5299-60-5

Basic information

• Product Name: ETHYL 6-HYDROXYHEXANOATE
• Synonyms: ETHYL 6-HYDROXYHEXANOATE;RARECHEM AK ML 0053;6-Hydroxycaproic acid ethyl ester;6-Hydroxyhexanoic acid ethyl ester;Ethyl 6-hydroxyhexanoate 97%
• CAS NO: 5299-60-5
• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.21
• Product Categories: C8 to C9;Carbonyl Compounds;Esters
• Mol File: 5299-60-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 127-128 °C12 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 0.985 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00771mmHg at 25°C
• Refractive Index: n20/D 1.437(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.15±0.10(Predicted)
• CAS DataBase Reference: ETHYL 6-HYDROXYHEXANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6-HYDROXYHEXANOATE(5299-60-5)
• EPA Substance Registry System: ETHYL 6-HYDROXYHEXANOATE(5299-60-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 5299-60-5(Hazardous Substances Data)

Usage

Chemical Description

Ethyl 6-hydroxyhexanoate is an ester with the formula C10H20O3.

Uses

Different sources of media describe the Uses of 5299-60-5 differently. You can refer to the following data:
1. Ethyl 6-Hydroxyhexanoate is used as a reagent in the synthesis of cross-reactive carbohydrate determinants (CCDs) as tools for in vitro allergy diagnosis. Ethyl 6-Hydroxyhexanoate is also used in the preparation of N-5-Carboxypentyl-1-deoxymannojirimycin (C181150); a ligand used for the preparation of an affinity resin specific for Man9 mannosidase.
2. Ethyl 6-hydroxyhexanoate is suitable for use in the synthesis of series of model phenol carbonate ester prodrugs having fatty acid-like structures. It may be used in the preparation of alkyl triflates. It may be used in the synthesis of ethyl 6-(trifluoromethylsulfonyloxy)hexanoate.

Synthesis Reference(s)

The Journal of Organic Chemistry, 38, p. 2786, 1973 DOI: 10.1021/jo00956a011Synthetic Communications, 11, p. 599, 1981 DOI: 10.1080/00397918108063631

General Description

Ethyl 6-hydroxyhexanoate is an ethyl ester. Its concentration in bordeaux red wines has been evaluated. Two-step preparation of ethyl 6-hydroxyhexanoate via hydrolysis of e-caprolactone has been reported.

InChI:InChI=1/C8H16O3/c1-2-11-8(10)6-4-3-5-7-9/h9H,2-7H2,1H3

Upstream product

• 2434-02-8 ethyl tetrahydrofuran-2-acetate 
• 1192601-83-4 5-(ethoxycarbonyl)pentyl phenyl telluride 
• 1073930-92-3 5-(ethoxycarbonyl)pentyl 1-naphthyl selenide 
• 64-17-5 ethanol 
• 108-94-1 cyclohexanone 
• 1191-25-9 6-Hydroxyhexanoic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 943-39-5 4-nitroperbenzoic acid 
• 932-92-3 cyclohexyl ethyl ether 

Downstream Products

• 88703-55-3 1-(Phenylsulfonyl)-7-hydroxyheptan-2-one 
• 502-44-3 hexahydro-2H-oxepin-2-one 
• 63294-79-1 (Z)-9-benzenesulfonyl-9-carbomethoxy-13-hydroxy-6-tridecenoic lactone 
• 63294-80-4 (E)-8-Benzenesulfonyl-16-oxo-oxacyclohexadec-10-ene-8-carboxylic acid methyl ester 
• 106-02-5 pentadecanolide 
• 63294-77-9 methyl (1'-benzenesulfonyl-1'-carbomethoxypentan-5'-yl)-6-acetoxy-7-octenoate 
• 63294-78-0 methyl (1'-benzenesulfonyl-1'-carbomethoxyheptan-7'-yl)-6-acetoxy-7-octenoate 
• 63294-82-6 (E)-9-benzenesulfonyl-15-hydroxy-6-pentadecenoate lactone 
• 63294-81-5 (E)-10-Benzenesulfonyl-oxacyclotetradec-7-en-2-one 
• 63294-79-1 (E)-6-Benzenesulfonyl-14-oxo-oxacyclotetradec-8-ene-6-carboxylic acid methyl ester 
• 63294-80-4 (E)-8-Benzenesulfonyl-16-oxo-oxacyclohexadec-10-ene-8-carboxylic acid methyl ester 
• 1069074-24-3 5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 1265485-27-5 ethyl 6-(1-phenyl-1H-tetrazol-5-ylsulfanyl)hexanoate 

Relevant articles and documents

Method for preparing epsilon-caprolactone, 6-hydroxyhexanoic acid and esters thereof from tetrahydrofuranacetic acid and esters thereof

The invention provides a method for preparing epsilon-caprolactone and 6-hydroxyhexanoic acid and esters thereof from tetrahydrofuranacetic acid and esters thereof, which comprises the following steps: in a solvent, in a reducing atmosphere and under the action of a catalyst, carrying out reduction reaction on tetrahydrofuranacetic acid and ester compounds thereof under the conditions that the pressure is 0.1-10MPa and the temperature is 20-200 DEG C for 0.5-48 hours, separating the catalyst, and distilling out the solvent, so that the target products epsilon-caprolactone, 6-hydroxyhexanoic acid and ester compounds of 6-hydroxyhexanoic acid are obtained. According to the method, efficient conversion of bio-based tetrahydrofuranacetic acid and esters thereof is realized under relatively mild conditions, the produced epsilon-caprolactone and 6-hydroxycaproic acid and ester compounds thereof are polymer monomers and are wide in application, and the application range of biomass is expanded; and meanwhile, the dilemma that the preparation of [epsilon]-caprolactone, 6-hydroxycaproic acid and ester thereof must depend on fossil resources is solved.

CYCLOHEXANE OXIDATION PROCESS BYPRODUCT DERIVATIVES AND METHODS FOR USING THE SAME

Disclosed are ester compositions, solvents, cleaning formulations, curing agents, reactive diluent solvents, controlled acid function release agents, polyol monomers, drilling mud and methods of making and using the same. Disclosed compositions include: a) about 10 to 60 weight percent methyl hydroxycaproate; b) about 20 to 80 weight percent dimethyl adipate; c) about 1 to 15 wt % of dimethyl glutarate; d) about 0.1 to 5 wt % of dimethyl succinate; e) about 0.1 to 7 wt % of at least one cyclohexanediol; and f) less than about 20 wt% oligomeric esters.

Facile photochemical transformation of alkyl aryl selenides to the corresponding carbonyl compounds by molecular oxygen: Use of selenides as masked carbonyl groups

(Chemical Equation Presented) Alkyl aryl selenides with and without functional groups on the alkyl group were transformed efficiently into the corresponding carbonyl compounds, particulary primary alkyl aryl selenides in good yields, by a simple photolysis in the presence of air or oxygen. This transformation can be conducted without protection of functional groups. The yield of carbonyl compounds was much affected by the solvent viscosity, reaction temperature, concentration of dissolved oxygen in the solvents, wavelength of light, and structure of the aryl substituents. The present study indicates that aryl selenides can be considered as a masked carbonyl group that can be easily converted to a carbonyl group by very mild reaction conditions even in the presence of various unprotected functional groups. Therefore, this functional group transformation can be used as an important tool in organic synthesis due to its simplicity and mild reaction condition.