Ethyl 3-hydroxyhexanoate

Base Information

• Chemical Name: Ethyl 3-hydroxyhexanoate
• CAS No.: 2305-25-1
• Deprecated CAS: 123807-92-1
• Molecular Formula: C8H16O3
• Molecular Weight: 160.213
• Hs Code.: 29181990
• European Community (EC) Number: 218-973-7
• UNII: 2M3L6B34FF
• DSSTox Substance ID: DTXSID10862898
• Nikkaji Number: J126.500H
• Wikidata: Q27109826
• Metabolomics Workbench ID: 4161
• Mol file: 2305-25-1.mol

Synonyms:Ethyl 3-hydroxyhexanoate;2305-25-1;Hexanoic acid, 3-hydroxy-, ethyl ester;Ethyl beta-hydroxycaproate;FEMA No. 3545;Ethyl 3-hydroxycaproate;ethyl 3-hydroxy-hexanoate;Ethyl hydroxy-3-hexanoate;UNII-2M3L6B34FF;3-HYDROXYHEXANOIC ACID ETHYL ESTER;2M3L6B34FF;3-hydroxy-hexanoic acid ethyl ester;EINECS 218-973-7;MFCD00036604;WE(2:0/6:0(3OH));Ethyl-3-Hydrixyhexanoate;ethyl 3-hydroxy hexanoate;ethyl 3 - hydroxyhexanoate;SCHEMBL873010;ETHYL-3-HYDROXYHEXANOATE;racemic ethyl 3-hydroxyhexanoate;CHEBI:23997;FEMA 3545;DTXSID10862898;Ethyl (+/-)-3-hydroxyhexanoate;GLXC-25681;BCP24429;CAA30525;LMFA07010516;AKOS009159203;CS-W013272;ETHYL 3-HYDROXYHEXANOATE [FHFI];Ethyl 3-hydroxyhexanoate, >=98%, FG;(+/-)-ETHYL 3-HYDROXYHEXANOATE;3-Hydroxyhexanoic acid ethyl ester, 98%;SY048396;ETHYL 3-HYDROXYHEXANOATE, (+/-)-;E0788;FT-0626271;D70264;EN300-111675;CAPROIC ACID, .BETA.-HYDROXY-, ETHYL ESTER;Q27109826

Chemical Property of Ethyl 3-hydroxyhexanoate

Chemical Property:

• Vapor Pressure: 0.00608mmHg at 25°C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 241.7 °C at 760 mmHg
• PKA: 14.45±0.20(Predicted)
• Flash Point: 94.4 °C
• PSA: 46.53000
• Density: 0.989 g/cm³
• LogP: 1.10060
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• 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:

99% ^*data from raw suppliers

Ethyl 3-hydroxyhexanoate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCC(CC(=O)OCC)O
• Uses: Ethyl 3-Hydroxyhexanoate is a general volatile organic compound which contributes to the scent and flavor profile of various fruits such as guava fruit and bananas.

Technology Process of Ethyl 3-hydroxyhexanoate

There total 29 articles about Ethyl 3-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: 100.0%

3-Hydroxy-2-phenylselanyl-hexanoic acid ethyl ester (117668-85-6) → 3-hydroxy-hexanoic acid ethyl ester (2305-25-1)

Guidance literature:

With sodium phenylseleno(triethyl)borate; In ethanol; at 50 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(97)00781-3

Reference yield: 99.0%

ethyl butyroyl acetate (3249-68-1) → ethyl (R)-3-hydroxyhexanoate (2305-25-1,88496-71-3,123807-92-1,84314-29-4)

Guidance literature:

With ruthenium trichloride; hydrogen; (R)-(6,6′-dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine); In methanol; at 40 - 60 ℃; for 10h; under 7500.75 Torr; Autoclave;

DOI:10.1002/ejoc.201402977

Reference yield: 96.0%

C17H38OSi2 → ethyl (R)-3-hydroxyhexanoate (2305-25-1,88496-71-3,123807-92-1,84314-29-4)

Guidance literature:

With pyridine; pyrrolidone hydrotribromide; In tetrahydrofuran; at -10 ℃; for 2h;

DOI:10.1002/anie.201305467

upstream raw materials:

butyraldehyde

ethyl bromoacetate

1-ethoxyacetylene

ethyl butyroyl acetate

Downstream raw materials:

(+/-)-(E)-1-(2-bromo-3,4,5-trimethoxyphenyl)-1-hepten-4-ol

(2S,3R)-5-Propyl-2-(3,4,5-trimethoxy-phenyl)-tetrahydro-furan-3-ol

Toluene-4-sulfonic acid 3-(tert-butyl-dimethyl-silanyloxy)-hexyl ester

(2S,3aS,9bS)-6-Hydroxy-7,8-dimethoxy-2-propyl-2,3,3a,9b-tetrahydro-furo[3,2-c]isochromen-5-one

Refernces

• 1、 -. "Synthesis method of ethyl 3-hydroxyhexanoate". Paragraph 0017; 0020; 0021; 0024; 0025; 0028; 0029; 0032. . Retrieved 2020/02/27.
• 2、 Santucci, Pierre,Dedaki, Christina,Athanasoulis, Alexandros,Gallorini, Laura,Munoz, Ana?s,Canaan, Stéphane,Cavalier, Jean-Fran?ois,Magrioti, Victoria. "Synthesis of Long-Chain β-Lactones and Their Antibacterial Activities against Pathogenic Mycobacteria". supporting information. p. 349 - 358. Retrieved 2019/01/25.