2-Methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-2-butenal

Base Information

• Chemical Name: 2-Methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-2-butenal
• CAS No.: 68555-62-4
• Molecular Formula: C14H22O
• Molecular Weight: 206.328
• European Community (EC) Number: 271-439-5
• Nikkaji Number: J76.406J
• Mol file: 68555-62-4.mol

Synonyms:SCHEMBL3503433;EINECS 271-439-5;2-Methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-2-butenal;2-Methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butenal

Chemical Property of 2-Methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-2-butenal

Chemical Property:

• Boiling Point: 288.6°Cat760mmHg
• Flash Point: 121.1°C
• PSA: 17.07000
• Density: 0.881g/cm³
• LogP: 3.76010
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 206.167065321
• Heavy Atom Count: 15
• Complexity: 295

Purity/Quality:

98%min ^*data from raw suppliers

(E)-2-Methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-enal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CCCC(C1CC=C(C)C=O)(C)C
• Isomeric SMILES: CC1=CCCC(C1C/C=C(\C)/C=O)(C)C

Technology Process of 2-Methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-2-butenal

There total 5 articles about 2-Methyl-4-(2,6,6-trimethyl-2-cyclohexenyl)-2-butenal 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:

(E)-β-ionone (79-77-6,14901-07-6) + chloroacetic acid ethyl ester (105-39-5) → (RS)-(E)-2-methyl-4-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-butenal (56013-05-9) + 2-methyl-4-(2,6,6-trimethyl-cyclohex-2-enyl)-crotonaldehyde (68555-62-4)

Guidance literature:

With sodium methylate; benzene; at 0 ℃; Behandeln des nach dem Ansaeuern isolierten Ester-Gemisches mit KOH in Methanol oder Aethanol und Erhitzen des Reaktionsprodukts mit Pyridin unter vermindertem Druck auf 100-210grad;

Reference yield:

alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7) + chloroacetic acid ethyl ester (105-39-5) → 2-methyl-4-(2,6,6-trimethyl-cyclohex-2-enyl)-crotonaldehyde (68555-62-4)

Guidance literature:

With diethyl ether; sodium methylate; at -60 ℃; substance of bp _0.0001: 45 degree Celsius; Behandeln des nach dem Ansaeuern isolierten Ester-Gemisches mit aethanol. KOH und Erhitzen des Reaktionsprodukts mit Kupfer-Pulver unter 15 Torr auf 130grad;

Reference yield:

alpha-ionone (127-41-3,6901-97-9,14398-36-8,24190-29-2,30685-95-1,31798-12-6,52340-45-1,67529-94-6,67529-95-7) + chloroacetic acid ethyl ester (105-39-5) → 2-methyl-4-(2,6,6-trimethyl-cyclohex-2-enyl)-crotonaldehyde (68555-62-4)

Guidance literature:

With sodium ethanolate; at -5 - 0 ℃; (+-)-2-methyl-4-<2.2.6-trimethyl-cyclohexen-(5)-yl>-buten-(2)-al-(1); Erwaermen des Reaktionsprodukts mit 10prozentig. wss. Kalilauge auf 30-35grad und Erhitzen der nach dem Ansaeuern mit wss. H₂SO₄ erhaltenen Carbonsaeure unter 10 Torr auf Siedetemperatur;

upstream raw materials:

pyridine

10H-phenothiazine

(E)-β-ionone

sodium methylate

Downstream raw materials:

2-methyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-crotonaldehyde-(4-phenyl semicarbazone)

3,8-dimethyl-1,10-bis-(2,6,6-trimethyl-cyclohex-1-enyl)-deca-1,3,7,9-tetraen-5-yne

4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-4-en-1-yn-3-ol