(R,R)-(-)-2,3-Butanediol - 10mM in DMSO , CAS No.24347-58-8

CAS: 24347-58-8 Cat. No.: R422817 Molecular Weight: 90.12 Beilstein Registry Number: 1(4)2524 EC Number: 246-186-9

GRADE & PURITY 10mM in DMSO

Synonyms

(R,R)-2,3-Butylene glycol | 2,3-BUTANEDIOL, (+/-)- | (-)-(r,r)-2,3-butanediol | L-(-)-2,3-Butanediol | MFCD00064267 | 4-toluene-sulphonyl isocyanate | (2R,3R)-2,3-butanediol | (2r,3r)-butanediol | (R,R)-(-)-2,3-Butanediol | BP-30189 | UNII-6510BGK6C5 | C9

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

C2 symmetric chiral diol with versatile applications as a chiral auxiliary,building block,and chiral ligand.Cyclocondenses with ketones for 13C NMR determination of optical purity.

Specifications

Synonyms

(R, R)-2, 3-Butylene glycol | 2, 3-BUTANEDIOL, (+/-)- | (-)-(r, r)-2, 3-butanediol | L-(-)-2, 3-Butanediol | MFCD00064267 | 4-toluene-sulphonyl isocyanate | (2R, 3R)-2, 3-butanediol | (2r, 3r)-butanediol | (R, R)-(-)-2, 3-Butanediol | BP-30189 | UNII-6510BGK6C5 | C9

Specifications & Purity

10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Names and Identifiers

• Canonical Smiles: CC(C(C)O)O
• IUPAC Name: (2R,3R)-butane-2,3-diol
• InChIKey: OWBTYPJTUOEWEK-QWWZWVQMSA-N
• INCHI: 1S/C4H10O2/c1-3(5)4(2)6/h3-6H,1-2H3/t3-,4-/m1/s1
• Isomeric SMILES: C[C@H]([C@@H](C)O)O
• WGK Germany: 3
• Molecular Weight: 90.12
• Beilstein: 1(4)2524
• Reaxy-Rn: 969165
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=969165&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Alcohols and polyols
        • Level5 Polyols
          • Level6 1,2-diols

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Alcohols and polyols
• Intermediate Tree Nodes: Polyols
• Direct Parent: 1,2-diols
• Alternative Parents: Secondary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Secondary alcohol - 1,2-diol - Hydrocarbon derivative - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as 1,2-diols. These are polyols containing an alcohol group at two adjacent positions.
• External Descriptors: butane-2,3-diol

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Hygroscopic,Air Sensitive
• Refractive Index: 1.43
• Specific Rotation[α]: -13° (neat)
• Flash Point(°F): 185 °F
• Flash Point(°C): 85℃
• Boil Point(°C): 80 °C/10 mmHg
• Melt Point(°C): 17 °C
• Molecular Weight: 90.120 g/mol
• XLogP3: -0.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 90.0681 Da
• Monoisotopic Mass: 90.0681 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 30.500
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Feng-Qin Gong, Qi-Shun Liu, Hai-Dong Tan, Tang Li, Cheng-Yu Tan, Heng Yin.  (2019)  Cloning, expression and characterization of a novel (2R,3R) -2,3-butanediol dehydrogenase from Bacillus thuringiensis.  Biocatalysis and Agricultural Biotechnology,      [PMID:] [10.1016/j.bcab.2019.101372]

2. Ping Tang, Qingliang Li, Changwen Li, Dongguang Xiao, Xiaodan Wang, Xuewu Guo.  (2025)  Analysis and formation mechanism of Key aroma compounds with ammonia-like off-flavors in Jiang-flavored high-temperature daqu: Substances composition and main microorganisms.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2025.107656]

3. Haote Ding, Ling Jiang, Yijia Song, Zhongji Pu, Lirong Yang, Haoran Yu.  (2026)  Protein Language Model-Guided Engineering of a 2,3-Butanediol Dehydrogenase for the Enantioselective Synthesis of Cyclic α-Hydroxy Ketones.  Advanced Science,      [PMID:41580984] [10.1002/advs.202509314]