9-Decenal

Base Information

• Chemical Name: 9-Decenal
• CAS No.: 39770-05-3
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• European Community (EC) Number: 254-624-5
• UNII: 8E4C80798Y
• DSSTox Substance ID: DTXSID7052072
• Nikkaji Number: J60.730D
• Wikidata: Q27270243
• Metabolomics Workbench ID: 46710
• Mol file: 39770-05-3.mol

Synonyms:9-Decenal;dec-9-enal;39770-05-3;UNII-8E4C80798Y;EINECS 254-624-5;8E4C80798Y;9 - decenal;9-decen-1-al;9-DECENAL [FHFI];SCHEMBL455320;DTXSID7052072;FEMA NO. 3912;FEMA 3912;AKOS006230730;EN300-6730147;Q27270243

Chemical Property of 9-Decenal

Chemical Property:

• Appearance/Colour: colorless to pale yellow liquid
• Vapor Pressure: 0.115mmHg at 25°C
• Melting Point: -16°C (estimate)
• Refractive Index: 1.432
• Boiling Point: 220.2 °C at 760 mmHg
• Flash Point: 83.5 °C
• PSA: 17.07000
• Density: 0.829 g/cm³
• LogP: 3.10200
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 97

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCCCCCCC=O
• Uses: Costenal is an intermediate in the synthesis of 2-Hydroxydecanedioic Acid (H939450), a biomarker to detect?peroxisomal disorders (neonatal adrenoleukodystrophy or Zellweger syndrome) in the urines of children. 2-Hydroxydecanedioic Acid is an oxidation product of sebaic acid (S211410), a urinary metabolite that has been identified as an anti-fatigue biomarker.

Technology Process of 9-Decenal

There total 10 articles about 9-Decenal 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: 100.0%

9-Decen-1-ol (13019-22-2) → 9-decenal (39770-05-3)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 - 20 ℃; for 0.333333h;

DOI:10.1039/b615378j

Reference yield: 85.0%

→ 9-decenal (39770-05-3)

Guidance literature:

With 9-benzyl-9-norazaadamantane N-oxyl; di-isopropyl azodicarboxylate; acetic acid; In dichloromethane; for 8h; Reflux;

Reference yield: 78.0%

2-(oct-7-en-1-yl)oxirane (85721-25-1) → 9-decenal (39770-05-3)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at 20 ℃; for 12h;

DOI:10.1039/c39940002103

upstream raw materials:

10-undecenoic acid

deca-2c,9-dienal

9-Decen-1-ol

2-(oct-7-en-1-yl)oxirane

Downstream raw materials:

(E)-1-(phenylsulfonyl)-1,11-dodecadien-3-ol

decane-1,2,10-triol

caprinaldehyde

C₂₅H₃₂O₂S₂

Refernces

• 1、 Ghosh, Arun K.,Hussain, Khaja Azhar. "Convenient synthesis of novel macrocyclic urethanes: Alkoxycarbonylation of amines and ring-closing metathesis strategy". . p. 1881 - 1884. Retrieved 1998.
• 2、 Musawir, Mehdi,Davey, Paul N.,Kelly, Gordon,Kozhevnikov, Ivan V.. "Highly efficient liquid-phase oxidation of primary alcohols to aldehydes with oxygen catalysed by Ru-Co oxide". . p. 1414 - 1415. Retrieved 2003.
• 3、 Blumberg, Shawn,Martin, Stephen F.. "Racemic or enantioselective osmium-catalyzed dihydroxylation of olefins under near-neutral conditions". . p. 7 - 14. Retrieved 2020/10/08.
• 4、 Inada, Haruki,Shibuya, Masatoshi,Yamamoto, Yoshihiko. "Direct Synthesis of Free α-Amino Acids by Telescoping Three-Step Process from 1,2-Diols". supporting information. p. 709 - 713. Retrieved 2019/01/25.