Hepta-2,4-dien-1-ol

Base Information

• Chemical Name: Hepta-2,4-dien-1-ol
• CAS No.: 33467-79-7
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Hs Code.: 2905290000
• European Community (EC) Number: 251-535-3
• UNII: 9954PJF37O
• DSSTox Substance ID: DTXSID00885556
• Nikkaji Number: J110.426H,J112.243F
• Metabolomics Workbench ID: 45409
• Mol file: 33467-79-7.mol

Synonyms:(2E,4Z)-2,4-heptadien-1-ol;2,4-heptadien-1-ol

Chemical Property of Hepta-2,4-dien-1-ol

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.326mmHg at 25°C
• Refractive Index: n20/D 1.497
• Boiling Point: 176.8 °C at 760 mmHg
• PKA: 14.27±0.10(Predicted)
• Flash Point: 72.3 °C
• PSA: 20.23000
• Density: 0.87 g/cm³
• LogP: 1.50110
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 82.4

Purity/Quality:

99% ^*data from raw suppliers

(E,E)-2,4-Heptadien-1-ol(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC=CC=CCO
• Isomeric SMILES: CC/C=C/C=C/CO
• Uses: 2,4-Heptadien-1-ol can be used in nut or spice blends. It is used as a flavoring ingredient.

Technology Process of Hepta-2,4-dien-1-ol

There total 4 articles about Hepta-2,4-dien-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: 88.0%

(2E,4E)-hepta-2,4-dienal (4313-03-5) → (2E,4E)-hepta-2,4-dien-1-ol (33467-79-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 0.25h;

DOI:10.1021/ol7022856

Reference yield: 84.0%

(2E,4E)-methyl hepta-2,4-dienoate (56424-97-6) → (2E,4E)-hepta-2,4-dien-1-ol (33467-79-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

DOI:10.1039/c39840000349

Reference yield:

cis-2-penten-1-ol (1576-95-0) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (2E,4E)-hepta-2,4-dien-1-ol (33467-79-7) + (2E,4Z)-hepta-2,4-dien-1-ol (70979-88-3)

Guidance literature:

cis-2-penten-1-ol; ethyl (triphenylphosphoranylidene)acetate; With manganese(IV) oxide; benzoic acid; In dichloromethane; at 20 ℃; for 72h;

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1081/SCC-120023447

upstream raw materials:

trans-2-pentenal

methyl (triphenylphosphoranylidene)acetate

(2E,4E)-hepta-2,4-dienal

(2E,4E)-methyl hepta-2,4-dienoate

Downstream raw materials:

3-<(1E,3E,7E,9E)-1,3,5,7,9-dodecapentaenyloxy>-1,2-propanediol

2,3,6-Trimethyl-5-(2,4-heptadienyl)-1,4-benzoquinone

2,3-Dimethyl-5-(2,4-heptadienyl)-1,4-benzoquinone

Refernces

• 1、 Petroski, Richard J.. "Straightforward preparation of (2E,4Z)-2,4-heptadien-1-ol and (2E,4Z)-2,4-heptadienal". . p. 3233 - 3241. Retrieved 2003.
• 2、 Kumpulainen, Esa T. T.,Koskinen, Ari M. P.,Rissanen, Kari. "Total synthesis of amaminol A: Establishment of the absolute stereochemistry". . p. 5043 - 5045. Retrieved 2008/03/27.