Cyclopentanethiol

Base Information

• Chemical Name: Cyclopentanethiol
• CAS No.: 1679-07-8
• Molecular Formula: C5H10 S
• Molecular Weight: 102.2
• Hs Code.: 29309090
• European Community (EC) Number: 216-841-3
• UNII: H279996YO9
• DSSTox Substance ID: DTXSID1047108
• Nikkaji Number: J43.297K
• Wikidata: Q27279546
• Metabolomics Workbench ID: 48656
• ChEMBL ID: CHEMBL3186752
• Mol file: 1679-07-8.mol

Synonyms:CYCLOPENTANETHIOL;1679-07-8;Cyclopentyl mercaptan;Mercaptocyclopentane;Cyclopentylthiol;FEMA No. 3262;BRN 2343861;EINECS 216-841-3;DTXSID1047108;UNII-H279996YO9;H279996YO9;4-06-00-00015 (Beilstein Handbook Reference);cyclopentyl thiol;cyclopen-tanethiol;cyclopentane thiol;cyclopentylmercaptan;starbld0016574;Cyclopentanethiol, 97%;SCHEMBL79581;CYCLOPENTANETHIOL [FHFI];CHEMBL3186752;DTXCID9027108;Cyclopentanethiol, >=97%, FG;FEMA 3262;CHEBI:173317;Tox21_302675;MFCD00001369;STK503767;AKOS000120344;FS-4194;LS-2648;NCGC00256904-01;CAS-1679-07-8;CS-0132250;FT-0624256;EN300-20663;D89300;A810920;J-010409;Q27279546;(3-AMINO-4-BROMO-PHENYL)-CARBAMICACIDTERT-BUTYLESTER

Chemical Property of Cyclopentanethiol

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 1 mm Hg ( 20 °C)
• Melting Point: -117.76°C
• Refractive Index: n20/D 1.4902(lit.)
• Boiling Point: 131.6°Cat760mmHg
• PKA: 10.87±0.20(Predicted)
• Flash Point: 25 ºC
• PSA: 38.80000
• Density: 0.955
• LogP: 1.85880
• Sensitive.: Air Sensitive
• Water Solubility.: Slightly soluble in water; soluble in alcohol and oils.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 102.05032149
• Heavy Atom Count: 6
• Complexity: 37.2

Purity/Quality:

99% ^*data from raw suppliers

Cyclopentanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.
• Hazard Codes: R10:Flammable.
• Statements: 10
• Safety Statements: 16-23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C1)S
• Uses: Cyclopentanethiol has used as a food spice. It is a pharmaceutical intermediate.

Technology Process of Cyclopentanethiol

There total 18 articles about Cyclopentanethiol 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: 70.0%

ferrocene (102-54-5,55404-68-7) + 1-oxa-4-thiaspiro<4,4>nonan-2-one (1564-41-6) → η5-cyclopentadienyl(4',7'-dihydro-4'-oxo-η-4'a-7'a-spiro{cyclopentane-1,1'(3'H)-cyclopenta{c}thiopyran}yl)iron + 1,1'-{cyclopentylidenethio(2-oxoethylene)}ferrocene + cyclopentylthiol (1679-07-8) + dicyclopentyl disulfide (4485-78-3)

Guidance literature:

aluminium trichloride; In carbon disulfide; excess ferrocene, mixture is stirred for 24 h at room temp.; addn. of 10% HCl soln.; extn. with CHCl3 and CH2Cl2; ext. is washed with water, aq. Na2CO3 soln., water; dried over MgSO4; solvent is removed by distn. under reduced pressure; HPLC, preparative thin layer chromy.;

Reference yield: 60.0%

1-oxa-4-thiaspiro<4,4>nonan-2-one (1564-41-6) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → cyclopentyl phenyl sulfide (19744-72-0) + cyclopentylthiol (1679-07-8) + dicyclopentyl disulfide (4485-78-3) + cyclopentylthioacetic acid (52363-14-1) + spiro-4'-one (141622-42-6) + <<1-phenyl-cyclopentyl>thio>acetic acid (141622-56-2)

Guidance literature:

With aluminium trichloride; for 24h; Product distribution; Mechanism; Ambient temperature; other arenes;

Reference yield: 39.0%

cyclopentene (142-29-0) → cyclopentylthiol (1679-07-8)

Guidance literature:

With hydrogen sulfide; triethylamine; In acetonitrile; at 25 ℃; for 2h; Reagent/catalyst; Electrolysis;

DOI:10.1016/j.mencom.2017.03.025

upstream raw materials:

Cyclopentyl bromide

thiourea

cyclopentylmagnesium bromide

cyclopentyl(naphthalen-1-yl)sulfane

Downstream raw materials:

cyclopentyl ethyl sulfide

Isopropyl-cyclopentyl-sulfid

hydrogen sulfide

cyclopentene

Refernces

• 1、 Shinkar, Elena V.,Kudryavtsev, Daniil A.,Pashchenko, Konstantin P.,Berberova, Nadezhda T.,Okhlobystina, Alexandra V.. "Thiolation of cycloalkenes C5, C6 by redox-activation of hydrogen sulfide". . p. 180 - 182. Retrieved 2017/03/30.
• 2、 El-Zohry, Maher F.. "NONCONVENTIONAL FRIEDEL-CRAFTS CHEMISTRY III. ON THE REGIOSPECIFIC SYNTHESIS OF SPIRO-4'-ONE DERIVATIVES". . p. 311 - 320. Retrieved 2007/10/02.