5-(Bis(phenylthio)methyl)-1,3-benzodioxole

Base Information

• Chemical Name: 5-(Bis(phenylthio)methyl)-1,3-benzodioxole
• CAS No.: 6302-93-8
• Molecular Formula: C20H16 O2 S2
• Molecular Weight: 352.478
• NSC Number: 41550
• DSSTox Substance ID: DTXSID30285363
• Nikkaji Number: J1.051.188G
• Wikidata: Q82020707
• Pharos Ligand ID: TZWL9FKPQ7XQ
• ChEMBL ID: CHEMBL1602926
• Mol file: 6302-93-8.mol

Synonyms:NSC41550;6302-93-8;5-(bis(phenylthio)methyl)-1,3-benzodioxole;NSC-41550;NCIStruc1_001186;NCIStruc2_001285;CHEMBL1602926;SCHEMBL10532065;DTXSID30285363;NCI41550;CCG-36906;NCGC00013486;NCGC00013486-02;NCGC00096600-01;NCI60_003942

Chemical Property of 5-(Bis(phenylthio)methyl)-1,3-benzodioxole

Chemical Property:

• Vapor Pressure: 1.11E-09mmHg at 25°C
• Boiling Point: 501.2°C at 760 mmHg
• Flash Point: 256.9°C
• Density: 1.33g/cm³
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 352.05917210
• Heavy Atom Count: 24
• Complexity: 360

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C(SC3=CC=CC=C3)SC4=CC=CC=C4

Technology Process of 5-(Bis(phenylthio)methyl)-1,3-benzodioxole

There total 4 articles about 5-(Bis(phenylthio)methyl)-1,3-benzodioxole 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: 98.0%

piperonal (120-57-0,30024-74-9) + thiophenol (108-98-5) → 5-[Bis(phenylsulfanyl)methyl]-1,3-benzodioxole (6302-93-8)

Guidance literature:

With boron trifluoride diethyl etherate; In chloroform; at -40 ℃; for 0.25h;

DOI:10.1139/v92-267

Reference yield: 94.0%

piperonal (120-57-0,30024-74-9) + diphenyldisulfane (882-33-7) → 5-[Bis(phenylsulfanyl)methyl]-1,3-benzodioxole (6302-93-8)

Guidance literature:

With tributylphosphine; In benzene;

DOI:10.1021/jo00301a026

Reference yield: 52.0%

piperonol (495-76-1) + thiophenol (108-98-5) → 5-[Bis(phenylsulfanyl)methyl]-1,3-benzodioxole (6302-93-8) + (3,4-dioxymethylenephenyl)methyl phenyl sulfide (103844-15-1)

Guidance literature:

With oxygen; 9-(2-mesityl)-10-methylacridinium perchlorate; In acetonitrile; at 30 - 35 ℃; for 24h; Schlenk technique; Irradiation;

DOI:10.1039/d0cc02352c

upstream raw materials:

piperonal

thiophenol

diphenyldisulfane

erythro-3-<3'',4''-dimethoxy-α,α-bis(phenylthio)benzyl>-2-(α-hydroxy-3',4'-methylenedioxybenzyl)-γ-butyrolactone

Downstream raw materials:

(-)-(3S,4R,5R)-3-(3',4',5'-trimethoxybenzyl)-4-<3'',4''-methylenedioxy-α,α-bis(phenylthio)benzyl>-5-(1-menthyloxy)butyrolactone

(-)-(4R,5R)-4-<3',4'-methylenedioxy-α,α-bis(phenylthio)benzyl>-5-(1-menthyloxy)butyrolactone

(+)-(2S,3S,4R)-2-(Benzyloxy)-4-<3,4-(methylenedioxy)benzoyl>-3-<<3,4-(methylenedioxy)phenyl>bis(phenylthio)methyl>tetrahydrofuran

3-(3,4-dimethoxybenzyl)-4-<3,4-methylenedioxy-α,α-bis(phenylthio)behzyl>butyrolactone