2-Mercaptopinane

Base Information

• Chemical Name: 2-Mercaptopinane
• CAS No.: 23832-18-0
• Molecular Formula: C₁₀H₁₈S
• Molecular Weight: 170.319
• European Community (EC) Number: 245-900-6
• NSC Number: 76099
• UNII: X21X7U473C
• DSSTox Substance ID: DTXSID60865117
• Nikkaji Number: J50.533A
• Wikidata: Q27293352
• Metabolomics Workbench ID: 45468
• Mol file: 23832-18-0.mol

Synonyms:2-Mercaptopinane;2-Pinanethiol;23832-18-0;Pinanyl mercaptan;Pinane, 2-mercapto-;2,6,6-trimethylbicyclo[3.1.1]heptane-2-thiol;2,3 or 10-Mercaptopinane;2,6,6-Trimethylbicyclo(3.1.1)heptane-2-thiol;FEMA No. 3503;EINECS 245-900-6;NSC 76099;BRN 4952941;Bicyclo(3.1.1)heptane-2-thiol, 2,6,6-trimethyl-;Bicyclo[3.1.1]heptane-2-thiol, 2,6,6-trimethyl-;2-Pinanethiol (6CI,8CI);UNII-X21X7U473C;AI3-51347;X21X7U473C;NSC-76099;2,6,6-Trimethyl-Bicyclo(3.1.1)heptane-2-thiol;2,6,6-Trimethyl-Bicyclo[3.1.1]heptane-2-thiol;cis-pinanethiol;mango thiol;2-Mercapto-Pinane;NSC76099;2-,3-,10-Mercaptopinane;SCHEMBL3504556;DTXSID60865117;(+/-)-2-MERCAPTOPINANE;2-MERCAPTOPINANE, (+/-)-;FEMA NO. 3503, 2-MERCAPTO-;WLN: L46 A EUTJ A1 A1 CSH E1;LS-109794;FT-0691843;2,7,7-trimethylbicyclo[3.1.1]heptane-2-thiol;Bicyclo[3.1.1]heptane-2-thiol,6,6-trimethyl-;Q27293352

Chemical Property of 2-Mercaptopinane

Chemical Property:

• Vapor Pressure: 0.32mmHg at 25°C
• Refractive Index: n20/D 1.5(lit.)
• Boiling Point: 207.7 °C at 760 mmHg
• PKA: 11.24±0.40(Predicted)
• Flash Point: 69.9 °C
• PSA: 38.80000
• Density: 0.98 g/cm³
• LogP: 3.13100
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 170.11292175
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99%, ^*data from raw suppliers

2-,3-,10-Mercaptopinane mixture of isomers, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C1C2)(C)S)C

Technology Process of 2-Mercaptopinane

There total 2 articles about 2-Mercaptopinane 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: 13.0%

(1R,5R)-(+)-β-pinene (127-91-3,25719-60-2) → 2-(4-methylcyclohex-3-enyl)propane-2-thiol (71159-90-5,83150-77-0,83150-78-1) + trans-Pinane-2-thiol (88600-02-6,23832-18-0) + 4-Methyl-2,4-di(4-methyl-3-cyclohexenyl)pentane-2-thiol (88600-04-8)

Guidance literature:

With aluminum tri-bromide; hydrogen sulfide; In chloroform; at 20 ℃; for 0.5h; Yields of byproduct given;

Reference yield:

(-)-α-pinene (7785-26-4,25766-18-1) → 2-(4-methylcyclohex-3-enyl)propane-2-thiol (71159-90-5,83150-77-0,83150-78-1) + trans-Pinane-2-thiol (88600-02-6,23832-18-0) + 4-Methyl-2,4-di(4-methyl-3-cyclohexenyl)pentane-2-thiol (88600-04-8)

Guidance literature:

With aluminum tri-bromide; hydrogen sulfide; In chloroform; at 20 ℃; for 0.5h; Product distribution; EtAlClBr as reagent.;

upstream raw materials:

(-)-α-pinene

(1R,5R)-(+)-β-pinene

Refernces