Ethyl 2-hydroxyhexanoate

Base Information

• Chemical Name: Ethyl 2-hydroxyhexanoate
• CAS No.: 52089-55-1
• Molecular Formula: C8H16 O3
• Molecular Weight: 160.213
• Hs Code.: 2918199090
• European Community (EC) Number: 257-655-2
• DSSTox Substance ID: DTXSID30966448
• Nikkaji Number: J140.279J
• Mol file: 52089-55-1.mol

Synonyms:Ethyl 2-hydroxyhexanoate;52089-55-1;Ethyl 2-hydroxycaproate;Ethyl dl-2-hydroxycaproate;EINECS 257-655-2;124439-28-7;Hexanoic acid, 2-hydroxy-, ethyl ester;ETHYL2-HYDROXYCAPROATE;Ethyl 2-hydroxyhexanoate #;SCHEMBL309000;Ethyl 2-(DL)-hydroxyhexanoate;Ethyl 2-hydroxyhexanoate, 98%;DTXSID30966448;2-hydroxy-hexanoic acid ethyl ester;CCA08955;NSC 57377;AKOS009156962;SB84379;AS-80088;Ethyl (+/-)-2-hydroxycaproate, >=97%;CS-0365271;Ethyl 2-hydroxyhexanoate, purum, >=98.0% (GC)

Chemical Property of Ethyl 2-hydroxyhexanoate

Chemical Property:

• Vapor Pressure: 0.112mmHg at 25°C
• Refractive Index: n20/D 1.425(lit.)
• Boiling Point: 80-83oC11 mm Hg(lit.)
• Flash Point: 210 °F
• PSA: 46.53000
• Density: 0.967 g/mL at 25oC(lit.)
• LogP: 1.10060
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 160.109944368
• Heavy Atom Count: 11
• Complexity: 112

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-hydroxyhexanoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCC(C(=O)OCC)O
• Uses: Ethyl 2-hydroxyhexanoate was used as starting material during the stereospecific synthesis of 2-fluorohexanoic acid.

Technology Process of Ethyl 2-hydroxyhexanoate

There total 6 articles about Ethyl 2-hydroxyhexanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

ethanol (64-17-5) + 2-hydroxyhexanenitrile (64350-07-8) → 2-hydroxyhexanoic acid ethyl ester (52089-55-1)

Guidance literature:

With hydrogenchloride; water; at -10 - -5 ℃; for 10h;

Reference yield: 58.0%

ethanol (64-17-5) + rac-2-hydroxyhexanoic acid (636-36-2,6064-63-7) → 2-hydroxyhexanoic acid ethyl ester (52089-55-1)

Guidance literature:

With sulfuric acid; In benzene; for 7h; Heating;

Reference yield:

ethyl 2-oxohexanoate (5753-96-8) → 2-hydroxyhexanoic acid ethyl ester (52089-55-1)

Guidance literature:

With Streptomyces avermitilis α-keto ester reductase I, Mr 71.6 kDa by gel filtration; NAD; at 37 ℃; for 6h; aq. phosphate buffer;

DOI:10.1271/bbb.80537

upstream raw materials:

Ethyl 2-bromohexanoate

ethanol

rac-2-hydroxyhexanoic acid

n-butyl magnesium bromide

Downstream raw materials:

ethyl 2-oxohexanoate

Ethyl hexanoate

Hexane-1,2-diol

ethyl (R)-α-hydroxyhexanoate

Refernces

• 1、 -. "Preparation method of 2-hydroxy acid ester". Paragraph 0046; 0048. . Retrieved 2017/04/11.
• 2、 Ishihara, Kohji,Kato, Chiaki,Yamaguchi, Hitomi,Iwai, Rieko,Yoshida, Momoko,Ikeda, Natsumi,Hamada, Hiroki,Masuoka, Noriyoshi,Nakajima, Nobuyoshi. "Stereoselective reduction of carbonyl compounds with actinomycete: Purification and characterization of three α-keto ester reductases from Streptomyces avermitilis". body text. p. 3249 - 3257. Retrieved 2009/04/10.