(R)-trans-Pinane

Base Information

• Chemical Name: (R)-trans-Pinane
• CAS No.: 4863-59-6
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 2902199090
• European Community (EC) Number: 225-470-6
• UNII: 7AJX5ORZ7N
• DSSTox Substance ID: DTXSID40197569
• Nikkaji Number: J262.461C
• Mol file: 4863-59-6.mol

Synonyms:(R)-trans-Pinane;(1r)-(+)-trans-pinane;4863-59-6;EINECS 225-470-6;UNII-7AJX5ORZ7N;(1R,2R,5R)-2,6,6-TRIMETHYLBICYCLO[3.1.1]HEPTANE;7AJX5ORZ7N;trans-pinane;(+)-trans-Pinane;(1R-(1alpha,2alpha,5alpha))-2,6,6-Trimethylbicyclo(3.1.1)heptane;[1R-(1alpha,2alpha,5alpha)]-2,6,6-trimethylbicyclo[3.1.1]heptane;trans-(+)-pinane;(1R,2R,5R)-Pinane;PINANE, TRANS-(+)-;DTXSID40197569;Q27266835;BICYCLO(3.1.1)HEPTANE, 2,6,6-TRIMETHYL-, (1R,2R,5R)-;Bicyclo(3.1.1)heptane, 2,6,6-trimethyl-, (1R-(1alpha,2alpha,5alpha))-

Chemical Property of (R)-trans-Pinane

Chemical Property:

• Melting Point: -53oC
• Refractive Index: n20/D 1.461
• Boiling Point: 157°Cat760mmHg
• Flash Point: 36°C
• PSA: 0.00000
• Density: 0.844g/cm³
• LogP: 3.07860
• 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

Purity/Quality:

98%min ^*data from raw suppliers

(1R)-(+)-TRANS-PINANE 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2CC1C2(C)C
• Isomeric SMILES: C[C@@H]1CC[C@@H]2C[C@H]1C2(C)C

Technology Process of (R)-trans-Pinane

There total 55 articles about (R)-trans-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:

trans-pinane

terpineol

(1R)-(+)-cis-pinane

(1S)-(-)-cis-pinane

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.