Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, (1R,5S,9S)-

Base Information

• Chemical Name: Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, (1R,5S,9S)-
• CAS No.: 32214-91-8
• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.392
• European Community (EC) Number: 267-302-4,250-960-1
• DSSTox Substance ID: DTXSID70865628
• Mol file: 32214-91-8.mol

Synonyms:EINECS 250-960-1;EINECS 267-302-4;32214-91-8;(1R-(1R*,5S*,9S*))-4,11,11-Trimethyl-8-methylenebicyclo(7.2.3)undec-3-en-5-yl acetate;Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, 5-acetate, (1R,3E,5R,9S)-;Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate (ester), (1R-(1R*,5R*,9S*))-;4,11,11-Trimethyl-8-methylenebicyclo(7.2.0)undec-3-en-5-yl acetate;4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-3-en-5-yl acetate;(1R-(1R*,5S*,9S*))-4,11,11-Trimethyl-8-methylenebicyclo(7.2.0)undec-3-en-5-yl acetate;[1R-(1R*,5S*,9S*)]-4,11,11-trimethyl-8-methylenebicyclo[7.2.0]undec-3-en-5-yl acetate;Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, 5-acetate, (1R,5S,9S)-;Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, (1R,5S,9S)-;67843-79-2;SCHEMBL3504790;SCHEMBL17627620;DTXSID70865628;4,11,11 - trimethyl - 8 - methylenebicyclo(7.2.0)undec - 3 - en - 5 - yl acetate;Bicyclo[7.2.0]undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, (1R,5S,9S)-;Bicyclo[7.2.0]undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, stereoisomer;Bicyclo[7.2.0]undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, [1R-(1R*,5S*,9S*)]-

Chemical Property of Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, (1R,5S,9S)-

Chemical Property:

• Vapor Pressure: 0.000245mmHg at 25°C
• Boiling Point: 324.5 °C at 760 mmHg
• Flash Point: 143.1 °C
• PSA: 26.30000
• Density: 0.99 g/cm³
• LogP: 4.26680
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 262.193280068
• Heavy Atom Count: 19
• Complexity: 417

Purity/Quality:

99% ^*data from raw suppliers

CARYOPHYLLENE ACETATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC2C(CC2(C)C)C(=C)CCC1OC(=O)C
• Isomeric SMILES: C/C/1=C/CC2C(CC2(C)C)C(=C)CCC1OC(=O)C

Technology Process of Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, (1R,5S,9S)-

There total 6 articles about Bicyclo(7.2.0)undec-3-en-5-ol, 4,11,11-trimethyl-8-methylene-, acetate, (1R,5S,9S)- 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:

→ α-Multijugenol-acetat (32214-91-8,67843-79-2)

Guidance literature:

aus α-Multijugenol;

DOI:10.1016/S0040-4039(01)96523-2

Reference yield:

(Z)-(1R,9S)-4,11,11-Trimethyl-8-methylene-bicyclo[7.2.0]undec-3-en-5-one (61824-50-8) → Acetic acid (Z)-(1R,5R,9S)-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]undec-3-en-5-yl ester (32214-91-8,67843-79-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 3 mg / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

2: 8 percent / m-chloroperbenzoic acid / CHCl₃ / 6 h / 0 °C

3: pyridine

With lithium aluminium tetrahydride; 3-chloro-benzenecarboperoxoic acid; In pyridine; diethyl ether; chloroform;

DOI:10.1016/S0040-4020(01)91590-X

Reference yield:

β-caryophyllene (87-44-5,118-65-0,10579-93-8,13877-93-5,17627-40-6,54061-81-3,61217-74-1,68832-35-9,89575-63-3) → Acetic acid (Z)-(1R,5R,9S)-4,11,11-trimethyl-8-methylene-bicyclo[7.2.0]undec-3-en-5-yl ester (32214-91-8,67843-79-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 8 percent / m-chloroperbenzoic acid / CHCl₃ / 6 h / 0 °C

2: pyridine

With 3-chloro-benzenecarboperoxoic acid; In pyridine; chloroform;

DOI:10.1016/S0040-4020(01)91590-X

upstream raw materials:

acetic anhydride

caryophyllenol-II

(Z)-(1R,9S)-4,11,11-Trimethyl-8-methylene-bicyclo[7.2.0]undec-3-en-5-one

β-caryophyllene