3,3,7-Trimethyl-4,9-dioxatricyclo(3.3.1.02,7)nonane

Base Information

• Chemical Name: 3,3,7-Trimethyl-4,9-dioxatricyclo(3.3.1.02,7)nonane
• CAS No.: 78087-36-2
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Hs Code.: 2932999099
• European Community (EC) Number: 278-828-9
• DSSTox Substance ID: DTXSID90867109
• Nikkaji Number: J319.716F
• Mol file: 78087-36-2.mol

Synonyms:78087-36-2;EINECS 278-828-9;3,3,7-Trimethyl-4,9-dioxatricyclo(3.3.1.02,7)nonane;4,6-Dioxatricyclo(3.3.1.0(2,7))nonane, 1,3,3-trimethyl-, (+-)-;1,3,3-Trimethyl-4,6-dioxatricyclo[3.3.1.02,7]nonane;3,3,7-TRIMETHYL-4,9-DIOXATRICYCLO[3.3.1.02,7]NONANE;4,9-Dioxatricyclo(3.3.1.0(2,7))nonane, 3,3,7-trimethyl-, (1alpha,2beta,5alpha,7beta)- (+-)-;71899-16-6;Lineatin, (+/-)-;AS3ZP68UEF;UNII-AS3ZP68UEF;SCHEMBL2573045;DTXSID90867109;1,3,3-Trimethyl-4,6-dioxatricyclo[3.3.1.0~2,7~]nonane

Chemical Property of 3,3,7-Trimethyl-4,9-dioxatricyclo(3.3.1.02,7)nonane

Chemical Property:

• PSA: 18.46000
• LogP: 1.93640
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 236

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2C3CC2(CC(O3)O1)C)C

Technology Process of 3,3,7-Trimethyl-4,9-dioxatricyclo(3.3.1.02,7)nonane

There total 12 articles about 3,3,7-Trimethyl-4,9-dioxatricyclo(3.3.1.02,7)nonane 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: 74.0%

1,5,5-trimethyl-4-oxabicyclo[4.2.0]-octan-3,7-dione (76946-39-9) → 3,3,7-trimethyl-2,9-dioxatricyclo<3.3.1.04,7>nonane (78087-36-2)

Guidance literature:

With diisobutylaluminium hydride; In diethyl ether; hexane; at -70 ℃; for 2h;

Reference yield: 25.0%

→ 3,3,7-trimethyl-2,9-dioxatricyclo<3.3.1.04,7>nonane (78087-36-2)

Guidance literature:

Reference yield:

6-isopropylidene-1,4,4-trimethylbicyclo<3.2.0.>heptan-3-one (87408-34-2) → 3,3,7-trimethyl-2,9-dioxatricyclo<3.3.1.04,7>nonane (78087-36-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / m-chloroperbenzoic acids, Na₂CO₃ / CH₂Cl₂ / Ambient temperature

2: 1.) aq. NaOH, 2.) aq. HCl / 1.) EtOH, RT, overnight

3: 83 percent / NaIO₄ / H₂O / 70 °C

4: 74 percent / DIBAL / diethyl ether; hexane / 2 h / -70 °C

With hydrogenchloride; sodium hydroxide; sodium periodate; diisobutylaluminium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; hexane; dichloromethane; water;

upstream raw materials:

1,5,5-trimethyl-4-oxabicyclo[4.2.0]-octan-3,7-dione

6-isopropylidene-1,4,4-trimethylbicyclo<3.2.0.>heptan-3-one

2,2,3',3',6-pentamethyl-3-oxaspirooctane-8,2'-oxiran>-4-one

(1S*,6R*,8S*)-(+/-)-2,2,6-trimethyl-3-oxabicyclo<4.2.0>octan-8-ol