7-Acetoxybicyclo(2.2.1)-2,5-heptadiene

Base Information

• Chemical Name: 7-Acetoxybicyclo(2.2.1)-2,5-heptadiene
• CAS No.: 13426-49-8
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• Mol file: 13426-49-8.mol

Synonyms:2,5-Norbornadien-7-ol,acetate (6CI,7CI,8CI); Bicyclo[2.2.1]hepta-2,5-dien-7-ol, acetate (9CI);2,5-Norbornadien-7-yl acetate; 7-Acetoxy-2,5-norbornadiene;7-Acetoxybicyclo[2.2.1]heptadiene; 7-Acetoxynorbornadiene; NSC 249209

Chemical Property of 7-Acetoxybicyclo(2.2.1)-2,5-heptadiene

Chemical Property:

• Vapor Pressure: 0.336mmHg at 25°C
• Boiling Point: 199.7°Cat760mmHg
• Flash Point: 65°C
• PSA: 26.30000
• Density: 1.13g/cm³
• LogP: 1.29010

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Acetoxybicyclo(2.2.1)-2,5-heptadiene

There total 10 articles about 7-Acetoxybicyclo(2.2.1)-2,5-heptadiene 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: 91.0%

acetic anhydride (108-24-7) + 2,5-norbornadien-7-yl benzoate (4796-68-3) → 7-Acetoxynorbornadien (13426-49-8)

Guidance literature:

In pyridine; for 72h; Ambient temperature;

DOI:10.1016/0040-4020(80)80014-7

Reference yield: 75.0%

7-tert-butoxynorbornadiene (877-06-5) + acetic anhydride (108-24-7) → 7-acetoxynorbornadiene (13426-49-8)

Guidance literature:

7-tert-butoxynorbornadiene; acetic anhydride; In acetic acid; for 0.5h;

With perchloric acid; In water; acetic acid; at 0 ℃; for 0.0333333h;

DOI:10.1002/chem.201501624

Reference yield: 71.0%

acetic anhydride (108-24-7) + 7-tert-butoxy-bicyclo[2.2.1]hepta-2,5-diene (877-06-5) → 7-Acetoxynorbornadien (13426-49-8)

Guidance literature:

With perchloric acid; In acetic acid;

DOI:10.1002/ejoc.200700706

upstream raw materials:

7-tert-butoxynorbornadiene

acetic anhydride

acetic acid

bicyclo[2.2.1]hepta-2,5-diene

Downstream raw materials:

7-acetoxyquadricyclane

Acetic acid (1R,5R,8S)-2-(toluene-4-sulfonyl)-2-aza-bicyclo[3.2.1]octa-3,6-dien-8-yl ester

7-acetoxy-4-(4'-methylphenylsulfonyl)-4-azatetracyclo<3.3.0.0^2,8.0^3,6>octane

syn-8-acetoxy-2-(4'-nitrophenylsulfonyl)-2-azabicyclo<3.2.1>octa-3,6-diene

Refernces

• 1、 Story,Saunders. "". . p. 6199. Retrieved 1960.
• 2、 Story. "". . p. 287. Retrieved 1961.
• 3、 Tomlin, Frederick M.,Gordon, Chelsea G.,Han, Yisu,Wu, Taia S.,Sletten, Ellen M.,Bertozzi, Carolyn R.. "Site-specific incorporation of quadricyclane into a protein and photocleavage of the quadricyclane ligation adduct". . p. 5280 - 5290. Retrieved 2018.
• 4、 Schuurman, Michael S.,Giegerich, Jens,Pachner, Kai,Lang, Daniel,Kiendl, Benjamin,MacDonell, Ryan J.,Krueger, Anke,Fischer, Ingo. "Photodissociation Dynamics of Cyclopropenylidene, c-C3H2". supporting information. p. 14486 - 14495. Retrieved 2015/10/05.