1-Isothiocyanato-6-(methylthio)hexane

Base Information

• Chemical Name: 1-Isothiocyanato-6-(methylthio)hexane
• CAS No.: 4430-39-1
• Molecular Formula: C8H15NS2
• Molecular Weight: 189.3414
• Hs Code.: 2930909090
• European Community (EC) Number: 861-180-1
• UNII: 63844HOL2H
• DSSTox Substance ID: DTXSID40196118
• Nikkaji Number: J385.656I
• Wikidata: Q27263576
• Pharos Ligand ID: 4NY8WH43GJBT
• Metabolomics Workbench ID: 44965
• ChEMBL ID: CHEMBL574688
• Mol file: 4430-39-1.mol

Synonyms:6-(methylthio)hexyl isothiocyanate;6-methylthiohexyl isothiocyanate;6-MHITC;6-MTITC

Chemical Property of 1-Isothiocyanato-6-(methylthio)hexane

Chemical Property:

• Vapor Pressure: 0.00507mmHg at 25°C
• Boiling Point: 284.6°Cat760mmHg
• Flash Point: 125.9°C
• PSA: 69.75000
• Density: 1g/cm³
• LogP: 3.01260
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 189.06459183
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

98% ^*data from raw suppliers

1-Isothiocyanato-6-(methylsulfenyl)-hexane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CSCCCCCCN=C=S
• Uses: 1-Isothiocyanato-6-(methylsulfenyl)-hexane is an analogue of Erucin (M330763), a non-competitive antagonists of the aryl hydrocarbon (Ah) receptor.

Technology Process of 1-Isothiocyanato-6-(methylthio)hexane

There total 11 articles about 1-Isothiocyanato-6-(methylthio)hexane 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: 93.0%

carbon disulfide (75-15-0,12122-00-8) + 7-thiaoctylamine (62580-22-7) → 6-(methylthio)hexyl isothiocyanate (4430-39-1)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 12h; Ambient temperature;

Reference yield: 72.0%

methylthiol (74-93-1) + 5-hexenyl isothiocyanate (49776-81-0) → 6-(methylthio)hexyl isothiocyanate (4430-39-1)

Guidance literature:

With tert.-butylhydroperoxide; In methanol; at 20 ℃; for 9h;

DOI:10.1021/acs.jnatprod.5b00272

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + (6-azidohexyl)(methyl)sulfane (125443-23-4) → 6-(methylthio)hexyl isothiocyanate (4430-39-1)

Guidance literature:

(6-azidohexyl)(methyl)sulfane; With triphenylphosphine; In diethyl ether; at 20 ℃; for 8h;

carbon disulfide; for 2h; Reflux;

DOI:10.1016/j.ejmech.2009.08.005

upstream raw materials:

thiophosgene

7-thiaoctylamine

carbon disulfide

2-(6-bromohexyl)isoindole-1,3-dione

Downstream raw materials:

N-benzyl-N'-(6-methylsulfanyl-hexyl)-thiourea

6-(methylsulfinyl)hexyl isothiocyanate

C₂₃H₃₆N₄O₄S₂