Threitol

Threitol

Names
Systematic IUPAC name (2R,3R)-Butane-1,2,3,4-tetrol
Other names (2R,3R)-Butane-1,2,3,4-tetraol (not recommended)
Identifiers
CAS Number	7493-90-5 (DL) N
3D model (Jmol)	Interactive image
ChEBI	CHEBI:48300 Y
ChemSpider	147828 Y
ECHA InfoCard	100.150.149
KEGG	C16884 Y
PubChem	169019
UNII	6DN82XBT5M N
InChI InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1 Y Key: UNXHWFMMPAWVPI-QWWZWVQMSA-N Y InChI=1/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1 Key: UNXHWFMMPAWVPI-QWWZWVQMBP
SMILES OC[C@@H](O)[C@H](O)CO
Properties
Chemical formula	C4H10O4
Molar mass	122.12
Appearance	Solid
Melting point	88 to 90 °C (190 to 194 °F; 361 to 363 K)
Hazards
R-phrases	R36/37/38
S-phrases	S26 S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Threitol is a four-carbon sugar alcohol with the molecular formula C₄H₁₀O₄. It is primarily used as an intermediate in the chemical synthesis of other compounds. It is the diastereomer of Erythritol.

In living things, threitol is found in the edible fungus Armillaria mellea. It serves as a cryoprotectant (antifreeze agent) in the Alaskan beetle Upis ceramboides.

Threitol is used in the synthesis of Treosulfan, an anticancer drug.