alpha-PINENE

Base Information

• Chemical Name: alpha-PINENE
• CAS No.: 25766-18-1
• Deprecated CAS: 102640-64-2,103657-08-5,39388-04-0,39423-40-0,50815-61-7,53569-35-0,56833-58-0,57762-87-5,72510-05-5,459844-87-2,127831-37-2
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.237
• European Community (EC) Number: 201-291-9,267-032-7,219-445-9,607-804-6
• NSC Number: 94523,94522,7727
• UN Number: 2368
• DSSTox Substance ID: DTXSID4026501
• Nikkaji Number: J3.210G
• Wikipedia: Alpha-Pinene
• Wikidata: Q27104380
• RXCUI: 2362183
• Metabolomics Workbench ID: 134074
• ChEMBL ID: CHEMBL442565
• Mol file: 25766-18-1.mol

Synonyms:2-pinene;alpha-pinene;alpha-pinene, pinene;Wilt Pruf

Chemical Property of alpha-PINENE

Chemical Property:

• Boiling Point: 157.9°Cat760mmHg
• Flash Point: 32.2°C
• PSA: 0.00000
• Density: 0.879g/cm³
• LogP: 2.99870
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 186
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Chemical Classes: UVCB,Biological Agents -> Terpenes
• Canonical SMILES: CC1=CCC2CC1C2(C)C
• Recent ClinicalTrials: Behavioral Pharmacology of THC and Alpha-pinene

Technology Process of alpha-PINENE

There total 148 articles about alpha-PINENE 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: 98.0%

beta-pinene (18172-67-3,19902-08-0,25719-60-2) → (-)-α-pinene (7785-26-4,25766-18-1)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; cobalt(II) aceylacetonate; In N,N-dimethyl-formamide; at 25 ℃; for 16h; Irradiation;

DOI:10.1002/anie.201900849

Reference yield: 95.0%

C20H35B → (-)-α-pinene (7785-26-4,25766-18-1)

Guidance literature:

With boron trifluoride diethyl etherate; benzaldehyde; at 100 ℃; for 1h; Inert atmosphere;

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

methanol

2αH-pinan-3α-yl toluene-p-sulphonate

tert.-butylhydroperoxide

Downstream raw materials:

1,8-dibromo-p-menthane

rac-endo-borneol

isoborneol

2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl acetate

Refernces

• 1、 Jadhav, Sumit V.,Jinka, Krishna Mohan,Bajaj, Hari C.. "Synthesis of nopol via Prins condensation of β-pinene and paraformaldehyde catalyzed by sulfated zirconia". . p. 158 - 165. Retrieved 2010.
• 2、 Bir, Gerhard,Kaufmann, Dieter. "SYNTHESE VON ISOPINOCAMPHEYLHALOGENBORANEN UND IHRE VERWENDUNG ALS CHIRALE KATALYSATOREN FUER ASYMMETRISCHE DIELS-ALDER-REAKTIONEN". . p. 777 - 780. Retrieved 1987.
• 3、 Liu, Wei,Wu, Qiang,Wang, Miao,Huang, Yahao,Hu, Peng. "Iron-Catalyzed C-C Single-Bond Cleavage of Alcohols". supporting information. p. 8413 - 8418. Retrieved 2021/11/01.
• 4、 -. "Method and Means for Releasing a Terpene Mixture to a Cannabis Flower During Storage". . . Retrieved 2021/09/17.