(E)-4-Undecenal

Base Information

• Chemical Name: (E)-4-Undecenal
• CAS No.: 68820-35-9
• Molecular Formula: C11H20O
• Molecular Weight: 168.279
• UNII: P8DLC679QJ
• DSSTox Substance ID: DTXSID101020026
• Nikkaji Number: J530.257I
• Wikidata: Q27286371
• Metabolomics Workbench ID: 3464
• Mol file: 68820-35-9.mol

Synonyms:(E)-4-Undecenal;trans-Undec-4-enal;(E)-undec-4-enal;68820-35-9;4-Undecenal, (4E)-;(4E)-4-Undecenal;UNII-P8DLC679QJ;P8DLC679QJ;J530.257I;LMFA06000066;(E)-4-undecen-1-al;4-UNDECENAL, (E)-;SCHEMBL7289813;FEMA NO. 4672;SCHEMBL23209673;QGNDNDFXCNBMKI-BQYQJAHWSA-N;DTXSID101020026;C11 H20 O;AKOS040749872;Q27286371

Chemical Property of (E)-4-Undecenal

Chemical Property:

• Boiling Point: 237℃
• Flash Point: 96℃
• PSA: 17.07000
• Density: 0.837
• LogP: 3.49210
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 168.151415257
• Heavy Atom Count: 12
• Complexity: 116

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCC=O
• Isomeric SMILES: CCCCCC/C=C/CCC=O

Technology Process of (E)-4-Undecenal

There total 5 articles about (E)-4-Undecenal 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: 75.0%

(E)-undec-4-en-1-ol (21676-08-4) → (E)-undec-4-enal (68820-35-9,160321-33-5)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 2h;

DOI:10.1002/jlac.198119810920

Reference yield: 60.0%

(E)-1-iodo-1-octene (42599-17-7) + allyl alcohol (107-18-6) → (E)-undec-4-enal (68820-35-9,160321-33-5)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; silver carbonate; palladium diacetate; In acetonitrile; 1) rt, overnight, 2) 50 deg C, 5-8 h;

DOI:10.1016/S0040-4039(00)97135-1

Reference yield: 30.0%

5-heptyltetrahydro-2-oxofuran-3-carboxaldehyde → (Z)-4-undecenal (68820-32-6,160321-33-5) + (E)-undec-4-enal (68820-35-9,160321-33-5) + 5-heptyldihydro-2(3H)-furanone (104-67-6)

Guidance literature:

With ethyl acetate; In tetrahydrofuran; ethanol; at 490 ℃; for 2.5h; optical yield given as %de; Inert atmosphere;

DOI:10.1002/hlca.201000447

upstream raw materials:

(E)-undec-4-en-1-ol

(E)-1-iodo-1-octene

allyl alcohol

methyl (E)-undec-4-enoate

Refernces

• 1、 Pearson,Hutta,Fang. "Azidomercurations of alkenes: Mercury-promoted Schmidt reactions". . p. 8326 - 8332. Retrieved 2007/10/03.
• 2、 Bestmann,Koschatzky,Schaetzke,et al.. "Pheromones, XXXII. - Synthons for the preparation of bisolefinic lepidoptera pheromones". . p. 1705 - 1720. Retrieved 2007/10/02.