Acetyl cedrene

Base Information

• Chemical Name: Acetyl cedrene
• CAS No.: 32388-55-9
• Deprecated CAS: 126239-49-4,2258643-39-7,2258643-39-7
• Molecular Formula: C17H26O
• Molecular Weight: 246.393
• European Community (EC) Number: 251-020-3
• UNII: X6I62755AK
• ChEMBL ID: CHEMBL3184309
• DSSTox Substance ID: DTXSID4029353
• Nikkaji Number: J319.376D
• RXCUI: 2289006
• Wikidata: Q27293605
• Mol file: 32388-55-9.mol

Synonyms:acetyl cedrene

Chemical Property of Acetyl cedrene

Chemical Property:

• Vapor Pressure: 8.49E-05mmHg at 25°C
• Refractive Index: n20/D 1.516(lit.)
• Boiling Point: 340.6 °C at 760 mmHg
• Flash Point: 142.8 °C
• PSA: 17.07000
• Density: 1 g/cm³
• LogP: 4.37420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: 6mg/L at 23℃
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 246.198365449
• Heavy Atom Count: 18
• Complexity: 443

Purity/Quality:

99% ^*data from raw suppliers

Acetylcedrene(~80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C13CC(C2(C)C)C(=C(C3)C(=O)C)C
• Isomeric SMILES: C[C@@H]1CC[C@@H]2[C@@]13C[C@H](C2(C)C)C(=C(C3)C(=O)C)C
• Uses: Methyl cedryl ketone is mainly used in fragrance formulations, used as a fragrance additive in cosmetics, soaps and perfumes.

Technology Process of Acetyl cedrene

There total 6 articles about Acetyl cedrene 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: 36.0%

alpha-cedrene (469-61-4) + acetic anhydride (108-24-7) → (3R-(3α,3aβ,7β,8aα))-1-(2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-5-yl)ethan-1-one (32388-55-9) + 2,3,3,7-tetramethyl-11-methylene-12-oxatetracyclo<6.4.1.02,10.04,8>tridecane (87798-28-5) + 8-acetyl-11-hydroxy-2,6,6,7-tetramethyltricyclo<5.2.2.01,5>undecane (87798-29-6)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 5 ℃; for 4.5h;

Reference yield:

(+)-cedrol (77-53-2) → (3R-(3α,3aβ,7β,8aα))-1-(2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-5-yl)ethan-1-one (32388-55-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 14 percent / titanium tetrachloride / CH₂Cl₂ / 4.5 h / 5 °C

With titanium tetrachloride; In dichloromethane;

Reference yield:

alpha-cedrene (469-61-4) → (3R-(3α,3aβ,7β,8aα))-1-(2,3,4,7,8,8a-hexahydro-3,6,8,8-tetramethyl-1H-3a,7-methanoazulen-5-yl)ethan-1-one (32388-55-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 36 percent / titanium tetrachloride / CH₂Cl₂ / 4.5 h / 5 °C

2: boron trifluoride-diethyl ether / cyclohexane / 6 h / Heating

With boron trifluoride diethyl etherate; titanium tetrachloride; In dichloromethane; cyclohexane;

upstream raw materials:

alpha-cedrene

acetic anhydride

2,3,3,7-tetramethyl-11-methylene-12-oxatetracyclo<6.4.1.0^2,10.0^4,8>tridecane

8-acetyl-11-hydroxy-2,6,6,7-tetramethyltricyclo<5.2.2.0^1,5>undecane