thiodiglycol
ethanol, 2,2'-thiobis-
Identification
| Name | thiodiglycol |
| IUPAC | 2-(2-hydroxyethylsulfanyl)ethanol |
| CAS Number | 111-48-8 |
| EINECS | 203-874-3 |
| FDA UNII | 9BW5T43J04 |
| Molecular Formula | C4 H10 O2 S |
| Molecular Weight | 122.18710000 |
| MDL Number | MFCD00002910 |
| Nikkaji Number | J1.988G |
| Beilstein | 1236325 |
| XlogP3 | -0.60 (est) |
Regulatory
Physical Properties
| Appearance | colorless liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.22100 @ 25.00 °C. |
| Melting Point | -10.20 °C. @ 760.00 mm Hg (est) |
| Boiling Point | 282.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.003230 mmHg @ 25.00 °C. |
| Vapor Density | 4.21 ( Air = 1 ) |
| Flash Point | > 230.00 °F. TCC ( > 110.00 °C. ) |
| logP (o/w) | -0.630 |
| Soluble in | water, 1.00E+06 mg/L @ 20 °C (exp) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antioxidants |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-guinea pig LD50 3960 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 4000 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | antioxidants |
| Recommendation for thiodiglycol usage levels up to | not for fragrance use. |
| Recommendation for thiodiglycol flavor usage levels up to | not for flavor use. |
BOC Sciences
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Potential Uses
Natural Occurrence
Synonyms
dihydroxyethyl sulfide
ethanol, 2,2'-thiobis-
ethanol, 2,2'-thiodi-
glyecine A
bis(2-
hydroxyethyl) sulfide
bis(b-
hydroxyethyl) sulfide
bis(2-
hydroxyethyl) sulphide
2-[(2-
hydroxyethyl)sulfanyl]ethan-1-ol
bis(
hydroxyethyl)sulfide
bis(2-
hydroxyethyl)sulfide
2-[(2-
hydroxyethyl)thio]ethanol
2-(2-
hydroxyethylsulfanyl)ethanol
2-(2-
hydroxyethylthio)ethan-1-ol
2-(2-
hydroxyethylthio)ethanol
kromfax solvent
2,2'-
sulfanediyldiethanol
tedegyl
2,2'-
thiobis(ethanol)
2,2'-
thiobis[ethanol]
2,2'-
thiobisethanol
2,2-
thiodiethanol
2,2'-
thiodiethanol
thiodiethylene glycol
2,2'-
thiodiglycol
tiodiglicolo
PubMed:
Demonstration of spread-on peel-off consumer products for sampling surfaces contaminated with pesticides and chemical warfare agent signatures.
PubMed:
Determination of mustard gas hydrolysis products thiodiglycol and thiodiglycol sulfoxide by gas chromatography tandem-mass spectrometry after trifluoroacetylation.
PubMed:
Abundance of four sulfur mustard-DNA adducts ex vivo and in vivo revealed by simultaneous quantification in stable isotope dilution-ultrahigh performance liquid chromatography-tandem mass spectrometry.
PubMed:
On-matrix derivatization extraction of chemical weapons convention relevant alcohols from soil.
PubMed:
Historical perspective on effects and treatment of sulfur mustard injuries.
PubMed:
[Strain Alcaligenes xylosoxydans subsp. Denitrificans TD2 as a biosensor basis for determination of thiodiglycol].
PubMed:
Detection and identification of hydrolysis products of sulfur mustards at trace levels in environmental samples using liquid chromatography solid phase extraction combined with off-line nuclear magnetic resonance analysis.
PubMed:
Simultaneous quantification of seven plasma metabolites of sulfur mustard by ultra high performance liquid chromatography-tandem mass spectrometry.
PubMed:
On-matrix derivatization for dynamic headspace sampling of nonvolatile surface residues.
PubMed:
Soil biotransformation of thiodiglycol, the hydrolysis product of mustard gas: understanding the factors governing remediation of mustard gas contaminated soil.
PubMed:
[Destruction of mustard gas hydrolysis products by marine and soil bacteria].
PubMed:
Subgross breast pathology in the twenty-first century.
PubMed:
The reactivity of quaternary ammonium- versus potassium-fluorides supported on metal oxides: paving the way to an instantaneous detoxification of chemical warfare agents.
PubMed:
Analysis of hazardous organic residues from sodium hydrosulfite industry and utilization as raw materials in a novel solid lubricant production.
PubMed:
Dispersive derivatization liquid-liquid extraction of degradation products/precursors of mustards and V-agents from aqueous samples.
PubMed:
New reagents for enhanced liquid chromatographic separation and charging of intact protein ions for electrospray ionization mass spectrometry.
PubMed:
Locus-specific microemulsion catalysts for sulfur mustard (HD) chemical warfare agent decontamination.
PubMed:
Microbial responses to mustard gas dumped in the Baltic Sea.
PubMed:
Modified titania nanotubes for decontamination of sulphur mustard.
PubMed:
Screening hydrolysis products of sulfur mustard agents by high-performance liquid chromatography with inductively coupled plasma mass spectrometry detection.
PubMed:
New insights into the biodegradation of thiodiglycol, the hydrolysis product of Yperite (sulfur mustard gas).
PubMed:
Biodegradation of thiodiglycol, a hydrolyzate of the chemical weapon Yperite, by benzothiophene-desulfurizing bacteria.
PubMed:
Reactions of sulphur mustard and sarin on V 1.02 O 2.98 nanotubes.
PubMed:
Mercury transformations in chemical agent simulant as characterized by X-ray absorption fine spectroscopy.
PubMed:
Kinetics of the degradation of sulfur mustard on ambient and moist concrete.
PubMed:
Improvements in the methodology of monitoring sulfur mustard exposure by gas chromatography-mass spectrometry analysis of cleaved and derivatized blood protein adducts.
PubMed:
Analysis of urinary metabolites of sulfur mustard in two individuals after accidental exposure.
PubMed:
Developmental toxicity of thiodiglycol in Sprague-Dawley rats.
PubMed:
The effect of mustard gas on the biological activity of soil.
PubMed:
Soil bacterium Pseudomonas sp.: destroyer of mustard gas hydrolysis products.
PubMed:
Application of in vivo microdialysis for studying the efficacy of protective preparations against sulfur mustard penetrating the skin.
PubMed:
Destruction of chemical agent simulants in a supercritical water oxidation bench-scale reactor.
PubMed:
Contact angle anomalies indicate that surface-active eluates from silicone coatings inhibit the adhesive mechanisms of fouling organisms.
PubMed:
Analysis of the sulphur mustard metabolites thiodiglycol and thiodiglycol sulphoxide in urine using isotope-dilution gas chromatography-ion trap tandem mass spectrometry.
PubMed:
NMR analysis of thiodiglycol oxidation by Mammalian alcohol dehydrogenases.
PubMed:
Electrospray ionization tandem mass spectral analysis of oxidation products of precursors of sulfur mustards.
PubMed:
Thiodiglycol, the hydrolysis product of sulfur mustard: analysis of in vitro biotransformation by mammalian alcohol dehydrogenases using nuclear magnetic resonance.
PubMed:
Toxicity assessment of thiodiglycol.
PubMed:
Quantitative analysis of the sulfur mustard hydrolysis product thiodiglycol (2,2'-sulfobisethanol) in in vivo microdialysates using gas chromatography coupled with pulsed flame photometric detection.
PubMed:
Kinetics of degradation of sulphur mustard on impregnated carbons.
PubMed:
Determination of thiodiglycol, a mustard gas hydrolysis product by gas chromatography-mass spectrometry after tert-butyldimethylsilylation.
PubMed:
Reactions of sulphur mustard on impregnated carbons.
PubMed:
Packed capillary liquid chromatography-electrospray ionization (tandem) mass spectrometry of mustard hydrolysis products in soil.
PubMed:
Ring-opening reactions induced by gold(I) of five- and four-coordinate palladium(II) and platinum(II) complexes containing tripodal or linear polyphosphines.
PubMed:
Quantitation of the sulfur mustard metabolites 1,1'-sulfonylbis[2-(methylthio)ethane] and thiodiglycol in urine using isotope-dilution Gas chromatography-tandem mass spectrometry.
PubMed:
Monitoring sulfur mustard exposure by gas chromatography-mass spectrometry analysis of thiodiglycol cleaved from blood proteins.
PubMed:
[Thiodiglycol metabolism in Alcaligenes xylosoxydans subsp. denitrificans].
PubMed:
[The bioutilization of thiodiglycol (a breakdown product of mustard gas): isolation of degraders and investigation of degradation conditions].
PubMed:
Transformation of thiodiglycol by resting cells of Alcaligenes xylosoxydans PGH10.
PubMed:
Analysis of the degradation compounds of chemical warfare agents using liquid chromatography/mass spectrometry.
PubMed:
Capillary gas chromatography-atomic emission spectroscopy-mass spectrometry analysis of sulphur mustard and transformation products in a block recovered from the Baltic Sea.
PubMed:
Reactions of VX, GB, GD, and HD with nanosize Al(2)O(3). Formation of aluminophosphonates.
PubMed:
Diagnosis and dosimetry of exposure to sulfur mustard: development of a standard operating procedure for mass spectrometric analysis of haemoglobin adducts: exploratory research on albumin and keratin adducts.
PubMed:
A cutaneous full-thickness liquid sulfur mustard burn model in weanling swine: clinical pathology and urinary excretion of thiodiglycol.
PubMed:
Determination of thiodyglycol in groundwater using solid-phase extraction followed by gas chromatography with mass spectrometric detection in the selected-ion mode.
PubMed:
Extraction of thiodiglycol from soil using pressurised liquid extraction.
PubMed:
Oxidation of thiodiglycol (2,2'-thiobis-ethanol) by alcohol dehydrogenase: comparison of human isoenzymes.
PubMed:
Biocatalytic transformation of [(2-Hydroxyethyl)thio]acetic acid and thiodiglycolic acid from thiodiglycol by Alcaligenes xylosoxydans ssp. xylosoxydans (SH91).
PubMed:
Determination of hydrolysis products of sulfur mustards by reversed-phase microcolumn liquid chromatography coupled on-line with sulfur flame photometric detection and electrospray ionization mass spectrometry using large-volume injections and peak compression
PubMed:
The sources, fate, and toxicity of chemical warfare agent degradation products.
PubMed:
Determination of the sulfur mustard hydrolysis product thiodiglycol by microcolumn liquid chromatography coupled on-line with sulfur flame photometric detection using large-volume injections and peak compression.
PubMed:
Estimation of the Surface Properties of Styrene-Acrylonitrile Random Copolymers from Contact Angle Measurements.
PubMed:
Characterization of the Batl (Bacteroides aerotolerance) operon in Bacteroides fragilis: isolation of a B. fragilis mutant with reduced aerotolerance and impaired growth in in vivo model systems.
PubMed:
In vitro oxidation of the hydrolysis product of sulfur mustard, 2,2'-thiobis-ethanol, by mammalian alcohol dehydrogenase.
PubMed:
Recovery of an oligonucleotide using silver ions immobilized onto paramagnetic particles.
PubMed:
Fungal cleavage of thioether bond found in Yperite.
PubMed:
Observations of metabolite formation and variable yield in thiodiglycol biodegradation process : impact on reactor design.
PubMed:
Effect of sulphur mustard on the expression of urokinase in cultured 3T3 fibroblasts.
PubMed:
Bioreactor strategies for the treatment of growth-inhibitory waste: an analysis of thiodiglycol degradation, the main hydrolysis product of sulfur mustard.
PubMed:
The role of a liquid matrix in controlling FAB-induced fragmentation.
PubMed:
Reactor comparisons for the biodegradation of thiodiglycol, a product of mustard gas hydrolysis.
PubMed:
[Scientific principles of complex ecologically-safe technology of mustard gas destruction].
PubMed:
Detection of sulfur mustard bis (2-chloroethyl) sulfide and metabolites after topical application in the isolated perfused porcine skin flap.
PubMed:
Improved methodology for the detection and quantitation of urinary metabolites of sulphur mustard using gas chromatography-tandem mass spectrometry.
PubMed:
Biological fate of sulphur mustard, 1,1'-thiobis(2-chloroethane): identification of beta-lyase metabolites and hydrolysis products in human urine.
PubMed:
Application of gas chromatography-mass spectrometry and gas chromatography-tandem mass spectrometry to the analysis of chemical warfare samples, found to contain residues of the nerve agent sarin, sulphur mustard and their degradation products.
PubMed:
Metabolism of thiodiglycol (2,2'-thiobis-ethanol): isolation and identification of urinary metabolites following intraperitoneal administration to rat.
PubMed:
Biological fate of sulphur mustard, 1,1'-thiobis(2-chloroethane): isolation and identification of urinary metabolites following intraperitoneal administration to rat.
PubMed:
Biological fate of sulfur mustard, 1,1'-thiobis(2-chloroethane). Urinary excretion profiles of hydrolysis products and beta-lyase metabolites of sulfur mustard after cutaneous application in rats.
PubMed:
Development of an antibody that binds sulfur mustard.
PubMed:
N1-(2-hydroxyethylthioethyl)-4-methyl imidazole (4-met-1-imid-thiodiglycol) in plasma and urine: a novel metabolite following dermal exposure to sulphur mustard.
PubMed:
Methods for the analysis of thiodiglycol sulphoxide, a metabolite of sulphur mustard, in urine using gas chromatography-mass spectrometry.
PubMed:
Biosynthesis and urinary excretion of methyl sulfonium derivatives of the sulfur mustard analog, 2-chloroethyl ethyl sulfide, and other thioethers.
PubMed:
Quantification of thiodiglycol in urine by electron ionization gas chromatography-mass spectrometry.
PubMed:
[Evaluation of the critical surface tension (gc) of composite resins].
PubMed:
Detection of trace levels of thiodiglycol in blood, plasma and urine using gas chromatography-electron-capture negative-ion chemical ionisation mass spectrometry.
PubMed:
Analysis of thiodiglycol in urine of victims of an alleged attack with mustard gas, Part II.
PubMed:
Determination of ascorbic acid in human urine by high-performance liquid chromatography coupled with fluorimetry after post-column derivatization with benzamidine.
PubMed:
Analysis of thiodiglycol in urine of victims of an alleged attack with mustard gas.
PubMed:
Separation of ascorbic acid, dehydroascorbic acid, diketogulonic acid and glucose by isocratic elution from a column of a hydrophilic gel.
PubMed:
The analysis of acyl-coenzyme A derivatives by reverse-phase high-performance liquid chromatography.
PubMed:
Cerebrospinal fluid protein electrophoresis without prior concentration.
PubMed:
Cerebrospinal fluid proteins electrophoresis without prior concentration.
PubMed:
The effect of thiodiglycol and dithiothreitol on the alkaline hydrolysis products of certain amino acid phenylthiohydantoins.
PubMed:
The respiratory metabolism of Mycobacterium lepraemurium.
PubMed:
Stabilization of the final product in the Sakaguchi reaction by thiodiglycol.
PubMed:
Utilization of sulfur compounds by Streptococcus bovis.
PubMed:
[Use of a derivative from the hydrolysis of yperite: thiodiglycol in cancerology].
PubMed:
The rate of oxidation of thiodiglycol and triethylamine by hydrogen peroxide.