alpha-Pinene oxide

Base Information

• Chemical Name: alpha-Pinene oxide
• CAS No.: 1686-14-2
• Deprecated CAS: 25488-94-2
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2932999099
• European Community (EC) Number: 216-869-6,305-805-3
• NSC Number: 407160,12148,5609
• DSSTox Substance ID: DTXSID5051781
• Nikkaji Number: J77.231C
• Wikidata: Q27104051
• Metabolomics Workbench ID: 129988
• ChEMBL ID: CHEMBL274511
• Mol file: 1686-14-2.mol

Synonyms:2-pinene oxide;alpha-pinane oxide;alpha-pinene epoxide;alpha-pinene oxide

Chemical Property of alpha-Pinene oxide

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.819mmHg at 25°C
• Refractive Index: n20/D 1.469(lit.)
• Boiling Point: 102 - 103 C at 30 mm Hg
• Flash Point: 65.6°C
• PSA: 12.53000
• Density: 1.027g/cm³
• LogP: 2.20990
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Sparingly), Dichloromethane (Sparingly), Ethanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 221

Purity/Quality:

95% and 98% ^*data from raw suppliers

a-Pinene oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: UN NO.
• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(C2CC1C3(C(C2)O3)C)C

Technology Process of alpha-Pinene oxide

There total 57 articles about alpha-Pinene oxide 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: 75.0%

Pinene (80-56-8,177698-18-9,25766-18-1) → 2α,3α-epoxypinane (1686-14-2,14575-92-9,19894-99-6,32162-27-9,38301-46-1,94063-22-6,95044-43-2,25488-94-2)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; N-tosylimidazole; In methanol; for 3h;

DOI:10.1016/0040-4020(95)01128-5

Reference yield: 33.0%

Pinene (80-56-8,177698-18-9,25766-18-1) → 5-Isopropenyl-2-methyl-cyclohex-2-enol (99-48-9,22567-18-6,20307-86-2) + Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6) + α-pinene epoxide (1686-14-2,25488-94-2)

Guidance literature:

With oxygen; at 100 ℃; for 4h; under 3040.2 Torr; Green chemistry;

DOI:10.1002/adfm.201505405

Reference yield: 29.0%

Pinene (80-56-8,177698-18-9,25766-18-1) → verbenone (80-57-9) + Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6) + pinocarveyl hydroperoxide (22321-84-2) + verbenyl-hydroperoxide (94268-68-5) + α-pinene epoxide (1686-14-2,25488-94-2)

Guidance literature:

With oxygen; at 89.84 ℃; under 750.075 Torr;

DOI:10.1002/cssc.200900228

upstream raw materials:

rac-α-pinene

Pinene

(1R)-(+)-α-pinene

(1S)-(-)-α-pinene

Downstream raw materials:

campholenyc aldehyde

(+)-campholenic aldehyde

sobrerol

pinocamphone

Refernces

• 1、 Gomes, Ana C.,Antunes, Margarida M.,Abrantes, Marta,Valente, Anabela A.,Paz, Filipe A. Almeida,Gon?alves, Isabel S.,Pillinger, Martyn. "An Organotin Vanadate with Sodalite Topology and Catalytic Versatility in Oxidative Transformations". . p. 3481 - 3489. Retrieved 2018.
• 2、 Wei,Lu,Ma,Peng,Jiang,Zhou,Xia. "Synthesis and catalytic activity of organic-inorganic hybrid catalysts coordinated with cobalt(II) ions for aerobic epoxidation of styrene". . p. 48 - 52. Retrieved 2015.
• 3、 Tang,Lu,Zhou,Tian,Niu,Zhang,Chen,Xia. "Co2 +-exchanged SAPO-5 and SAPO-34 as efficient heterogeneous catalysts for aerobic epoxidation of alkenes". . p. 42 - 47. Retrieved 2013.
• 4、 Rusch Gen Klaas, Mark,Warwel, Siegfried. "Chemoenzymatic epoxidation of alkenes by dimethyl carbonate and hydrogen peroxide". . p. 1025 - 1026. Retrieved 1999.
• 5、 Chattopadhyay, Tanmay,Kogiso, Masaki,Aoyagi, Masaru,Yui, Hiroharu,Asakawa, Masumi,Shimizu, Toshimi. "Single bilayered organic nanotubes: Anchors for production of a reusable catalyst with nickel ions". . p. 1138 - 1140. Retrieved 2011.
• 6、 Qi,Lu,Zhou,Xia,Tang,Fang,Pang,Dong. "Catalytic epoxidation of alkenes with 30% H2O2 over Mn2+-exchanged zeolites". . p. 73 - 79. Retrieved 2010.
• 7、 Berndt, Torsten,Boege, Olaf. "Products and mechanism of the gas-phase reaction of NO3 radicals with α-pinene". . p. 3021 - 3027. Retrieved 1997.
• 8、 Chatel, Gregory,Goux-Henry, Catherine,Kardos, Nathalie,Suptil, Joel,Andrioletti, Bruno,Draye, Micheline. "Ultrasound and ionic liquid: An efficient combination to tune the mechanism of alkenes epoxidation". . p. 390 - 394. Retrieved 2012.
• 9、 Hosseinyzade, Samira S.,Zonoz, Farrokhzad M.,Bahramian, Bahram. "Nanohybrid Complexes with Molybdenyl Acetylacetonate, Schiff Base and Lacunary Keggin-Type Polyoxometalates: Synthesis and Catalytic Epoxidation of Olefins in the Presence of tert-Butyl Hydroperoxide". . p. 1324 - 1335. Retrieved 2018.
• 10、 Spaccini, Raffaele,Liguori, Lucia,Punta, Carlo,Bj?rsvik, Hans-René. "Organocatalyzed epoxidation of alkenes in continuous flow using a multi-jet oscillating disk reactor". . p. 261 - 265. Retrieved 2012.