73522-17-5

Basic information

• Product Name: (S)-1,2-Butanediol
• Synonyms: (S)-1,2-Butanediol;(2S)-1,2-Butanediol;(S)-Butane-1,2-diol;(S)-1,2-Butanediol;1,2-Butanediol, (2S)-
• CAS NO: 73522-17-5
• Molecular Formula: C₄H₁₀O₂
• Molecular Weight: 90.12
• Mol File: 73522-17-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 55°C/0.7mmHg(lit.)
• Flash Point: 93.3 °C
• Appearance: /
• Density: 1.001 g/cm³
• Refractive Index: 1.4360-1.4400
• Storage Temp.: 2-8°C
• PKA: 14.49±0.20(Predicted)
• CAS DataBase Reference: (S)-1,2-Butanediol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1,2-Butanediol(73522-17-5)
• EPA Substance Registry System: (S)-1,2-Butanediol(73522-17-5)

Safety Data

• Statements: 36
• Safety Statements: 26-36
• Hazardous Substances Data: 73522-17-5(Hazardous Substances Data)

Usage

Chemical Properties

Colorless to light yellow liquid

Upstream product

• 100-52-7 benzaldehyde 
• 584-03-2 1,2-dihydroxybutane 
• 106-88-7 ethyloxirane 
• 3347-90-8 (2S)-2-hydroxybutanoic acid 

Downstream Products

• 117039-90-4 (2S)-1-benzyloxy-2-butanol 
• 143731-32-2 (S)-(-)-2-hydroxybutyl tosylate 
• 123-72-8 butyraldehyde 

Relevant articles and documents

Aromatic Donor-Acceptor Interaction-Based Co(III)-salen Self-Assemblies and Their Applications in Asymmetric Ring Opening of Epoxides

Aromatic donor-acceptor interaction as the driving force to assemble cooperative catalysts is described. Pyrene/naphthalenediimide functionalized Co(III)-salen complexes self-assembled into bimetallic catalysts through aromatic donor-acceptor interactions and showed high catalytic activity and selectivity in the asymmetric ring opening of various epoxides. Control experiments, nuclear magnetic resonance (NMR) spectroscopy titrations, mass spectrometry measurement, and X-ray crystal structure analysis confirmed that the catalysts assembled based on the aromatic donor-acceptor interaction, which can be a valuable noncovalent interaction in supramolecular catalyst development.

Self-assembly approach toward chiral bimetallic catalysts: Bis-urea-functionalized (Salen)cobalt complexes for the hydrolytic kinetic resolution of epoxides

A series of novel bis-urea-functionalized (salen)Co complexes has been developed. The complexes were designed to form self-assembled structures in solution through intermolecular urea-urea hydrogen-bonding interactions. These bis-urea (salen)Co catalysts resulted in rate acceleration (up to 13atimes) in the hydrolytic kinetic resolution (HKR) of rac-epichlorohydrin in THF by facilitating cooperative activation, compared to the monomeric catalyst. In addition, one of the bis-urea (salen)CoIII catalyst efficiently resolves various terminal epoxides even under solvent-free conditions by requiring much shorter reaction time at low catalyst loading (0.03-0.05amol %). A series of kinetic/mechanistic studies demonstrated that the self-association of two (salen)Co units through urea-urea hydrogen bonds was responsible for the observed rate acceleration. The self-assembly study with the bis-urea (salen)Co by FTIR spectroscopy and with the corresponding (salen)Ni complex by 1HaNMR spectroscopy showed that intermolecular hydrogen-bonding interactions exist between the bis-urea scaffolds in THF. This result demonstrates that self-assembly approach by using non-covalent interactions can be an alternative and useful strategy toward the efficient HKR catalysis.

Synthesis of optically pure terminal epoxide and 1,2-diol via hydrolytic kinetic resolution catalyzed by new heterometallic salen complexes

The inactive chiral (salen)Co complex is easily activated by InCl 3 and TlCl3 Lewis acids by forming heterometallic salen complexes. These complexes show very high catalytic activity for the synthesis of enantiomerically enriched terminal epoxides (>99% ee) and 1,2-diols simultaneously via hydrolytic kinetic resolution. Strong synergistic effects of different Lewis acids, Co-In and Co-Tl, were exhibited in the catalytic process. The system described is very simple and efficient. Copyright Taylor & Francis Group, LLC.