2,5-Dihydroxy-1,4-dithiane

2,5-Dihydroxy-1,4-dithiane Basic information
Product Name:2,5-Dihydroxy-1,4-dithiane
Synonyms:2,5-DIHYDROXY-1,4-DITHIANE;4-DITHIANE-2,5-DIOL;p-Dithiane-2,5-diol, 95% 250GR;1,4-Dithian-2,5-diol;NSC 106280;1,4-Dithiane-2,5-diol Mercaptoacetaldehyde Dimer;p-Dithiane-2,5-diol C4H8O2S2;Dihydroxy-1,4-dit
CAS:40018-26-6
MF:C4H8O2S2
MW:152.24
EINECS:254-751-6
Product Categories:Heterocyclic Compounds;aldehyde Flavor;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Others;S-Containing;bc0001
Mol File:40018-26-6.mol
2,5-Dihydroxy-1,4-dithiane Structure
2,5-Dihydroxy-1,4-dithiane Chemical Properties
Melting point 130 °C (dec.) (lit.)
Boiling point 244.73°C (rough estimate)
density 1.224 (estimate)
vapor pressure 0Pa at 25℃
FEMA 3826 | 2,5-DIHYDROXY-1,4-DITHIANE
refractive index 1.5200 (estimate)
storage temp. 2-8°C
solubility H2O: 0.39% at 20 °C
form Crystalline Powder
pka12.04±0.40(Predicted)
color White to yellow
PH4.9 (3.9g/l, H2O)
Odorat 0.10 % in propylene glycol. sulfury meaty toasted bread broth egg tomato
Odor Typesulfurous
Water Solubility 3.9 g/L (20 ºC)
JECFA Number550
BRN 104402
InChIKeyYUIOPHXTILULQC-UHFFFAOYSA-N
LogP-0.276 at 22.8℃ and pH6.3
CAS DataBase Reference40018-26-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-41-43-52/53-36/37/38
Safety Statements 26-36/37/39-61-37/39-24-36
RIDADR UN2811
WGK Germany 2
1-8-10-13
HazardClass 6.1
PackingGroup III
HS Code 29349990
MSDS Information
ProviderLanguage
4-Dithiane-2,5-diolEnglish
SigmaAldrichEnglish
ACROSEnglish
ALFAEnglish
2,5-Dihydroxy-1,4-dithiane Usage And Synthesis
Chemical Propertieswhite to yellowish crystalline powder
Chemical Properties2,5-Dihydroxy-1,4-dithiane has a sulfurous, meaty, toasted bread-like odor
Uses1,4-Dithiane-2,5-diol is a hydroxylated dithiane derivative with phytogrowth-inhibitory and antibacterial activities.
Uses1,4-Dithiane-2,5-diol was used in the synthesis of:
substituted tetrahydrothiophene derivatives2-amino-3-(arylsulfonyl)thiophenes, potential antiviral and antitumor agents
DefinitionChEBI: 1,4-Dithiane-2,5-diol is a member of dithianes.
Aroma threshold valuesAroma characteristics at 0.1% EtoH: sulfurous, grilled meaty, pungent, brothy, eggy, heavy and rich, toasted bread, tomato
Taste threshold valuesTaste characteristics at 0.25 to 10 ppm: metallic, meaty savory chicken and beef, sulfurous, egg-yolk-like
Synthesis Reference(s)Synthetic Communications, 14, p. 483, 1984 DOI: 10.1080/00397918408059569
General Description1,4-Dithiane-2,5-diol undergoes bifunctional squaramide catalyzed sulfa-Michael/aldol cascade reaction with chalcones to afford trisubstituted tetrahydrothiophenes. It participates in diastereoselective [3+3] cycloaddition with azomethine imines catalyzed by 1,4-diazabicyclo[2.2.2]octane. It is a mercaptoacetaldehyde dimer and an efficient synthon for incorporating a thiol group to in situ generated nitroalkenes.
2,5-Dihydroxy-1,4-dithiane Preparation Products And Raw materials
Preparation Products3-METHOXYCARBONYL-3-SULFOLENE–>Methyl 2-aminothiophene-3-carboxylate–>methyl 2-(2-methoxy-2-oxoethyl)thiophene-3-carboxylate–>2-AMINO-3-CYANOTHIOPHENE–>(2-AMINOTHIOPHEN-3-YL)(THIOPHEN-2-YL)METHANONE–>(2-Amino-thiophen-3-yl)-(4-fluoro-phenyl)-methanone

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