Base Information

• CAS No.: 57074-37-0
• Deprecated CAS: 132975-03-2
• Molecular Formula: C10H20 O
• Molecular Weight: 156.268
• Hs Code.: 29052990
• European Community (EC) Number: 260-548-3
• UNII: I40B81QBFM
• DSSTox Substance ID: DTXSID30886218
• Nikkaji Number: J349.079C
• Wikidata: Q27280371
• Metabolomics Workbench ID: 45327
• Mol file: 57074-37-0.mol

Synonyms:

Chemical Property of

Chemical Property:

• Vapor Pressure: 0.0086mmHg at 25°C
• Melting Point: -4.05°C (estimate)
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 236.3°Cat760mmHg
• PKA: 15.09±0.10(Predicted)
• Flash Point: 90.3°C
• PSA: 20.23000
• Density: 0.845g/cm³
• LogP: 2.89540
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform, Methanol (Slightly)
• Water Solubility.: Miscible with ethanol, diethyl ether, propylene glycol, mineral oil and most fixed oils. Immiscible with water and glycerol.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 156.151415257
• Heavy Atom Count: 11
• Complexity: 86.9

Purity/Quality:

98% ^*data from raw suppliers

cis-4-Decen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCC=CCCCO
• Isomeric SMILES: CCCCC/C=C\CCCO
• Uses: cis-4-Decen-1-ol is used in alcoholic beverages, fruit ices, hard candy, jam jellies and non-alcoholic beverages.

Technology Process of

There total 22 articles about 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: 99.0%

4-decyne-1-ol (69222-06-6) → (Z)-4-decen-1-ol (57074-37-0)

Guidance literature:

With quinoline; 5% Pd-CaCO3; hydrogen; In hexane; at 20 ℃; for 1h; under 760.051 Torr; stereoselective reaction;

DOI:10.1055/s-0034-1379977

Reference yield: 96.0%

(4Z)-1-(Tetrahydropyran-2-yloxy)-4-decene (80575-07-1) → (Z)-4-decen-1-ol (57074-37-0)

Guidance literature:

With hydrogenchloride; In methanol; at 40 ℃; for 20h;

DOI:10.1023/A:1021036823079

Reference yield: 90.0%

(Z)-4-decenoic acid ethyl ester (7367-84-2) → (Z)-4-decen-1-ol (57074-37-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; reflux, then room temp., overnight, then reflux, 30 min;

upstream raw materials:

3,4-dihydro-2H-pyran

n-pentylmagnesium bromide

4-butanolide

hexylidenetriphenylphosphoran

Downstream raw materials:

2-pentyltetrahydro-2H-pyran

2-hexyltetrahydrofuran

(Z)-dec-4-enoic acid

1-(2-tetrahydrofuranyl)hexan-1-ol

Refernces

• 1、 Huang, Fei,Zhang, Yushun,Yao, Yun,Yang, Wanqiu,Tao, Yunhai. "Synthesis of (4: E,6 Z,10 Z)-hexadeca-4,6,10-trien-1-ol and (4 E,6 E,10 Z)-hexadeca-4,6,10-trien-1-ol, the pheromone components of cocoa pod borer moth Conopomorpha cramerella". . p. 35575 - 35580. Retrieved 2017/07/28.
• 2、 Cosgrove, Kelly L.,McGeary, Ross P.. "A convenient triisobutylaluminium (TIBAL)-promoted Johnson-Claisen approach to γ,δ-unsaturated alcohols". experimental part. p. 1749 - 1752. Retrieved 2009/12/04.