3085-45-8

Basic information

• Product Name: THIODIGLYCOL SULFOXIDE
• Synonyms: 2,2'-SULFINYLDIETHANOL;BIS(2-HYDROXYETHYL)SULFOXIDE;CBI-BB ZERO/001478;THIODIGLYCOL SULFOXIDE;2,2’-sulfinylbis-ethano;AIDS018246;2-(2-hydroxyethylsulfinyl)ethanol;Ethanol, 2,2'-sulfinylbis-
• CAS NO: 3085-45-8
• Molecular Formula: C₄H₁₀O₃S
• Molecular Weight: 138.19
• EINECS: 200-659-6
• Mol File: 3085-45-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 111 °C
• Boiling Point: 434.3°Cat760mmHg
• Flash Point: 216.5°C
• Appearance: /
• Density: 1.394g/cm³
• Storage Temp.: ?20°C
• Solubility: Methanol (Slightly), Water (Slightly)
• PKA: 13.61±0.10(Predicted)
• CAS DataBase Reference: THIODIGLYCOL SULFOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: THIODIGLYCOL SULFOXIDE(3085-45-8)
• EPA Substance Registry System: THIODIGLYCOL SULFOXIDE(3085-45-8)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• Hazardous Substances Data: 3085-45-8(Hazardous Substances Data)

Usage

Uses

2,2''-Sulfinyldiethanol is an important metabolite and degrdation product of sulfur mustard.

Upstream product

• 111-48-8 2,2'-thiobis-ethanol 
• 127-65-1 chloroamine-T 

Downstream Products

• 7617-64-3 bis(2-bromoethyl)sulfide 
• 2580-77-0 sulfonyldiethanol 
• 60601-05-0 2-hydroxyethanesulfinic acid 

Relevant articles and documents

Locus-specific microemulsion catalysts for sulfur mustard (HD) chemical warfare agent decontamination

The rates of catalytic oxidative decontamination of the chemical warfare agent (CWA) sulfur mustard (HD, bis(2-chlororethyl) sulfide) and a range (chloroethyl) sulfide simulants of variable lipophilicity have been examined using a hydrogen peroxide-based microemulsion system. SANS (small-angle neutron scattering), SAXS (small-angle X-ray scattering), PGSE-NMR (pulsed-gradient spin-echo NMR), fluorescence quenching, and electrospray mass spectroscopy (ESI-MS) were implemented to examine the distribution of HD, its simulants, and their oxidation/hydrolysis products in a model oil-in-water microemulsion. These measurements not only present a means of interpreting decontamination rates but also a rationale for the design of oxidation catalysts for these toxic materials. Here we show that by localizing manganese-Schiff base catalysts at the oil droplet-water interface or within the droplet core, a range of (chloroethyl) sulfides, including HD, spanning some 7 orders of octanol-water partition coefficient (Kow), may be oxidized with equal efficacy using dilute (5 wt. % of aqueous phase) hydrogen peroxide as a noncorrosive, environmentally benign oxidant (e.g., t1/2 (HD) ～ 18 s, (2-chloroethyl phenyl sulfide, C6H5SCH2CH 2Cl) ～ 15 s, (thiodiglycol, S(CH2CH 2OH)2) ～ 19 s {20°C}). Our observations demonstrate that by programming catalyst lipophilicity to colocalize catalyst and substrate, the inherent compartmentalization of the microemulsion can be exploited to achieve enhanced rates of reaction or to exert control over product selectivity. A combination of SANS, ESI-MS and fluorescence quenching measurements indicate that the enhanced catalytic activity is due to the locus of the catalyst and not a result of partial hydrolysis of the substrate.