(2R,3R)-butane-1,2,3,4-tetrol

• ChemBase ID: 129886
• Molecular Formular: C4H10O4
• Molecular Mass: 122.1198
• Monoisotopic Mass: 122.0579088
• SMILES: OC[C@@H](O)[C@H](O)CO
• Canonical SMILES: OC[C@H]([C@@H](CO)O)O
• InChI: InChI=1S/C4H10O4/c5-1-3(7)4(8)2-6/h3-8H,1-2H2/t3-,4-/m1/s1
• InChIKey: UNXHWFMMPAWVPI-QWWZWVQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-butane-1,2,3,4-tetrol
• IUPAC Traditional name: (-)-threitol
• Synonyms: (2R,3R)-1,2,3,4-Butanetetrol; D-Threitol; DL-1,2,3,4-Butanetetrol; DL-Threitol; Threitol; (2R,3R)-1,2,3,4-丁四醇; D-苏糖醇; DL-1,2,3,4-丁四醇; DL-苏糖醇

Database IDs

• CAS Number: 2418-52-2; 7493-90-5
• MDL Number: MFCD00064293; MFCD00067036
• Beilstein Number: 1719752
• PubChem SID: 24889188; 162224172; 24863513; 24855982
• PubChem CID: 169019
• CHEBI ID: 48300
• Chemspider ID: 147828
• KEGG ID: C16884
• Wikipedia Title: Threitol

CALCULATED PROPERTIES

• Acid pKa: 13.044993
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.469349
• LogD (pH = 7.4): -2.4693499
• Log P: -2.469349
• Molar Refractivity: 26.4786 cm^3
• Polarizability: 10.746415 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Solid
• Melting Point: 87-90 °C; 88-90 °C(lit.); 88–90 °C
• Optical Rotation: [α]20/D -14.4±0.5°, c = 2% in ethanol; [α]20/D -14°, c = 2 in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; S26 S36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (sum of enantiomers, TLC); 97%; 99%
• Linear Formula: HOCH2[CH(OH)]2CH2OH

DETAILS

Sigma Aldrich - 377619

Packaging
250 mg in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 377619.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 377619.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 263559

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 89173

Other Notes
Chiral tetrol; preparation of chiral bis-crown ethers1; Synthesis of the threo-L-tetramine via a tetrasulfonate2; Preparation of chiral building blocks3