Description

α-Pinene Oxide (CAS No. 1686-14-2) is a high-purity, bicyclic monoterpene oxide derived from α-pinene, widely utilized in organic synthesis and fragrance applications. With the molecular formula C₁₀H₁₆O and IUPAC name 2,7,7-trimethyl-3-oxatricyclo[4.1.1.0^2,4]octane, this compound exhibits a unique tricyclic structure, making it valuable for stereochemical studies and catalytic transformations. Our product is rigorously tested for purity (typically ≥95% by GC) and is available in various quantities to meet research and industrial demands. Ideal for use as a chiral building block, flavor/fragrance intermediate, or precursor in terpene chemistry. Packaged under inert gas to ensure stability and shipped with detailed analytical documentation (GC/MS, NMR).

Properties

• CAS Number: 1686-14-2
• Complexity: 221
• IUPAC Name: 2,7,7-trimethyl-3-oxatricyclo[4.1.1.02,4]octane
• InChI: InChI=1S/C10H16O/c1-9(2)6-4-7(9)10(3)8(5-6)11-10/h6-8H,4-5H2,1-3H3
• InChI Key: NQFUSWIGRKFAHK-UHFFFAOYSA-N
• LogP: 2.01
• Exact Mass: 152.120115130
• Molecular Formula: C10H16O
• Molecular Weight: 152.23
• SMILES: CC1(C2CC1C3(C(C2)O3)C)C
• Topological: 12.5
• Monoisotopic Mass: 152.120115130
• Physical Description: Solid
• Synonyms: alpha-Pinene oxide, 2-Pinene oxide, Pinane, 2,3-epoxy-, 3-Oxatricyclo[4.1.1.02,4]octane, 2,7,7-trimethyl-, Pinane, 2,3-epoxy-, (-)-, 2,7,7-Trimethyl-3-oxatricyclo[4.1.1.02,4]octane, CCRIS 3762, NSC 5609, Alpha-pinane oxide, EINECS 216-869-6, NSC 12148, BRN 0080362, CHEBI:29060, 2,7,7-Trimethyl-3-oxatricyclo(4.1.1.0(sup 2,4))octane, DTXSID5051781, 3-Oxatricyclo(4.1.1.0(sup 2,4))octane, 2,7,7-trimethyl-, 5-17-01-00426 (Beilstein Handbook Reference), 2,7,7-Trimethyl-3-oxatricyclo(4.1.1.02,4)octane, 2,7,7-trimethyl-3-oxatricyclo[4.1.1.0(2,4)]octane, 3-Oxatricyclo(4.1.1.02,4)octane, 2,7,7-trimethyl-, (+-)-alpha-Pinene oxide, 2,7,7-trimethyl-3-oxatricyclo(4.1.1.0(2,4))octane, DTXSID20331444, 2,7,7-Trimethyl-3-oxa-tricyclo(4.1.1.0(2,4))octane, 2,7,7-Trimethyl-3-oxa-tricyclo[4.1.1.0(2,4)]octane, EINECS 250-938-1, EC 250-938-1, DTXCID4030336, DTXCID70282538, 3-Oxatricyclo4.1.1.02,4octane, 2,7,7-trimethyl-, 3-Oxatricyclo(4.1.1.0(sup 2,4))octane, 2,7,7-trimethyl-(9CI), 216-869-6, (1s,6s)-2,7,7-trimethyl-3-oxatricyclo(4.1.1.02,4)octane, (1s,6s)-2,7,7-trimethyl-3-oxatricyclo[4.1.1.02,4]octane, 1686-14-2, 2,3-Epoxypinane, alpha-Pinene epoxide, Pinene oxide, a-Pinene Oxide, alpha-Pineneoxide, .alpha.-Pinene oxide, .alpha.-Pinene epoxide, 2,3-Epoxy-pinane, alpha-Pinene 2,3-oxide, Pinane,3-epoxy-, NSC12148, 3-Oxatricyclo[4.1.1.0(2,4)]octane, 2,7,7-trimethyl-, Pinane,3-epoxy-, (-)-, 3-Oxatricyclo[4.1.1.02, 2,7,7-trimethyl-, 2,3-Epoxypinane; 2,7,7-trimethyl-3-oxatricyclo[4.1.1.02,4]octane, 19894-99-6, I+/–Pinene oxide, bmse000491, .alpha.-Pinene 2,3-oxide, SCHEMBL93429, 218308_ALDRICH, CHEMBL274511, NSC5609, NSC-5609, NSC-12148, NSC407160, AKOS015916312, HY-W130074, NSC-407160, AS-68305, DA-70002, CS-0188178, NS00123845, P1362, D97335, Q27104051, 2,7,7-Trimethyl-3-oxatricyclo[4.1.1.0~2,4~]octane, 3-Oxatricyclo[4.1.1.02,4]octane,2,7,7-trimethyl-, {3-Oxatricyclo[4.1.1.02,4]octane,} 2,7,7-trimethyl-, 2,7,7-TRIMETHYL-3-OXATRICYCLO[4.1.1.0(2),?]OCTANE

Application

α-Pinene oxide serves as a key intermediate in the synthesis of fragrances, pharmaceuticals, and fine chemicals due to its reactive epoxide functionality. It is employed in catalytic rearrangements to produce campholenic aldehyde, a valuable sandalwood fragrance precursor. Researchers utilize it in asymmetric synthesis and as a model substrate for studying epoxide ring-opening reactions. Its stereochemical complexity also makes it useful for mechanistic studies in organic chemistry.

Safety and Hazards

GHS Hazard Statements

• H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]
• H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P316, P319, P321, P370+P378, P403+P233, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 3 (100%)
• Acute Tox. 3 (100%)
• STOT SE 3 (100%)

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