Cyclopropyl phenyl sulfide

Base Information

• Chemical Name: Cyclopropyl phenyl sulfide
• CAS No.: 14633-54-6
• Molecular Formula: C9H10S
• Molecular Weight: 150.244
• Hs Code.: 29309090
• European Community (EC) Number: 628-723-2
• UNII: 72C99LP48P
• DSSTox Substance ID: DTXSID10163357
• Nikkaji Number: J81.790B
• Wikidata: Q27266057
• Mol file: 14633-54-6.mol

Synonyms:Cyclopropyl phenyl sulfide;14633-54-6;Cyclopropyl(phenyl)sulfane;Benzene, (cyclopropylthio)-;cyclopropylsulfanylbenzene;Cyclopropyl phenyl sulphide;(Cyclopropylsulfanyl)benzene;72C99LP48P;Cyclopropylphenylsulfide;cyclopropylsulfanyl-benzene;UNII-72C99LP48P;Cyclopropylthiobenzene;cyclopropylphenylthioether;Cyclopropyl-phenyl-sulfide;Cyclopropylphenyl thioether;SCHEMBL102816;(Cyclopropylsulfanyl)benzene #;(CYCLOPROPYLTHIO)BENZENE;(PHENYLTHIO)CYCLOPROPANE;Cyclopropyl phenyl sulfide, 99%;DTXSID10163357;SULFIDE, CYCLOPROPYL PHENYL;MFCD00009684;AKOS015840658;CYCLOPROPYL PHENYL SULFIDE [MI];PS-4061;AMY202100025;FT-0624292;W-205638;Q27266057

Chemical Property of Cyclopropyl phenyl sulfide

Chemical Property:

• Appearance/Colour: clear yellowish liquid
• Vapor Pressure: 0.0761mmHg at 25°C
• Refractive Index: n20/D 1.581(lit.)
• Boiling Point: 235.572 °C at 760 mmHg
• Flash Point: 91.667 °C
• PSA: 25.30000
• Density: 1.111 g/cm³
• LogP: 2.94110
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 150.05032149
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

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

Cyclopropylphenylsulphide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Sulfur Compounds
• Canonical SMILES: C1CC1SC2=CC=CC=C2
• Uses: Cyclopropyl phenyl sulfide was used as a reagent in the conversion of a ketone into a spirocyclobutanone.

Technology Process of Cyclopropyl phenyl sulfide

There total 20 articles about Cyclopropyl phenyl sulfide 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%

cyclopropyl bromide (4333-56-6,130561-87-4) + thiophenol (108-98-5) → cyclopropylphenylsulfide (14633-54-6)

Guidance literature:

thiophenol; With potassium tert-butylate; In dimethyl sulfoxide; at 20 - 25 ℃; for 0.25h; Inert atmosphere;

cyclopropyl bromide; In dimethyl sulfoxide; at 60 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.03.042

Reference yield: 99.0%

thiophenol (108-98-5) + cyclopropylboronic acid (411235-57-9) → cyclopropylphenylsulfide (14633-54-6)

Guidance literature:

With [2,2]bipyridinyl; copper diacetate; caesium carbonate; In 1,2-dichloro-ethane; at 70 ℃; for 16h; Sealed tube;

DOI:10.3762/bjoc.15.113

Reference yield: 94.0%

1,3-bis(phenylthio)propane (28118-53-8) → cyclopropylphenylsulfide (14633-54-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(00)00112-5

upstream raw materials:

3-chloropropyl phenyl sulfide

cyclopropyl phenyl sulfoxide

cyclopropyldiphenylsulfonium tetrafluoroborate

methanol

Downstream raw materials:

5,5-Dimethyl-1-phenylthio-spiro<3.3>hept-1-en

1-(phenylthio)-1-(trimethylsilyl)cyclopropane

1-(phenylthio)cyclopropyl-1-(3,4-methylenedioxyphenyl)-methanol

1-<1-(phenylthio)cyclopropyl>-1-heptanol

Refernces

• 1、 Trost,B.M.,Bogdanowicz,M.J.. "-". . p. 5298 - 5307. Retrieved 1973.
• 2、 -. "Synthesis method of thioether compounds". Paragraph 0077-0081. . Retrieved 2019/08/02.
• 3、 Benoit, Emeline,Fnaiche, Ahmed,Gagnon, Alexandre. "Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid". . p. 1162 - 1171. Retrieved 2019/06/08.