(+)-Bornyl acetate

Base Information

• Chemical Name: (+)-Bornyl acetate
• CAS No.: 76-49-3
• Molecular Formula: C12H20 O2
• Molecular Weight: 196.29
• European Community (EC) Number: 227-101-4,243-750-6,200-964-4
• UNII: MN65CC8L89
• Nikkaji Number: J94.952C
• Wikipedia: Bornyl_acetate
• Wikidata: Q27284125
• NCI Thesaurus Code: C142964
• Metabolomics Workbench ID: 49143
• Mol file: 76-49-3.mol

Synonyms:bornyl acetate

Chemical Property of (+)-Bornyl acetate

Chemical Property:

• Melting Point: 27ºC
• Refractive Index: n20/D 1.4635(lit.)
• Boiling Point: 228-231 ºC
• Flash Point: 192 ºF
• PSA: 26.30000
• Density: 0.985
• LogP: 2.76430
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 196.146329876
• Heavy Atom Count: 14
• Complexity: 270

Purity/Quality:

99% ^*data from raw suppliers

BornylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CC(=O)OC1CC2CCC1(C2(C)C)C
• Isomeric SMILES: CC(=O)O[C@H]1C[C@H]2CC[C@@]1(C2(C)C)C

Technology Process of (+)-Bornyl acetate

There total 75 articles about (+)-Bornyl acetate 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: 98.0%

acetic anhydride (108-24-7) + 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol (507-70-0) → isobornyl acetate (76-49-3,125-12-2,5655-61-8,6626-35-3,17283-45-3,20347-65-3,28974-17-6,36386-52-4,71424-71-0,92618-89-8)

Guidance literature:

With lithium perchlorate; at 25 ℃; for 6h;

DOI:10.1055/s-2001-17483

Reference yield: 96.0%

Isopropenyl acetate (108-22-5) + 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol (507-70-0) → isobornyl acetate (76-49-3,125-12-2,5655-61-8,6626-35-3,17283-45-3,20347-65-3,28974-17-6,36386-52-4,71424-71-0,92618-89-8)

Guidance literature:

With P(MeNCH₂CH₂)3N; In tetrahydrofuran; at 50 ℃; for 16h;

DOI:10.1021/jo981819m

Reference yield: 86.0%

vinyl acetate (108-05-4,9003-20-7) + 1,7,7-trimethyl bicyclo[2.2.1]heptan-2-ol (507-70-0) → isobornyl acetate (76-49-3,125-12-2,5655-61-8,6626-35-3,17283-45-3,20347-65-3,28974-17-6,36386-52-4,71424-71-0,92618-89-8)

Guidance literature:

With 2,2'-(phenylimino)bis[ethanol]; diethylzinc; In hexane; toluene; at 20 ℃; for 24h;

DOI:10.1016/j.jorganchem.2007.07.008

upstream raw materials:

vinyl acetate

rac-endo-borneol

acetic anhydride

acetylcoenzyme A

Downstream raw materials:

dl-camphene

acetic acid

Camphor

(1R,2S,4R)-bornyl acetate

Refernces

• 1、 -. "Method for synthesizing bornyl acetate from turpentine". Paragraph 0036-0280. . Retrieved 2021/01/29.
• 2、 Wijayati, Nanik,Kusumastuti, Ella,Alighiri, Dante,Rohmawati, Baiti,Lusiana, Retno Ariadi. "Heterogeneous zeolite-based catalyst for esterification of α-pinene to α-terpinyl acetate". . p. 399 - 403. Retrieved 2019/06/05.