S-Naphthalen-2-yl benzothioate

Base Information

• Chemical Name: S-Naphthalen-2-yl benzothioate
• CAS No.: 10154-60-6
• Molecular Formula: C17H12OS
• Molecular Weight: 264.348
• DSSTox Substance ID: DTXSID60564815
• Nikkaji Number: J587.061E
• Wikidata: Q82449648
• Mol file: 10154-60-6.mol

Synonyms:S-Naphthalen-2-yl benzothioate;10154-60-6;(NAPHTHALEN-2-YLSULFANYL)(PHENYL)METHANONE;DTXSID60564815;S-Naphthalen-2-yl benzenecarbothioate

Chemical Property of S-Naphthalen-2-yl benzothioate

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 264.06088618
• Heavy Atom Count: 19
• Complexity: 308

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)SC2=CC3=CC=CC=C3C=C2

Technology Process of S-Naphthalen-2-yl benzothioate

There total 13 articles about S-Naphthalen-2-yl benzothioate 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%

benzoic acid anhydride (93-97-0) + 2-Naphthalenethiol (91-60-1) → S-Naphthalen-2-yl benzenecarbothioate (10154-60-6)

Guidance literature:

benzoic acid anhydride; With molybdenium(VI) dioxodichloride; In dichloromethane; at 20 ℃; for 0.5h;

2-Naphthalenethiol; In dichloromethane; at 20 ℃; for 80h;

DOI:10.1021/jo048363v

Reference yield: 98.0%

benzoyl chloride (98-88-4) + 2-Naphthalenethiol (91-60-1) → S-Naphthalen-2-yl benzenecarbothioate (10154-60-6)

Guidance literature:

With pyridine; In benzene; at 90 ℃; for 0.5h;

DOI:10.1021/jo00088a053

Reference yield: 90.0%

3-((1-benzoyl-1H-benzo[d][1,2,3]triazol-5-yl)methyl)-1,2-dimethyl-1H-imidazole-3-ium hexafluorophosphate + 2-Naphthalenethiol (91-60-1) → S-Naphthalen-2-yl benzenecarbothioate (10154-60-6)

Guidance literature:

With dmap; In water; at 100 ℃; for 0.416667h; Microwave irradiation;

DOI:10.1039/c5ra18749d

upstream raw materials:

benzoyl chloride

2-Naphthalenethiol

benzoic acid anhydride

iodobenzene

Downstream raw materials:

2-((E)-1-phenyl-propenylsulfanyl)-naphthalene

2-((Z)-1-phenyl-propenylsulfanyl)-naphthalene

n-butyl 4-oxo-4-phenylbutanoate

benzophenone

Refernces

• 1、 Qi, Xinxin,Bao, Zhi-Peng,Yao, Xin-Tong,Wu, Xiao-Feng. "Nickel-Catalyzed Thiocarbonylation of Arylboronic Acids with Sulfonyl Chlorides for the Synthesis of Thioesters". supporting information. p. 6671 - 6676. Retrieved 2020/09/02.
• 2、 Bogonda, Ganganna,Patil, DIlip V.,Kim, Hun Young,Oh, Kyungsoo. "Visible-Light-Promoted Thiyl Radical Generation from Sodium Sulfinates: A Radical-Radical Coupling to Thioesters". supporting information. p. 3774 - 3779. Retrieved 2019/05/24.