(2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptatrienal

Base Information

• Chemical Name: (2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptatrienal
• CAS No.: 67567-19-5
• Molecular Formula: C17H24O
• Molecular Weight: 244.377
• DSSTox Substance ID: DTXSID501141008
• Nikkaji Number: J760.826H
• ChEMBL ID: CHEMBL1952260
• Mol file: 67567-19-5.mol

Synonyms:CHEMBL1952260;DTXSID501141008;(2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6-heptatrienal;(2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptatrienal

Chemical Property of (2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptatrienal

Chemical Property:

• PSA: 17.07000
• LogP: 4.77060
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 244.182715385
• Heavy Atom Count: 18
• Complexity: 417

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC=O)C
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C=O)/C

Technology Process of (2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptatrienal

There total 22 articles about (2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-1-cyclohexenyl)-2,4,6-heptatrienal 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: 88.0%

(2E,4Z,6E)-5-Methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hepta-2,4,6-trien-1-ol (14398-58-4) → 9-cis-β-ionylidenecrotonaldehyde (67567-19-5)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1248/cpb.45.1805

Reference yield: 74.0%

C16H24O → 9-cis-β-ionylidenecrotonaldehyde (67567-19-5)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

2,2,6-trimethylcyclohexan-1-one (2408-37-9) → 9-cis-β-ionylidenecrotonaldehyde (67567-19-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) ethylmagnesium bromide / 1.) THF, Et₂O, RT, 30 min, 2.) THF, Et₂O, overnight

2: 68 percent / LAH / tetrahydrofuran / Ambient temperature

3: 79 percent / MnO₂ / CH₂Cl₂ / Ambient temperature

4: 75 percent / benzene

5: 69 percent / 80percent aq. HCOOH / hexane / Ambient temperature

6: 63 percent / DIBAL-H / CH₂Cl₂ / -78 °C

7: 74 percent / MnO₂ / CH₂Cl₂

With manganese(IV) oxide; lithium aluminium tetrahydride; formic acid; ethylmagnesium bromide; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; benzene;

DOI:10.1002/(SICI)1099-1344(199701)39:1<1::AID-JLCR939>3.0.CO;2-A

upstream raw materials:

(2X,4E)-3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-penta-2,4-dienal

α-(Trimethylsilyl)-tert-butylacetaldimine

(2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal

7-cis-β-ionylidenecrotonaldehyde

Downstream raw materials:

(2E,4E,6E)-5-methyl-7-(2’,6’,6’-trimethylcyclohex-1’-en-1’-yl)-hepta-2,4,6-trienenal

7-cis-β-ionylidenecrotonaldehyde

(3E,5Z,7E)-6-Methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-octa-3,5,7-trien-2-ol

C₁₈H₂₅⁽²⁾H₃O