cis-Pinane

Base Information

• Chemical Name: cis-Pinane
• CAS No.: 4755-33-3
• Deprecated CAS: 112456-47-0
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 2902199090
• European Community (EC) Number: 229-978-9,800-188-1,225-282-4
• UNII: TV65U59B7P,N7C9IBU49F
• DSSTox Substance ID: DTXSID6027638,DTXSID901243129
• Nikkaji Number: J263.669G
• Mol file: 4755-33-3.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 cis-Pinane

Chemical Property:

• Vapor Pressure: 3.626mmHg at 25°C
• Refractive Index: n20/D 1.463
• 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

(1S)-(-)-CIS-PINAME 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 cis-Pinane

There total 72 articles about cis-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: 56.0%

beta-pinene (18172-67-3,19902-08-0,25719-60-2) → (-)-α-pinene (7785-26-4,25766-18-1) + (1S)-(-)-cis-pinane (4755-33-3)

Guidance literature:

With (η⁵-C₅Me₅)Rh(ppy)H; hydrogen; In tetrahydrofuran; at 20 ℃; under 4137.29 Torr;

DOI:10.1021/jacs.1c04683

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

p-menth-1-ene

1-methyl-1-phenylethyl alcohol

terpineol

Refernces

• 1、 Gu, Yiting,Lisnyak, Vladislav G.,Norton, Jack R.,Salahi, Farbod,Snyder, Scott A.,Zhou, Zhiyao. "Highly Selective Hydrogenation of C═C Bonds Catalyzed by a Rhodium Hydride". supporting information. p. 9657 - 9663. Retrieved 2021/07/19.
• 2、 Gallou, Fabrice,Gao, Eugene S.,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.. "Environmentally responsible, safe, and chemoselective catalytic hydrogenation of olefins: ppm level Pd catalysis in recyclable water at room temperature". supporting information. p. 6055 - 6061. Retrieved 2020/10/14.