1,3-Bis(2-hydroxyethylthio)propane

Base Information

• Chemical Name: 1,3-Bis(2-hydroxyethylthio)propane
• CAS No.: 16260-48-3
• Molecular Formula: C7H16 O2 S2
• Molecular Weight: 196.335
• Hs Code.: 2930909090
• NSC Number: 650634
• DSSTox Substance ID: DTXSID90327379
• Nikkaji Number: J744.439G
• Wikidata: Q82089123
• ChEMBL ID: CHEMBL1984911
• Mol file: 16260-48-3.mol

Synonyms:1,3-bis(2-hydroxyethylthio)propane

Chemical Property of 1,3-Bis(2-hydroxyethylthio)propane

Chemical Property:

• Vapor Pressure: 2.39E-07mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 380.4°C at 760 mmHg
• Flash Point: 184.9°C
• PSA: 91.06000
• Density: 1.175g/cm³
• LogP: 0.82750
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 196.05917210
• Heavy Atom Count: 11
• Complexity: 63.5

Purity/Quality:

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

3,7-Dithia-1,9-nonanediol >92.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CSCCO)CSCCO

Technology Process of 1,3-Bis(2-hydroxyethylthio)propane

There total 5 articles about 1,3-Bis(2-hydroxyethylthio)propane 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: 100.0%

1.3-propanedithiol (109-80-8) + 2-chloro-ethanol (107-07-3) → 3,7-dithianonane-1,9-diol (16260-48-3)

Guidance literature:

1.3-propanedithiol; With ethanol; sodium; at 45 - 50 ℃; for 0.25h; Inert atmosphere;

2-chloro-ethanol; Inert atmosphere; Reflux;

DOI:10.15227/orgsyn.065.0150

Reference yield: 95.0%

1,3-dibromo-propane (109-64-8) + 2-hydroxyethanethiol (60-24-2) → 3,7-dithianonane-1,9-diol (16260-48-3)

Guidance literature:

2-hydroxyethanethiol; With sodium ethanolate; In ethanol;

1,3-dibromo-propane; In ethanol; for 1h; Heating;

DOI:10.1080/10426500390228710

Reference yield: 82.0%

CH2(CHS(CH2)2O)2 (195140-05-7) → 3,7-dithianonane-1,9-diol (16260-48-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 96h; Heating;

DOI:10.1016/S0040-4020(98)00563-8

upstream raw materials:

1,3-dibromo-propane

2-hydroxyethanethiol

1,2-propanediene

CH₂(CHS(CH₂)2O)2

Downstream raw materials:

1,3-bis(2-chloroethylthio)-n-propane

1,4,8,11,15,18,22,25-octathiacyclooctacosane

1,3-bis(2-hydroxyethylsulfinyl)propane

3,7-dithianonane-1,9-dithiol

Refernces

• 1、 Kaushik, Mahabir P.,Rana, Hemlata. "Facile one-step synthesis of dithiaalkanediols". . p. 268 - 272. Retrieved 2005.
• 2、 Gómez-Caballero, Esther,Martínez-álvarez, Roberto,Sierra, Miguel A.. "Unexpected Reaction Pathways Leading to Thiodiglycol during the Degradation of Long-Chain Sulfur Mustards". . p. 12432 - 12439. Retrieved 2018/10/15.
• 3、 Timperley, Christopher M.,Black, Robin M.,Bird, Michael,Holden, Ian,Mundy, Joanna L.,Read, Robert W.. "Hydrolysis and oxidation products of the chemical warfare agents 1,2-Bis[(2-chloroethyl)thio]ethane Q and 2,2′-Bis(2-chloroethylthio) diethyl ether T". . p. 2027 - 2046. Retrieved 2007/10/03.