Pinane

Base Information

• Chemical Name: Pinane
• CAS No.: 473-55-2
• Deprecated CAS: 3092-29-3,12002-07-2,1330-00-3,9056-93-3
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 2902.19
• European Community (EC) Number: 229-978-9,207-467-1,215-533-6
• NSC Number: 76674
• UN Number: 3295
• DSSTox Substance ID: DTXSID7025922
• Nikkaji Number: J9.284C
• Wikipedia: Pinane
• Wikidata: Q2095373
• RXCUI: 2385340
• Metabolomics Workbench ID: 55199
• ChEMBL ID: CHEMBL1422299
• Mol file: 473-55-2.mol

Synonyms:(-)-cis-pinane;(1alpha,2alpha,5alpha)-isomer of pinane;pinane;pinane, (1alpha,3beta,5alpha)-(cis)-isomer;pinane, (1R-(1alpha,2beta,5alpha))-isomer;pinane, (1S-(1alpha,2beta,5alpha))-((-)-cis)-isomer;pinane, cis-;pinane, cis-(+)-;pinane, cis-(-)-;pinane, trans-

Chemical Property of Pinane

Chemical Property:

• Appearance/Colour: Clear colorless liquid with lint-like particle
• Vapor Pressure: 3.63mmHg at 25°C
• Melting Point: <25℃
• Refractive Index: 1.4622
• Boiling Point: 157 °C at 760 mmHg
• Flash Point: 36 °C
• PSA: 0.00000
• Density: 0.844 g/cm³
• LogP: 3.07860
• Storage Temp.: Store below +30°C.
• Solubility.: 4.73mg/l (calculated)
• Water Solubility.: 1.576mg/L(temperature not stated)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 138.140850574
• Heavy Atom Count: 10
• Complexity: 146
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

2,6,6-Trimethylbicyclo[3.1.1]heptane 97% ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Wood Dusts & Extracts
• Canonical SMILES: CC1CCC2CC1C2(C)C
• Uses: Pinane is used in preparation method of heat-resistant connecting foam for electronic communication product.

Technology Process of Pinane

There total 47 articles about Pinane 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: 99.6%

Pinene (80-56-8,177698-18-9,25766-18-1) → pinane (4755-33-3,4795-86-2,4863-59-6,6876-13-7,10281-53-5,33626-25-4,112456-46-9,112456-47-0,473-55-2)

Guidance literature:

With hydrogen; at 130 ℃; Reagent/catalyst;

DOI:10.1134/S1070363219100013

Reference yield: 95.0%

Beta-pinene (177698-19-0,25719-60-2) → pinane (4755-33-3,4795-86-2,4863-59-6,6876-13-7,10281-53-5,33626-25-4,112456-46-9,112456-47-0,473-55-2)

Guidance literature:

With nickel(II) bis(octanoate); hydrogen; 1,4-bis(2,6-diisopropylphenyl)-2,3-dimethyl-1,4-diazabuta-1,3-diene; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In benzene-d6; at 50 ℃; for 12h; under 3040.2 Torr;

DOI:10.1021/acscatal.7b03909

Reference yield: 11.0%

Pinene (80-56-8,177698-18-9,25766-18-1) → pinane (4755-33-3,4795-86-2,4863-59-6,6876-13-7,10281-53-5,33626-25-4,112456-46-9,112456-47-0,473-55-2) + Isopinocampheol (27779-29-9) + (2S,3R)-2,6,6-Trimethyl-bicyclo[3.1.1]heptan-3-ol

Guidance literature:

With benzyltriethylammonium borohydride; chloro-trimethyl-silane; In dichloromethane; at 0 ℃; for 3h; Yields of byproduct given;

DOI:10.1039/c39890000903

upstream raw materials:

beta-pinene

(+)-α-pinene

(+)-pinocamphone

(1R,2R,5S)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-one

Downstream raw materials:

4-methylisopropylbenzene

trans-pinane

[1R-(1α,2α,5α)]-2,6,6-trimethylbicyclo[3.1.1]heptane

terpineol

Refernces

• 1、 Espinal-Viguri, Maialen,Neale, Samuel E.,Coles, Nathan T.,MacGregor, Stuart A.,Webster, Ruth L.. "Room Temperature Iron-Catalyzed Transfer Hydrogenation and Regioselective Deuteration of Carbon-Carbon Double Bonds". supporting information. p. 572 - 582. Retrieved 2019/01/08.
• 2、 Maier, Thomas M.,Sandl, Sebastian,Shenderovich, Ilya G.,Jacobi von Wangelin, Axel,Weigand, Jan J.,Wolf, Robert. "Amine-Borane Dehydrogenation and Transfer Hydrogenation Catalyzed by α-Diimine Cobaltates". supporting information. p. 238 - 245. Retrieved 2019/01/04.