alpha-Sinensal

Base Information

• Chemical Name: alpha-Sinensal
• CAS No.: 17909-77-2
• Deprecated CAS: 29994-82-9
• Molecular Formula: C15H22 O
• Molecular Weight: 218.339
• European Community (EC) Number: 241-854-6
• UNII: 5SEZ02PE9O
• DSSTox Substance ID: DTXSID5063655,DTXSID90884997
• Metabolomics Workbench ID: 42481
• Nikkaji Number: J14.018J,J105.236E
• Wikidata: Q27108620
• Mol file: 17909-77-2.mol

Synonyms:ALPHA-SINENSAL;17909-77-2;Sinensal, alpha-;(E,E,E)-2,6,10-Trimethyldodeca-2,6,9,11-tetraen-1-al;4955-32-2;(2E,6E,9E)-2,6,10-trimethyldodeca-2,6,9,11-tetraenal;.alpha.-Sinensal;2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-, (2E,6E,9E)-;2,6,10-TRIMETHYL-2,6,9,11-DODECATETRAENAL;5SEZ02PE9O;2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-;sinensal (alpha-);EINECS 241-854-6;UNII-5SEZ02PE9O;SCHEMBL713640;DTXSID5063655;CHEBI:10332;DTXSID90884997;(2E,6E,9E)-2,6,10-Trimethyl-2,6,9,11-dodecatetraenal;2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-, (E,E,E)-;NS00013286;C09729;Q27108620;2,6,10-Trimethyl-(E,E,E)-2,6,9,11-Dodecatetraenal;(2E,6E,9E)-2,6,10-trimethyl-dodeca-2,6,9,11-tetraenal;2,6,10-Trimethyl-(2E,6E,9E)-2,6,9,11-Dodecatetraenal

Chemical Property of alpha-Sinensal

Chemical Property:

• Vapor Pressure: 0.000119mmHg at 25°C
• Boiling Point: 335.5°Cat760mmHg
• Flash Point: 158°C
• PSA: 17.07000
• Density: 0.877g/cm³
• LogP: 4.38050
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 218.167065321
• Heavy Atom Count: 16
• Complexity: 316

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC=C(C)C=C)CCC=C(C)C=O
• Isomeric SMILES: C/C(=C\C/C=C(\C)/C=C)/CC/C=C(\C)/C=O
• Uses: α-Sinensal is a volatile component of peel and leaf oils of lemon and lime species.

Technology Process of alpha-Sinensal

There total 9 articles about alpha-Sinensal 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:

(2Z,6E,9E)-2,6,10-trimethyl-dodeca-2,6,9,11-tetraenal (54316-92-6) → (E,E,E)-2,6,10-trimethyl-2,6,9,11-dodecatetraenal (17909-77-2) + 2-isopropenyl-1,4-dimethyl-2,3,3a,6,7,7a-hexahydro-indene-1-carbaldehyde

Guidance literature:

With sodium carbonate; In methanol; xylene;

DOI:10.1021/ja00831a042

Reference yield:

→ (E,E,E)-2,6,10-trimethyl-2,6,9,11-dodecatetraenal (17909-77-2)

Guidance literature:

Reference yield:

(E)-3-methyl-5-bromopenta-1,3-diene (53776-92-4) → (E,E,E)-2,6,10-trimethyl-2,6,9,11-dodecatetraenal (17909-77-2)

Guidance literature:

Multi-step reaction with 5 steps

1: (i) NaNH₂, liq. NH₃, (ii) /BRN= 1840184/, Et₂O, (iii) H₂O

2: tetrahydrofuran

4: xylene

5: SO₂ / xylene

With sulfur dioxide; In tetrahydrofuran; xylene;

DOI:10.1021/ja00831a042

upstream raw materials:

(2Z,6E,9E)-2,6,10-trimethyl-dodeca-2,6,9,11-tetraenal

(E)-3-methyl-5-bromopenta-1,3-diene

(E)-3-isopropenyl-6-methyl-octa-5,7-dien-2-one

(E)-4-isopropenyl-3,7-dimethyl-nona-1,6,8-trien-3-ol