Community (EC) Number: 639-613-9
• UNII: RZB3QJ7Y8Q
• DSSTox Substance ID: DTXSID80188193
• Nikkaji Number: J740.286D
• Wikidata: Q27288358
• Metabolomics Workbench ID: 49233
• Mol file: 34619-12-0.mol

Synonyms:4-Mercapto-2-butanone;34619-12-0;4-sulfanylbutan-2-one;2-Keto-4-butanethiol;2-Butanone, 4-mercapto-;1-mercaptobutan-3-one;FEMA No. 3357;UNII-RZB3QJ7Y8Q;RZB3QJ7Y8Q;Thia-4-pentanal;2-Thiahexan-5-one;4-sulanylbutan-2-one;4-mercaptobutan-2-one;1-Mercapto-3-butanone;SCHEMBL441981;FEMA 3357;DTXSID80188193;CHEBI:179439;2-KETO-4-BUTANETHIOL [FHFI];AKOS006278050;FT-0745801;A822323;Q27288358

Chemical Property of 4-Mercapto-2-butanone

Chemical Property:

• Vapor Pressure: 1.74mmHg at 25°C
• Melting Point: 59-60 ºC (15 MM HG)
• Refractive Index: 1.451
• Boiling Point: 167 ºC at 760 mmHg
• PKA: 9.75±0.25(Predicted)
• Flash Point: 54.8 ºC
• PSA: 55.87000
• Density: 0.985 g/cm³
• LogP: 0.89530
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 104.02958605
• Heavy Atom Count: 6
• Complexity: 51.5

Purity/Quality:

99% ^*data from raw suppliers

4-Mercapto-2-butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CCS
• Description: May be synthesized by reduction of 4-bromo-2-butanone with NaHS; by reacting methyl vinyl ketone with hydrogen sulfide; from methyl vinyl ketone and thioacetamide; from methyl vinyl ketone and hydrogen sulfide at 12 to 15°C by a patented process.
• Uses: 4-Mercapto-2-butanone performs organoleptic roles in food and beverages. A synthesis reagent.

Technology Process of 4-Mercapto-2-butanone

There total 5 articles about 4-Mercapto-2-butanone 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: 75.0%

methyl vinyl ketone (78-94-4,25038-87-3) → 4-Mercapto-2-butanone (34619-12-0)

Guidance literature:

With hydrogen sulfide; In methanol; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

4-Dodecylsulfanyl-butan-2-one (18526-20-0) → 3-oxobutyraldehyde (625-34-3) + Dodecanal (112-54-9) + 4-Mercapto-2-butanone (34619-12-0) + methyl vinyl ketone (78-94-4,25038-87-3)

Guidance literature:

With air; at 20 ℃;

DOI:10.1002/hlca.202100135

Reference yield:

methyl vinyl ketone (78-94-4,25038-87-3) → 4,4'-sulfanediyl-bis-butan-2-one (40790-04-3) + 4-Mercapto-2-butanone (34619-12-0)

Guidance literature:

With sulfuric acid; hydrogen sulfide; at 70 ℃;

upstream raw materials:

methyl vinyl ketone

3-acetyl-(3H,5H)-tetrahydrothiophene-2,4-dione

4-Dodecylsulfanyl-butan-2-one

Downstream raw materials:

6,6-dimethyl-5,7-dithia-undecane-2,10-dione

4,4'-disulfanediyl-bis-butan-2-one

4-(2-ethanesulfonyl-ethylsulfanyl)-butan-2-one

Refernces

• 1、 -. "SUBSTITUTED IMIDAZOLECARBOXYLATE DERIVATIVES AND THE USE THEREOF". Paragraph 0310; 0475-0476; 0718-0719. . Retrieved 2020/12/08.