trans-3-Hexen-1-ol

Base Information

• Chemical Name: trans-3-Hexen-1-ol
• CAS No.: 928-97-2
• Molecular Formula: C6H12 O
• Molecular Weight: 100.161
• European Community (EC) Number: 213-193-3,208-860-0
• UNII: 4E0NFR5B3U
• DSSTox Substance ID: DTXSID1022138
• Nikkaji Number: J121.739I,J100.725D
• Wikidata: Q27259468
• Metabolomics Workbench ID: 3203
• ChEMBL ID: CHEMBL3184538
• Mol file: 928-97-2.mol

Synonyms:(Z)-3-hexeno1;3-hexen-1-ol;3-hexen-1-ol, (E)-isomer;3-hexen-1-ol, (Z)-isomer;cis-3-hexen-1-ol;cis-3-hexenol

Chemical Property of trans-3-Hexen-1-ol

Chemical Property:

• Appearance/Colour: colourless liquid
• Melting Point: -61 - -62 C
• Refractive Index: n20/D 1.439(lit.)
• Boiling Point: 156.5°Cat760mmHg
• PKA: 15.00±0.10(Predicted)
• Flash Point: 44.4°C
• PSA: 20.23000
• Density: 0.843g/cm³
• LogP: 1.33500
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 100.088815002
• Heavy Atom Count: 7
• Complexity: 48.1

Purity/Quality:

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

trans-3-Hexen-1-ol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36
• Safety Statements: 23-24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCCO
• Isomeric SMILES: CC/C=C/CCO
• Uses: trans-3-Hexen-1-ol stimulates the antennae of male H. cunea moths. It is also used as an organic chemical synthesis intermediate.

Technology Process of trans-3-Hexen-1-ol

There total 58 articles about trans-3-Hexen-1-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: 92.5%

2,4-hexadiene-1-ol (111-28-4) → (Z)-3-Hexen-1-ol (928-96-1) + (E)-3-hexen-1-ol (928-97-2) + hex-4-en-1-ol (6126-50-7,928-91-6,928-92-7) + hexan-1-ol (111-27-3)

Guidance literature:

With hydrogen; (methyl benzoate)Cr(CO)6; In methanol; at 190 - 200 ℃; for 2h; under 36775.4 Torr;

Reference yield: 88.0%

3-hexyn-1-ol (1002-28-4) → (Z)-3-Hexen-1-ol (928-96-1) + (E)-3-hexen-1-ol (928-97-2) + hexan-1-ol (111-27-3)

Guidance literature:

With hydrogen; In methanol; at 20 ℃; under 1800.18 Torr; Reagent/catalyst; Catalytic behavior;

DOI:10.1002/cctc.201501126

Reference yield: 20.0%

homoalylic alcohol (627-27-0) + diethylaluminium chloride (96-10-6) → 3-methyl-1-pentanol (589-35-5,20281-83-8) + (Z)-3-Hexen-1-ol (928-96-1) + (E)-3-hexen-1-ol (928-97-2) + butan-1-ol (71-36-3) + hexan-1-ol (111-27-3)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -45 ℃; for 2h; Mechanism; Product distribution; variation of added base;

DOI:10.1021/jo00184a014

upstream raw materials:

(E)-3-hexenoic acid

ethyl (E)-3-hexenoate

3-hexyn-1-ol

cis/trans-3-chloro-2-ethyltetrahydrofuran

Downstream raw materials:

(E)-hex-3-en-1-yl 2-oxopropanoate

acetic acid hex-3-enyl ester

2-acetoxy-2-(phenylthio)-acetic acid ethyl ester

[((E)-Hex-3-enyl)oxy]-phenylsulfanyl-acetic acid ethyl ester

Refernces

• 1、 Look. "". . p. 83. Retrieved 1976.
• 2、 -. "MIXTURE OF 3-HEXEN-1-OL ISOMERS AND A PROCESS OF PREPARING SAME". Page/Page column 21-22. . Retrieved 2021/08/14.
• 3、 -. "ENVIRONMENTALLY-FRIENDLY HYDROAZIDATION OF OLEFINS". Page/Page column 97-98. . Retrieved 2020/01/24.