(-)-Bornyl acetate

Base Information

• Chemical Name: (-)-Bornyl acetate
• CAS No.: 5655-61-8
• Deprecated CAS: 15313-72-1,36386-52-4,76306-81-5,1192038-28-0,1990151-21-7,6626-35-3,1224161-33-4,887774-31-4,2310325-84-7,1192038-28-0,36386-52-4
• Molecular Formula: C12H20O2
• Molecular Weight: 196.29
• Hs Code.: 29153900
• European Community (EC) Number: 227-101-4
• UNII: 24QAP1VCUX,213431586X
• DSSTox Substance ID: DTXSID7041675,DTXSID3052228
• Nikkaji Number: J108.584K
• Wikidata: Q27105264,Q104375352
• Metabolomics Workbench ID: 130662
• ChEMBL ID: CHEMBL3186761
• Mol file: 5655-61-8.mol

Synonyms:bornyl acetate

Chemical Property of (-)-Bornyl acetate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.6 mm Hg ( 20 °C)
• Melting Point: 27°C
• Refractive Index: n20/D 1.463
• Boiling Point: 223.5 °C at 760 mmHg
• Flash Point: 84.4 °C
• PSA: 26.30000
• Density: 1 g/cm³
• LogP: 2.76430
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 62.6mg/L at 20℃
• 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:

99.9% ^*data from raw suppliers

(-)-BornylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

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 can be used:As a key intermediate in the preparation of camphor.To prepare (?)-englerin A, an anti-cancer agent.

Technology Process of (-)-Bornyl acetate

There total 72 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: 100.0%

endo-borneol (464-45-9) + acetic anhydride (108-24-7) → bornyl acetate (5655-61-8)

Guidance literature:

With magnesium(II) perchlorate; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2003.08.007

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

upstream raw materials:

(+)-α-pinene

acetic acid

(+-)-bornylene

dl-camphene

Downstream raw materials:

Camphor

borneol

isoborneol

isobornyl acetate

Refernces

• 1、 Calderini, Elia,Drienovská, Ivana,Myrtollari, Kamela,Pressnig, Michaela,Sieber, Volker,Schwab, Helmut,Hofer, Michael,Kourist, Robert. "Simple Plug-In Synthetic Step for the Synthesis of (?)-Camphor from Renewable Starting Materials". . p. 2951 - 2956. Retrieved 2021/06/18.
• 2、 -. "Method for synthesizing bornyl acetate from turpentine". Paragraph 0036-0280. . Retrieved 2021/01/29.