1-[3-(Acetyloxy)-2,6,6-trimethyl-1-cyclohexen-1-YL]-3-methoxy-1-butanone

Base Information

• Chemical Name: 1-[3-(Acetyloxy)-2,6,6-trimethyl-1-cyclohexen-1-YL]-3-methoxy-1-butanone
• CAS No.: 945426-70-0
• Molecular Formula: C16H26O4
• Molecular Weight: 282.38
• Hs Code.: 2915390090
• DSSTox Substance ID: DTXSID90587835
• Mol file: 945426-70-0.mol

Synonyms:945426-70-0;1-[3-(ACETYLOXY)-2,6,6-TRIMETHYL-1-CYCLOHEXEN-1-YL]-3-METHOXY-1-BUTANONE;[3-(3-methoxybutanoyl)-2,4,4-trimethylcyclohex-2-en-1-yl] acetate;DTXSID90587835;AKOS030255531;AB65238;DB-259302;3-(3-Methoxybutanoyl)-2,4,4-trimethylcyclohex-2-en-1-yl acetate

Chemical Property of 1-[3-(Acetyloxy)-2,6,6-trimethyl-1-cyclohexen-1-YL]-3-methoxy-1-butanone

Chemical Property:

• Vapor Pressure: 2.77E-05mmHg at 25°C
• Boiling Point: 357.2°C at 760 mmHg
• Flash Point: 152.6°C
• PSA: 52.60000
• Density: 1.02g/cm³
• LogP: 3.04870
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 282.18310931
• Heavy Atom Count: 20
• Complexity: 420

Purity/Quality:

99% ^*data from raw suppliers

1-[3-(Acetyloxy)-2,6,6-trimethyl-1-cyclohexen-1-yl]-3-methoxy-1-butanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1OC(=O)C)(C)C)C(=O)CC(C)OC

Technology Process of 1-[3-(Acetyloxy)-2,6,6-trimethyl-1-cyclohexen-1-YL]-3-methoxy-1-butanone

There total 8 articles about 1-[3-(Acetyloxy)-2,6,6-trimethyl-1-cyclohexen-1-YL]-3-methoxy-1-butanone 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: 84.0%

C16H28O4 (945426-69-7) → C16H26O4 (945426-70-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1080/00397910701196546

Reference yield:

4-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-2-methoxybutane (945426-65-3) → C16H26O4 (945426-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: anhydrous sodium carbonate; m-chloroperbenzoic acid / CH₂Cl₂ / 8 h / 20 °C

1.2: 220 mg / sulfuric acid / H₂O; diethyl ether / 6 h / 20 °C

2.1: pyridine / diethyl ether / 0 - 20 °C

3.1: 84 percent / pyridinium chlorochromate / CH₂Cl₂ / 4 h / 20 °C

With pyridine; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In diethyl ether; dichloromethane;

DOI:10.1080/00397910701196546

Reference yield:

(E)-β-ionone (79-77-6,14901-07-6) → C16H26O4 (945426-70-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: isopropenyl acetate; p-toluenesulfonic acid monohydrate / 24 h / Heating

1.2: NaBH₄ / aq. ethanol / 1.5 h / Heating

2.1: 96 percent / sodium hydride / dimethylformamide / 0 - 20 °C

3.1: anhydrous sodium carbonate; m-chloroperbenzoic acid / CH₂Cl₂ / 8 h / 20 °C

3.2: 220 mg / sulfuric acid / H₂O; diethyl ether / 6 h / 20 °C

4.1: pyridine / diethyl ether / 0 - 20 °C

5.1: 84 percent / pyridinium chlorochromate / CH₂Cl₂ / 4 h / 20 °C

With pyridine; Isopropenyl acetate; sodium hydride; sodium carbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/00397910701196546

upstream raw materials:

C₁₆H₂₈O₄

C₁₄H₂₆O₃

C₁₄H₂₄O₃

4-(2,6,6-trimethyl-2-cyclohexen-1-ylidene)-2-methoxybutane

Downstream raw materials:

(E)-3-(but-2-enoyl)-2,4,4-trimethylcyclohex-2-en-1-yl acetate

Damascenon