Dithiothreitol

Dithiothreitol (DTT) is an organosulfur compound with the formula (CH(OH)CH2SH)2. A colorless compound, it is classified as a dithiol and a diol. DTT is redox reagent also known as Cleland's reagent, after W. Wallace Cleland. The reagent is commonly used in its racemic form. Its name derives from the four-carbon sugar, threose. DTT has an epimeric ('sister') compound, dithioerythritol (DTE).

Not to be confused with banned pesticide DDT.
Dithiothreitol
Names
Preferred IUPAC name
(2S,3S)-1,4-Bis(sulfanyl)butane-2,3-diol
Other names
(2S,3S)-1,4-Dimercaptobutane-2,3-diol
D-threo-1,4-Dimercaptobutane-2,3-diol
D-threo-1,4-Dimercapto-2,3-butanediol
1,4-Dithio-D-threitol
Cleland's reagent
Reductacryl
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.020.427
PubChem CID
UNII
  • InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m1/s1 Y
    Key: VHJLVAABSRFDPM-QWWZWVQMSA-N Y
  • InChI=1/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m1/s1
    Key: VHJLVAABSRFDPM-QWWZWVQMBU
SMILES
  • C([C@H]([C@@H](CS)O)O)S
Properties
C4H10O2S2
Molar mass 154.253 g/mol
Appearance White solid
Melting point 42 to 43 °C (108 to 109 °F; 315 to 316 K)
Boiling point 125 to 130 °C (257 to 266 °F; 398 to 403 K) at 2 mmHg
Soluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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