3,3-Bis(methylsulfanyl)-1-phenylprop-2-en-1-one

Base Information

• Chemical Name: 3,3-Bis(methylsulfanyl)-1-phenylprop-2-en-1-one
• CAS No.: 13636-88-9
• Molecular Formula: C11H12 O S2
• Molecular Weight: 224.348
• European Community (EC) Number: 688-746-9
• NSC Number: 133270
• DSSTox Substance ID: DTXSID60299852
• Nikkaji Number: J371.764J
• ChEMBL ID: CHEMBL1455618
• Mol file: 13636-88-9.mol

Synonyms:13636-88-9;3,3-bis(methylsulfanyl)-1-phenylprop-2-en-1-one;3,3-Bis-methylsulfanyl-1-phenyl-propenone;3,3-bis(methylsulfanyl)-1-phenyl-2-propen-1-one;2-Propen-1-one, 3,3-bis(methylthio)-1-phenyl-;NSC133270;3,3-bis(methylthio)-1-phenylprop-2-en-1-one;3,3-bis-(methylthio)-1-phenyl-2-propen-1-one;MLS000327725;SCHEMBL5931364;CHEMBL1455618;DTXSID60299852;BKRQPGGEQSTJFK-UHFFFAOYSA-N;HMS2432I23;MFCD00034120;AKOS005077895;NSC-133270;11K-591S;AM803179;SMR000180718;CS-0216983;FT-0712554;2-Propen-1-one,3-bis(methylthio)-1-phenyl-;EN300-65241;3,3-bis (methylthio)-1-phenylprop-2-en-1-one;SR-01000308148;1-Propene-1, 3-phenyl-, 1-(dimethyl mercaptole);SR-01000308148-1;Z1013753060

Chemical Property of 3,3-Bis(methylsulfanyl)-1-phenylprop-2-en-1-one

Chemical Property:

• Vapor Pressure: 0.000113mmHg at 25°C
• Melting Point: 95 °C(Solv: hexane (110-54-3))
• Boiling Point: 336.3°Cat760mmHg
• Flash Point: 141.8°C
• PSA: 67.67000
• Density: 1.169g/cm³
• LogP: 3.43670
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 224.03295735
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=CC(=O)C1=CC=CC=C1)SC

Technology Process of 3,3-Bis(methylsulfanyl)-1-phenylprop-2-en-1-one

There total 23 articles about 3,3-Bis(methylsulfanyl)-1-phenylprop-2-en-1-one 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: 87.0%

carbon disulfide (75-15-0,12122-00-8) + acetophenone (98-86-2) + methyl iodide (74-88-4) → 3,3-bis(methylthio)-1-phenylprop-2-en-1-one (13636-88-9)

Guidance literature:

carbon disulfide; acetophenone; With sodium t-butanolate; In toluene; at 0 ℃; for 5h; Inert atmosphere;

methyl iodide; In methanol; toluene; for 0.25h; Reflux;

DOI:10.1016/j.tet.2010.02.047

Reference yield: 82.0%

methanol (67-56-1) + methyl 3-oxo-3-phenylpropanedithioate (20365-21-3) → 3,3-bis(methylthio)-1-phenylprop-2-en-1-one (13636-88-9)

Guidance literature:

methyl 3-oxo-3-phenylpropanedithioate; With triphenylphosphine; diethylazodicarboxylate; at 20 ℃; for 0.0833333h; Green chemistry;

methanol; In dichloromethane; at 20 ℃; for 0.5h; Solvent; Reagent/catalyst; Green chemistry;

DOI:10.1002/ejoc.202101276

Reference yield: 76.0%

carbon disulfide (75-15-0,12122-00-8) + acetophenone (98-86-2) → 3,3-bis(methylthio)-1-phenylprop-2-en-1-one (13636-88-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; benzene; at 0 ℃; for 10h;

DOI:10.1080/00397911.2017.1368084

upstream raw materials:

3-oxo-3-phenyl-dithiopropionic acid

methyl iodide

morpholine

2-bromo-3,3-bis(methylthio)-1-phenylprop-2-en-1-one

Downstream raw materials:

5-phenyl-3H-1,2-dithiole-3-thione

3,3-Bis(methylthio)-1-phenyl-2-propenol

3-methylthio-3-phenyl-2-propene-methyldithioate

4-Morpholin-4-yl-6-phenyl-pyrimidin-2-ylamine