Pichtosin

Base Information

• Chemical Name: Pichtosin
• CAS No.: 125-12-2
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29
• Hs Code.: 2915.39
• European Community (EC) Number: 204-727-6
• NSC Number: 62486
• Nikkaji Number: J1.597.226B
• Wikipedia: Isobornyl_acetate
• Wikidata: Q110188626
• Mol file: 125-12-2.mol

Synonyms:isobornyl acetate;pichtosin

Chemical Property of Pichtosin

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.0959mmHg at 25°C
• Melting Point: 29 °C
• Refractive Index: 1.465
• Boiling Point: 229-233 °C(lit.)
• Flash Point: 190 °F
• PSA: 26.30000
• Density: 0.983 g/mL at 25 °C(lit.)
• LogP: 2.76430
• Storage Temp.: Store below +30°C.
• Solubility.: 0.16g/l
• Water Solubility.: Not miscible or difficult to mix with water.
• 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%7 ^*data from raw suppliers

Isobornyl Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• 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
• Description: Isobornyl acetate is a kind of acetate ester. It can be manufactured through the esterification between acetate and camphene. It is a kind of flavoring agent with fragrance. It can be used as the intermediate needed for producing medical synthetic camphor. Isobornyl acetate has a pleasant, camphor-like odor reminiscent of some varieties of pine needles and hemlock, and a fresh, burning taste. May be prepared by treatment of camphene with acetic acid, usually in the presence of a catalyst; also by acetylation of isobomeol; depending on the starting material (d-camphene or ι-camphene), the resulting acetate may exhibit a slight optical activity; the commercial product is considered to be optically inactive.
• Uses: Isobornyl acetate is one of the most important chemicals used in the perfumery industry. It is used in toiletries and soaps as a flavoring agent and antiseptics. One of main applications is as an intermediate to produce camphor. Compounding pine-needle odors, toilet waters, bath preparations, antiseptics, theater sprays, soaps, making synthetic camphor, flavoring agent.

Technology Process of Pichtosin

There total 65 articles about Pichtosin 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:

(+)-α-pinene

acetic acid

(+-)-bornylene

dl-camphene

Downstream raw materials:

borneol

isobornyl acetate

iso-Bornyl acetate

isoborneol

Refernces

• 1、 Gream,Wege. "". . p. 503. Retrieved 1967.
• 2、 Erman,W.F.. "-". . p. 2887 - 2897. Retrieved 1964.
• 3、 Bhat, Sujata V.,Gupta, Manisha O.,Yadav, Jyoti K.,Vaze, Kedar R.. "Solvent-free Acetylation Procedure". . p. 590 - 594. Retrieved 2021/10/07.
• 4、 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.