1-Eicosanethiol

Base Information

• Chemical Name: 1-Eicosanethiol
• CAS No.: 13373-97-2
• Molecular Formula: C₂₀H₄₂S
• Molecular Weight: 314.619
• Hs Code.: 2930909090
• European Community (EC) Number: 603-761-2
• DSSTox Substance ID: DTXSID70158345
• Nikkaji Number: J582.170C
• Wikidata: Q83026586
• Mol file: 13373-97-2.mol

Synonyms:1-Eicosanethiol;13373-97-2;icosane-1-thiol;Eicosyl Mercaptan;eicosanethiol;1-icosanethiol;ECT;Icosyl Mercaptan;SCHEMBL271560;DTXSID70158345;MFCD07779406;AKOS025396826;E0832;T71724;2-METHOXYCARBONYLAMINO-3H-BENZOIMIDAZOLE-5-CARBOXYLICACID

Chemical Property of 1-Eicosanethiol

Chemical Property:

• Vapor Pressure: 9.76E-06mmHg at 25°C
• Melting Point: 38-41℃
• Refractive Index: 1.462
• Boiling Point: 383.4 °C at 760 mmHg
• PKA: 10.49±0.10(Predicted)
• Flash Point: 163 °C
• PSA: 38.80000
• Density: 0.844 g/cm³
• LogP: 7.95790
• Storage Temp.: -20°C Freezer
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Heated, Sonicated)
• XLogP3: 10.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 18
• Exact Mass: 314.30072251
• Heavy Atom Count: 21
• Complexity: 167

Purity/Quality:

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

1-Eicosanethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCS
• Recent ClinicalTrials: Ketamine Use in Electroconvulsive Therapy
• Uses: 1-Eicosanethiol is used as an organic chemical synthesis intermediate.

Technology Process of 1-Eicosanethiol

There total 4 articles about 1-Eicosanethiol 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:

C21H44N2S*BrH → 1-eicosanethiol (13373-97-2)

Guidance literature:

With potassium hydroxide; In water; at 100 ℃; for 0.5h;

DOI:10.1021/jacs.0c04288

Reference yield:

1-Bromoeicosane (4276-49-7) + thiourea (17356-08-0) → 1-eicosanethiol (13373-97-2)

Guidance literature:

1-Bromoeicosane; thiourea; In ethanol; for 12h; Heating;

With potassium hydroxide; In ethanol; for 4h; Heating;

DOI:10.1021/jp0378236

Reference yield:

n-eicosanol (629-96-9) → 1-eicosanethiol (13373-97-2)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen bromide; sulfuric acid / water / 8 h / Reflux

2: ethanol / 18 h / Reflux

3: potassium hydroxide / water / 0.5 h / 100 °C

With sulfuric acid; hydrogen bromide; potassium hydroxide; In ethanol; water;

DOI:10.1021/jacs.0c04288

upstream raw materials:

1-Bromoeicosane

thiourea

n-eicosanol

Refernces

• 1、 Lee, Jungkyu K.,Kim, Yang-Gyun,Chi, Young Shik,Yun, Wan Soo,Choi, Insung S.. "Grafting nitrilotriacetic groups onto carboxylic acid-terminated self-assembled monolayers on gold surfaces for immobilization of histidine-tagged proteins". . p. 7665 - 7673. Retrieved 2007/10/03.