1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate

Base Information

• Chemical Name: 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate
• CAS No.: 92372-05-9
• Deprecated CAS: 147974-78-5
• Molecular Formula: C14H22 O3
• Molecular Weight: 238.327
• European Community (EC) Number: 296-231-1
• DSSTox Substance ID: DTXSID60933269
• Nikkaji Number: J333.383C
• Mol file: 92372-05-9.mol

Synonyms:92372-05-9;EINECS 296-231-1;1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate;54717-80-5;Butanoic acid, 3-oxo-, (1R,2R,4R)-1,7,7-trimethylbicyclo(2.2.1)hept-2-yl ester, rel-;1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPT-2-YL ACETOACETATE;bornyl aceto acetate;(-)-bornyl acetoacetate;SCHEMBL8751689;DTXSID60933269;Butanoic acid, 3-oxo-, (1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, rel-;1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-YL 3-OXOBUTANOATE;3-Oxobutanoic acid 1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl ester;Butanoic acid, 3-oxo-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester;Butanoic acid, 3-oxo-, 1,7,7-trimethylbicyclo[2.2.1]hept-2-yl ester, exo-;147974-78-5

Chemical Property of 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate

Chemical Property:

• Vapor Pressure: 0.00153mmHg at 25°C
• Boiling Point: 295.4°Cat760mmHg
• Flash Point: 123.9°C
• PSA: 43.37000
• Density: 1.06g/cm³
• LogP: 2.72350
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 238.15689456
• Heavy Atom Count: 17
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)CC(=O)OC1CC2CCC1(C2(C)C)C

Technology Process of 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate

There total 4 articles about 1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetoacetate 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: 92.0%

isobornyl acetate (125-12-2,5655-61-8,6626-35-3,17283-45-3,20347-65-3,28974-17-6,36386-52-4,71424-71-0,92618-89-8,76-49-3) → bornyl acetoacetate (54717-80-5,75062-39-4,92372-05-9,147923-28-2,147974-78-5)

Guidance literature:

With sodium hydride; In cyclohexane; at 90 ℃; for 9h;

Reference yield: 78.0%

ethyl acetoacetate (141-97-9) + 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol (507-70-0) → ethanol (64-17-5) + bornyl 2,4-dioxopentanoate (92372-05-9)

Guidance literature:

With 4 A molecular sieve; In toluene; for 16h; Heating;

DOI:10.1016/j.tetlet.2008.01.018

Reference yield: 51.0%

ethyl acetoacetate (141-97-9) + 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol (507-70-0) → bornyl 2,4-dioxopentanoate (92372-05-9)

Guidance literature:

In octane; Heating;

DOI:10.1007/BF00698945

upstream raw materials:

4-methyleneoxetan-2-one

1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol

ethyl acetoacetate

isobornyl acetate