59694-08-5

Basic information

• Product Name: 1,3-Butanediol, 1-benzoate
• CAS NO: 59694-08-5
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Mol File: 59694-08-5.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: 1,3-Butanediol, 1-benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Butanediol, 1-benzoate(59694-08-5)
• EPA Substance Registry System: 1,3-Butanediol, 1-benzoate(59694-08-5)

Safety Data

• Hazardous Substances Data: 59694-08-5(Hazardous Substances Data)

Upstream product

• 339204-85-2 Benzoic acid (R)-3-(tetrahydro-pyran-2-yloxy)-butyl ester 
• 6290-03-5 (R)-butane-1,3-diol 
• 98-88-4 benzoyl chloride 
• 644-32-6 dibenzoyl disulfide 
• 18826-95-4 1.3-butanediol 
• 10364-94-0 1-benzoylimidazole 
• 93-97-0 benzoic acid anhydride 
• 90238-20-3 N,N-diethyl-α,α-difluorobenzylamine 
• 774-44-7 4-methyl-2-phenyl-[1,3]dioxane 
• 65-85-0 benzoic acid 
• 774-44-7 (±)-(2S,4R)-2,4-dimethyl-1,3-dioxane 
• 54769-36-7 N-benzoyloxybenzotriazole 
• 22950-57-8 diisopropyl benzoylphosphonate 
• 3277-27-8 diethyl benzoylphosphonate 

Downstream Products

• 135081-58-2 C₁₇H₁₈O₄⁽¹⁸⁾OS 
• 135081-59-3 C₁₇H₁₈O₄⁽¹⁸⁾OS 
• 2867-65-4 butane-1,3-diyl dibenzoate 
• 2867-66-5 1-benzoyloxy-3-bromobutane 
• 1379680-90-6 (R)-3-(tert-butyldimethylsilyloxy)butyl benzoate 
• 1031781-68-6 C₂₃H₃₂O₄Si 

Relevant articles and documents

Benzoxaborole Catalyst for Site-Selective Modification of Polyols

The site-selective modification of polyols bearing several hydroxyl groups without the use of protecting groups remains a significant challenge in synthetic chemistry. To address this problem, novel benzoxaborole derivatives were designed as efficient catalysts for the highly site-selective and protecting-group-free modification of polyols. To identify the effective substituent groups enhancing the catalytic activity and selectivity, a series of benzoxaborole catalysts 1a–k were synthesized. In-depth analysis for the substituent effect revealed that 1i–k, bearing multiple electron-withdrawing fluoro- and trifluoromethyl groups, exhibited the greatest catalytic activity and selectivity. Moreover, 1i-catalyzed benzoylation, tosylation, benzylation, and glycosylation of various cis-1,2-diol derivatives proceeded with good yield and site-selective manner.

An inexpensive catalyst, Fe(acac)3, for regio/site-selective acylation of diols and carbohydrates containing a 1,2-: Cis -diol

This work describes the [Fe(acac)3] (acac = acetylacetonate)-catalyzed, regio/site-selective acylation of 1,2- and 1,3-diols and glycosides containing a cis-vicinal diol. The iron(iii) catalysts initially formed cyclic dioxolane-type intermediates with substrates between the iron(iii) species and vicinal diols, and the efficient and selective acylation of one hydroxyl group was subsequently achieved by adding acylation reagents in the presence of diisopropylethylamine (DIPEA) under mild conditions. This reaction generally produced high selectivities and highly isolated yields with the same protection pattern as that achieved with dibutyl tinoxide-mediated schemes.

A green and convenient method for regioselective mono and multiple benzoylation of diols and polyols

An efficient method for regioselective benzoylation of diols and polyols was developed. The benzoylation is catalyzed by only 0.2 equiv of benzoate anion in acetonitrile with the addition of a stoichiometric amount of benzoic anhydride under very mild condition, leading to high yields. Compared with all other methods, this method shows particular advantage in regioselective multiple benzoylation of polyols, and in avoiding the use of any metal-based catalysts and any amine bases, which is more environment-friendly.