6,6-Dimethylbicyclo(3.1.1)heptane-2-carbaldehyde

Base Information

• Chemical Name: 6,6-Dimethylbicyclo(3.1.1)heptane-2-carbaldehyde
• CAS No.: 4764-14-1
• Deprecated CAS: 57526-63-3
• Molecular Formula: C10H16O
• Molecular Weight: 152.236
• European Community (EC) Number: 225-304-2
• DSSTox Substance ID: DTXSID8052227
• Nikkaji Number: J100.024A
• Wikidata: Q110189832
• Mol file: 4764-14-1.mol

Synonyms:Myrtanal;6,6-Dimethylbicyclo(3.1.1)heptane-2-carbaldehyde;4764-14-1;EINECS 225-304-2;6,6-Dimethylbicyclo[3.1.1]heptane-2-carbaldehyde;Bicyclo[3.1.1]heptane-2-carboxaldehyde, 6,6-dimethyl-;Myrtenal, dihydro-;10-Pinanal;DTXSID8052227;SCHEMBL19742869;2-Norpinanecarboxaldehyde, 6,6-dimethyl-;6,6-Dimethylbicyclo[3.1.1]heptane-2-carbaldehyde #

Chemical Property of 6,6-Dimethylbicyclo(3.1.1)heptane-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.32mmHg at 25°C
• Boiling Point: 200.7°Cat760mmHg
• Flash Point: 65.9°C
• PSA: 17.07000
• Density: 1.013g/cm³
• LogP: 2.25760
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC(C1C2)C=O)C

Technology Process of 6,6-Dimethylbicyclo(3.1.1)heptane-2-carbaldehyde

There total 29 articles about 6,6-Dimethylbicyclo(3.1.1)heptane-2-carbaldehyde 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: 96.0%

6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde (564-94-3) → 6,6-dimethylbicyclo<3.3.1>heptane-2-carboxaldehyde (4764-14-1)

Guidance literature:

With hydrogen; SC-1 Ni₂B; In methanol; at 25 ℃; for 24h; under 760 Torr;

Reference yield: 94.0%

β-pinene oxide (6931-54-0) → 6,6-dimethylbicyclo<3.3.1>heptane-2-carboxaldehyde (4764-14-1)

Guidance literature:

With Zr-containing zeolite beta; In acetonitrile; at 80 ℃; for 2h;

DOI:10.1016/j.apcata.2010.03.056

Reference yield: 90.0%

7,7-dimethyl-2-(hydroxymethyl)bicyclo<3.1.1>heptane (514-99-8) → 6,6-dimethylbicyclo<3.3.1>heptane-2-carboxaldehyde (4764-14-1)

Guidance literature:

With sodium bromite; 4-benzoxy-2,2,6,6-tetramethylpiperidine-N-oxyl; sodium hydrogencarbonate; In dichloromethane; water; for 3h; Ambient temperature;

DOI:10.1021/jo00289a016

upstream raw materials:

β-pinene oxide

diethyl ether

(E)-3-Ureido-but-2-enoic acid ethyl ester

6,6-dimethylbicyclo[3.1.1]hept-2-ene-2-carbaldehyde

Downstream raw materials:

Cyano-(6,6-dimethylbicyclo<3.1.1>hept-2-yl)methyl Benzoate

Refernces

• 1、 Cerveny, Libor,Fidlerova, Barbora,Paterova, Iva,Vavra, Michal,Vyskocilova, Eliska. "Homogeneous Lewis and Br?nsted acids as catalysts for β-pinene oxide rearrangement to prepare myrtenol and myrtanal". . . Retrieved 2020.
• 2、 ?erveny, Libor,Vysko?ilová, Eli?ka,Zítová, Kate?ina. "Preparation of α-terpineol and perillyl alcohol using zeolites beta". . p. 4297 - 4310. Retrieved 2021/07/26.