2-(Propan-2-ylidene)bicyclo[2.2.1]heptane

Base Information

• Chemical Name: 2-(Propan-2-ylidene)bicyclo[2.2.1]heptane
• CAS No.: 4696-14-4
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.237
• DSSTox Substance ID: DTXSID20505663
• Mol file: 4696-14-4.mol

Synonyms:isopropylidene norbornane;4696-14-4;2-Iso-propylidenebicyclo[2.2.1]heptane;2-(propan-2-ylidene)bicyclo[2.2.1]heptane;DTXSID20505663;QHJFJYRDVNTTOT-UHFFFAOYSA-N;FT-0695544

Chemical Property of 2-(Propan-2-ylidene)bicyclo[2.2.1]heptane

Chemical Property:

• PSA: 0.00000
• LogP: 3.14280
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 173

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C1CC2CCC1C2)C

Technology Process of 2-(Propan-2-ylidene)bicyclo[2.2.1]heptane

There total 15 articles about 2-(Propan-2-ylidene)bicyclo[2.2.1]heptane 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: 76.0%

2-endo-(2-hydroxypropan-2-yl)-3-exo-trimethylsilylbicyclo<2.2.1>heptane (79239-06-8) → 2-isopropylidenebicyclo<2.2.1>heptane (4696-14-4)

Guidance literature:

With borontrifluoride acetic acid; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1016/S0040-4039(01)92922-3

Reference yield: 26.0%

exo-2-isopropylbicyclo<2.2.1>heptan-endo-2-ol (83926-65-2) → 2-isopropylidenebicyclo<2.2.1>heptane (4696-14-4)

Guidance literature:

With potassium hydrogensulfate; at 150 - 160 ℃; for 4h;

DOI:10.1021/jo00315a023

Reference yield:

diethyl ether (60-29-7,927820-24-4) + Bicyclo<2.2.1>hept-1-ylmethylketon (80606-49-1) → 2-isopropylidenebicyclo<2.2.1>heptane (4696-14-4)

Guidance literature:

With methylmagnesium bromide; palladium-carbon catalyst; In tetrahydrofuran;

upstream raw materials:

ethene

cyclopenta-1,3-diene

isopropyl bromide

2-(exo-2-Norbornyl)-2-propanol

Refernces

• 1、 Fleming, Ian,Patel, Shailesh K.,Urch, Christopher J.. "Carbonium Ion Rearrangements Controlled by the Presence of a Silyl Group". . p. 115 - 124. Retrieved 2007/10/02.
• 2、 Fleming, Ian,Patel, Shailesh K.. "CARBONIUM ION REARRANGEMENTS CONTROLLED BY THE PRESENCE OF A SILYL GROUP". . p. 2321 - 2324. Retrieved 2007/10/02.