(+)-Bornyl acetate

Base Information

• Chemical Name: (+)-Bornyl acetate
• CAS No.: 20347-65-3
• Molecular Formula: C12H20 O2
• Molecular Weight: 196.29
• Hs Code.: 2915390090
• 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: 20347-65-3.mol

Synonyms:bornyl acetate

Chemical Property of (+)-Bornyl acetate

Chemical Property:

• Vapor Pressure: 0.0959mmHg at 25°C
• Refractive Index: n20/D 1.463
• Boiling Point: 223.5 °C at 760 mmHg
• Flash Point: 84.4 °C
• PSA: 26.30000
• Density: 0.984g/mL20°C
• LogP: 2.76430
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• 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:

≥98% ^*data from raw suppliers

(+)-BornylAcetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

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
• Uses: (+)-Bornyl Acetate is chiral building block used for the synthesis of various compounds. It is also the chemical constituent of some essential oils, such as Artemisia, having antiviral, anti-stimulants, antidepressant and stimulant bile flow properties. Also effects the root growth of plants.

Technology Process of (+)-Bornyl acetate

There total 79 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:

d-borneol

potassium acetate

acetic acid

(+)-α-pinene

Downstream raw materials:

dl-6-acetoxy-bornan-3-one

Camphor

5-Ketoborneol

dl-camphene

Refernces

• 1、 H?gberg, Hans-Erik,Lindmark, Marica,Isaksson, Dan,Sj?din, Kristina,Franssen, Maurice C. R.,Jongejan, Hugo,Wijnberg, Joannes B. P. A.,De Groot, Aede. "Formation of hemiacetal esters in lipase-catalysed reactions of vinyl esters with hindered secondary alcohols". . p. 3193 - 3196. Retrieved 2000.
• 2、 Bhat, Sujata V.,Gupta, Manisha O.,Yadav, Jyoti K.,Vaze, Kedar R.. "Solvent-free Acetylation Procedure". . p. 590 - 594. Retrieved 2021/10/07.
• 3、 Zaharani, Lia,Khaligh, Nader Ghaffari,Johan, Mohd Rafie,Gorjian, Hayedeh. "Synthesis and characterization of a new acid molten salt and the study of its thermal behavior and catalytic activity in Fischer esterification". . p. 7081 - 7088. Retrieved 2021/05/03.