39846-66-7

Basic information

• Product Name: 2-hydroxyheptyl acetate
• Synonyms: 2-hydroxyheptyl acetate;1,2-Heptanediol 1-acetate
• CAS NO: 39846-66-7
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.23742
• EINECS: 254-652-8
• Mol File: 39846-66-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 264.5°C at 760 mmHg
• Flash Point: 104.9°C
• Appearance: /
• Density: 0.976g/cm³
• Vapor Pressure: 0.00135mmHg at 25°C
• Refractive Index: 1.439
• CAS DataBase Reference: 2-hydroxyheptyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxyheptyl acetate(39846-66-7)
• EPA Substance Registry System: 2-hydroxyheptyl acetate(39846-66-7)

Safety Data

• Hazardous Substances Data: 39846-66-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H18O3/c1-3-4-5-6-9(11)7-12-8(2)10/h9,11H,3-7H2,1-2H3

Upstream product

• 592-76-7 1-Heptene 
• 137226-14-3 1-Benzyloxy-heptan-2-ol 
• 64-19-7 acetic acid 
• 3710-31-4 1,2-heptanediol 
• 108-24-7 acetic anhydride 

Relevant articles and documents

Catalytic functionalization of unactivated sp3 C-H bonds via exo -directing groups: Synthesis of chemically differentiated 1,2-Diols

We describe a Pd-catalyzed site-selective functionalization of unactivated aliphatic C-H bonds, providing chemically differentiated 1,2-diols from monoalcohol derivatives. The oxime was employed as both a directing group (DG) and an alcohol surrogate for this transformation. As demonstrated in a range of substrates, the C-H bonds β to the oxime group are selectively oxidized. Besides activation of the methyl groups, methylene groups (CH2) in cyclic substrates and methine groups (CH) at bridge-head positions can also be functionalized. In addition, an intriguing oxidative skeleton rearrangement was observed using the menthol-derived substrate. The use of exo-directing groups in C-H activation, as illustrated in this work, would potentially open doors for the discovery of new transformations and new cleavable DGs.

Kinetic resolution of 2-acylated-1,2-diols by lipase-catalyzed enantiomer selective acylation

Enantiomer selectivity of lipase catalyzed acylation of 2-acylated 1,2-diols was studied. First, acylation of 2-acetoxyheptan-1-ol rac-3b with vinyl acetate was investigated by varying the enzymes and the solvent, showing the highest enantiomer selectivity by using lipase from Pseudomonas fluorescens (PfL) in hexane-vinyl acetate (VA). We have found varying or even reversed enantiomer selectivity for different secondary acyl moieties in 2-acyloxyheptan-1-ols rac-3bA-F. Next, all six possible types of enantiomer selective biotransformations (hydrolysis of diacetate and the two kinds of monoacetetes; acylation of diol and the two kinds of monoacetates) were compared on two model diols rac-4b,d. Among the transformations investigated, acetylation of secondary monoacetates rac-3b,d showed the highest enantiomer selectivity. Finally, PfL catalyzed acetylations of several 2-acetylated 1,2-diols rac-3a-g were investigated under our optimum conditions.