2,4-Undecadienal

Base Information

• Chemical Name: 2,4-Undecadienal
• CAS No.: 30361-29-6
• Molecular Formula: C11H18O
• Molecular Weight: 166.263
• Hs Code.: 29121900
• European Community (EC) Number: 250-148-7
• UNII: 7L26S7BW06
• DSSTox Substance ID: DTXSID60885476
• Nikkaji Number: J126.515F,J100.221J
• Wikidata: Q27268487
• Metabolomics Workbench ID: 44843
• Mol file: 30361-29-6.mol

Synonyms:2,4-Undecadienal;(2E,4E)-Undeca-2,4-dienal;13162-46-4;30361-29-6;trans,trans-2,4-Undecadienal;2,4-Undecadienal, (2E,4E)-;trans,trans-2,4-Undecadien-1-al;Undeca-2,4-dien-1-al;2,4-trans,trans-Undecadienal;FEMA No. 3422;2,4-Undecadienal, (E,E)-;(E,E)-2,4-Undecadien-1-al;2,4-Undecadien-1-al;(Z/E)-2,4-Undecadienal;UNII-7L26S7BW06;(2E,4E)-2,4-Undecadienal;7L26S7BW06;EINECS 250-148-7;trans, trans-2,4-Undecadienal;2E,4E-Undecadien-1-al;SCHEMBL229841;SCHEMBL229842;Trans,Trans,2,4-Undecadienal;FEMA 3422;DTXSID60885476;CHEBI:169399;UVIUIIFPIWRILL-UHFFFAOYSA-N;UVIUIIFPIWRILL-XBLVEGMJSA-N;2,4-UNDECADIENAL [FHFI];BCP14049;MFCD00014677;2,4-undecadien-1-al, No Antioxidant;AKOS015902314;UNDECA-TRANS-2,TRANS-4-DIENAL;trans,trans-2,4-Undecadienal, >=90%;2,4-UNDECADIENAL, TRANS,TRANS-;(2E,4E) - undeca - 2,4 - dienal;AS-76715;A806292;Q27268487;trans,trans-2,4-Undecadienal, remainder mainly trans,cis isomer

Chemical Property of 2,4-Undecadienal

Chemical Property:

• Vapor Pressure: 0.0154mmHg at 25°C
• Refractive Index: n20/D 1.514(lit.)
• Boiling Point: 256.4 °C at 760 mmHg
• Flash Point: 111.1 °C
• PSA: 17.07000
• Density: 0.854 g/cm³
• LogP: 3.26810
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Sensitive.: Air Sensitive
• Solubility.: DMSO, Methanol
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 145

Purity/Quality:

98.00% ^*data from raw suppliers

BromoridaneHydrobromide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CC=CC=O
• Isomeric SMILES: CCCCCC/C=C/C=C/C=O
• Uses: An intermediate for the synthesis of mivacurium

Technology Process of 2,4-Undecadienal

There total 17 articles about 2,4-Undecadienal 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: 72.0%

→ 2,4-undecadien-1-al (30361-29-6,53434-76-7,93614-62-1,93614-63-2,13162-46-4)

Guidance literature:

With dicarbonyl(acetylacotonato)rhodium(I); hydrogen; 2,2'-bis((bis(5-methoxy-1H-indol-1-yl)phosphaneyl)oxy)-1,1'-biphenyl; In toluene; at 25 ℃; for 8h; under 7500.75 Torr;

Reference yield: 72.0%

(E)-dec-3-en-1-yne (2807-10-5) + carbon monoxide (201230-82-2) → trans,trans-2,4-undecadien-1-al (30361-29-6)

Guidance literature:

With dicarbonyl(acetylacotonato)rhodium(I); hydrogen; 2,2'-bis((bis(5-methoxy-1H-indol-1-yl)phosphaneyl)oxy)-1,1'-biphenyl; In toluene; at 25 ℃; for 8h; under 7500.75 Torr; Autoclave;

DOI:10.1021/acs.orglett.1c02140

Reference yield: 70.0%

(2E,4E)-1-Iodo-undeca-2,4-diene (131947-35-8) → (2E,4E)-Undeca-2,4-dienal (13162-46-4,30361-29-6,53434-76-7,93614-62-1,93614-63-2)

Guidance literature:

With N-ethylmorpholine N-oxide; In dichloromethane; 1.) RT, 30 min, 2.) reflux, 4 h;

DOI:10.1039/c39900001362

upstream raw materials:

heptanal

(E)-2-Nonenal

malonic acid

(2E,4E)-N,N-dimethyl-2,4-undecadien-1-amine

Downstream raw materials:

(2E, 4E)-undeca-2,4-dien-1-ol

2-deca-1,3t-dien-t-yl-1,3-diphenyl-imidazolidine

trans,trans-2,4-dodecadienal

Refernces

• 1、 -. "Method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and diphosphine ligand used in method". Paragraph 0183-0187. . Retrieved 2021/05/29.
• 2、 Wang, Guangwei,Mohan, Swathi,Negishi, Ei-Ichi. "Highly selective synthesis of conjugated dienoic and trienoic esters via alkyne elementometalation - Pd-catalyzed cross-coupling". scheme or table. p. 11344 - 11349. Retrieved 2011/10/30.