4a,7-Methano-4aH-naphth[1,8a-b]oxirene, octahydro-4,4,8,8-tetramethyl-, (1aR,4aR,7S,8aS)-

Base Information

• Chemical Name: 4a,7-Methano-4aH-naphth[1,8a-b]oxirene, octahydro-4,4,8,8-tetramethyl-, (1aR,4aR,7S,8aS)-
• CAS No.: 26619-69-2
• Deprecated CAS: 28370-55-0
• Molecular Formula: C15H24 O
• Molecular Weight: 220.355
• Hs Code.: 2932999099
• European Community (EC) Number: 247-851-6
• DSSTox Substance ID: DTXSID50885364
• Nikkaji Number: J248.982A
• Wikidata: Q82863982
• Mol file: 26619-69-2.mol

Synonyms:4a,7-Methano-4aH-naphth[1,8a-b]oxirene, octahydro-4,4,8,8-tetramethyl-, (1aR,4aR,7S,8aS)-;26619-69-2;DTXSID50885364

Chemical Property of 4a,7-Methano-4aH-naphth[1,8a-b]oxirene, octahydro-4,4,8,8-tetramethyl-, (1aR,4aR,7S,8aS)-

Chemical Property:

• Vapor Pressure: 0.0212mmHg at 25°C
• Melting Point: 39-41 °C
• Boiling Point: 259.2°Cat760mmHg
• Flash Point: 94.6°C
• PSA: 12.53000
• Density: 1.04g/cm³
• LogP: 3.77030
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 220.182715385
• Heavy Atom Count: 16
• Complexity: 370

Purity/Quality:

99.9% ^*data from raw suppliers

FOLENOX 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC2C3(C14CCC(C4)C3(C)C)O2)C
• Isomeric SMILES: CC1(CC[C@@H]2[C@]3([C@@]14CC[C@@H](C4)C3(C)C)O2)C

Technology Process of 4a,7-Methano-4aH-naphth[1,8a-b]oxirene, octahydro-4,4,8,8-tetramethyl-, (1aR,4aR,7S,8aS)-

There total 6 articles about 4a,7-Methano-4aH-naphth[1,8a-b]oxirene, octahydro-4,4,8,8-tetramethyl-, (1aR,4aR,7S,8aS)- 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: 64.0%

(-)-isolongifolene (1135-66-6) → Isolongifolene β-epoxide (26619-69-2,28370-55-0)

Guidance literature:

With oxygen; manganese triacetate; pivalaldehyde; In toluene; at 25 ℃;

DOI:10.1016/S0022-1139(99)00243-2

Reference yield:

(-)-isolongifolene (1135-66-6) → Isolongifolene β-epoxide (26619-69-2,28370-55-0) + 7αH-8-oxoisolongifolane (26839-51-0) + isolongifolene alcohol

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 3.5h; Yield given. Yields of byproduct given;

DOI:10.1021/jf00037a024

Reference yield:

longifolene (475-20-7) → Isolongifolene β-epoxide (26619-69-2,28370-55-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / BF₃*OEt₂ / CH₂Cl₂ / 8 h / 35 °C

2: 64 percent / Mn(OAc)3*2H₂O; O₂; pivaldehyde / toluene; various solvent(s) / 25 °C

With boron trifluoride diethyl etherate; oxygen; manganese triacetate; pivalaldehyde; In dichloromethane; toluene; 1: Rearrangement / 2: Epoxidation;

DOI:10.1016/S0022-1139(99)00243-2

upstream raw materials:

(-)-isolongifolene

longifolene

Downstream raw materials:

dehydroisolongifolene

cycloisolongifolol