tricyclo[3.2.1.0~2,4~]octane

Base Information

• Chemical Name: tricyclo[3.2.1.0~2,4~]octane
• CAS No.: 13377-46-3
• Molecular Formula: C₈H₁₂
• Molecular Weight: 108.183
• Mol file: 13377-46-3.mol

Synonyms:

Chemical Property of tricyclo[3.2.1.0~2,4~]octane

Chemical Property:

• Vapor Pressure: 9.08mmHg at 25°C
• Boiling Point: 136.6°Cat760mmHg
• Flash Point: 14.1°C
• Density: 1.04g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tricyclo[3.2.1.0~2,4~]octane

There total 23 articles about tricyclo[3.2.1.0~2,4~]octane 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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + norborn-2-ene (498-66-8) → exo-tricyclo[3.2.1.0(2,4)]octane (13377-46-3)

Guidance literature:

With palladium diacetate; In dichloromethane; Product distribution; other reagent;

DOI:10.1007/BF00995691

Reference yield: 91.9%

norbornene (498-66-8) + tetramethylammonium trifluoromethanesulphonate (25628-09-5) → exo-tricyclo[3.2.1.0(2,4)]octane (13377-46-3)

Guidance literature:

With n-butyllithium; C₆₇H₅₈NiP₄; In tetrahydrofuran; cyclohexane; at 0 ℃; Reagent/catalyst; Kinetics; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube;

DOI:10.1021/acs.organomet.9b00027

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + norbornene (498-66-8) → cyclopropylbenzene (873-49-4) + exo-tricyclo[3.2.1.0-2,4]octane (278-72-8,13377-46-3,22389-16-8) + [(E)-2-((1S,3R)-3-Vinyl-cyclopentyl)-vinyl]-benzene + Diethyl maleate (141-05-9)

Guidance literature:

With ethyldiazoacetate; tetra-μ-acetato-ruthenium(II); at 60 ℃; for 3h; Yield given. Further byproducts given. Yields of byproduct given;

DOI:10.1039/c39880000783

upstream raw materials:

norborn-2-ene

diiodomethane

methyllithium

norbornene

Refernces

• 1、 Kottwitz,Vorbrueggen. "". . p. 636. Retrieved 1975.
• 2、 Nishimura,J. et al.. "-". . p. 2647 - 2659. Retrieved 1969.
• 3、 Freeman,P.K.,Desai,K.B.. "-". . p. 1554 - 1558. Retrieved 1971.
• 4、 Tomilov, Yu. V.,Bordakov, V. G.,Dolgii, I. E.,Nefedov, O. M.. "REACTION OF DIAZOALKANES WITH UNSATURATED COMPOUNDS. COMMUNICATION 2. CYCLOPROPANATION OF OLEFINS BY DIAZOMETHANE IN THE PRESENCE OF PALLADIUM COMPOUNDS". . p. 533 - 538. Retrieved 1984.
• 5、 Sarria Toro, Juan M.,García-Morales, Cristina,Raducan, Mihai,Smirnova, Ekaterina S.,Echavarren, Antonio M.. "Gold(I) Carbenoids: On-Demand Access to Gold(I) Carbenes in Solution". supporting information. p. 1859 - 1863. Retrieved 2017/02/05.