3-Octen-2-OL

Base Information

• Chemical Name: 3-Octen-2-OL
• CAS No.: 76649-14-4
• Molecular Formula: C8H16 O
• Molecular Weight: 128.214
• European Community (EC) Number: 278-508-9
• NSC Number: 245472,245471,244893
• UNII: 48L416E22Q
• DSSTox Substance ID: DTXSID101316025
• Nikkaji Number: J126.478H,J267.443B
• Wikidata: Q27259150
• Metabolomics Workbench ID: 45535
• Mol file: 76649-14-4.mol

Synonyms:3-OCTEN-2-OL;trans-3-Octen-2-ol;57648-55-2;(E)-oct-3-en-2-ol;76649-14-4;3-Octen-2-ol, (E)-;(3E)-oct-3-en-2-ol;FEMA No. 3602;3-Octen-2-ol, (3E)-;(E)-3-Octen-2-ol;3-Octen-2-ol, trans-;UNII-0347391ZTJ;UNII-48L416E22Q;EINECS 278-508-9;48L416E22Q;NSC-244893;NSC-245471;NSC-245472;NSC245471;Octen-2-ol, AldrichCPR;trans-2-Hydroxy-3-octene;(3E)-3-Octen-2-ol;SCHEMBL808521;SCHEMBL808522;3-OCTEN-2-OL [FHFI];CHEBI:168329;YJJIVDCKSZMHGZ-VOTSOKGWSA-N;DTXSID101316025;LMFA05000702;MFCD00036565;NSC244893;NSC245472;0347391ZTJ;NSC 244893;NSC 245471;NSC 245472;CS-0453876;O0315;(+/-)-3-OCTEN-2-OL, (3E)-;Q27259150

Chemical Property of 3-Octen-2-OL

Chemical Property:

• Vapor Pressure: 0.291mmHg at 25°C
• Melting Point: -31.5°C (estimate)
• Refractive Index: 1.4400
• Boiling Point: 98°C 2mm
• PKA: 14.77±0.20(Predicted)
• Flash Point: 71°C
• PSA: 20.23000
• Density: 0,84 g/cm3
• LogP: 2.11360
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 76.6

Purity/Quality:

99% ^*data from raw suppliers

3-OCTEN-2-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CC(C)O
• Isomeric SMILES: CCCC/C=C/C(C)O
• Description: 3-Octen-2-ol has a sweet, creamy, buttery, lactone, coconut, coumarin, lavender, mushroom odor.

Technology Process of 3-Octen-2-OL

There total 4 articles about 3-Octen-2-OL 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:

3-octen-2-one (1669-44-9) → rac-octan-2-ol (4128-31-8,113301-48-7,4128-32-9) + oct-3-en-2-ol (76649-14-4)

Guidance literature:

With sodium tetrahydroborate; activated acidic alumina Brockmann II; In ethyl acetate; at 20 ℃; for 1h; Overall yield = 80 %; Overall yield = 205 mg;

DOI:10.1016/j.tet.2016.03.017

Reference yield:

3-octen-2-one (1669-44-9) → oct-3-en-2-ol (76649-14-4)

Guidance literature:

With RuCl₂(PPh₃)(Ph₂P(CH₂)₂NHCH₂Py); hydrogen; sodium ethanolate; In 2-methyltetrahydrofuran; ethanol; at 40 ℃; for 16h; under 22502.3 Torr; Reagent/catalyst;

Reference yield:

3-Butyl-acrolein (2463-63-0) + methylmagnesium bromide (75-16-1) → (R)-3-methylheptanal (27608-03-3,110065-43-5,66938-08-7) + (+)-(R)-3-methylheptanal (27608-03-3,66938-08-7,110065-43-5) + oct-3-en-2-ol (76649-14-4)

Guidance literature:

With chloro-trimethyl-silane; copper(I) thiophene-2-carboxylate; In diethyl ether; at -78 ℃; for 8h; optical yield given as %ee; enantioselective reaction;

DOI:10.2533/chimia.2012.196

upstream raw materials:

3-Butyl-acrolein

dimethyl zinc(II)

methylmagnesium bromide

3-octen-2-one

Downstream raw materials:

3-octen-2-one

hexyl-methyl-ketone

rac-octan-2-ol

octane

Refernces

• 1、 -. "PROCESS". Page/Page column 48. . Retrieved 2019/03/17.
• 2、 Gremaud, Ludovic,Palais, Laetitia,Alexakis, Alexandre. "Copper-catalyzed asymmetric conjugate addition to challenging michael acceptors and synthesis of relevant target molecules". scheme or table. p. 196 - 200. Retrieved 2012/07/28.