beta-Phellandrene

Base Information

• Chemical Name: beta-Phellandrene
• CAS No.: 555-10-2
• Deprecated CAS: 51941-36-7
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• European Community (EC) Number: 209-081-9
• NSC Number: 53044
• UNII: 2KK225M001
• DSSTox Substance ID: DTXSID4052215
• Nikkaji Number: J6.467J
• Wikidata: Q19606727
• Metabolomics Workbench ID: 134202
• ChEMBL ID: CHEMBL444254
• Mol file: 555-10-2.mol

Synonyms:3-methylene-6-(1-methylethyl)cyclohexene;beta-phellandrene;beta-phellandrene, (+-)-isomer;beta-phellandrene, (-)-isomer

Chemical Property of beta-Phellandrene

Chemical Property:

• Vapor Pressure: 1.57mmHg at 25°C
• Boiling Point: 175°Cat760mmHg
• Flash Point: 44°C
• PSA: 0.00000
• Density: 0.82g/cm³
• LogP: 3.16480
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Terpenes
• Canonical SMILES: CC(C)C1CCC(=C)C=C1

Technology Process of beta-Phellandrene

There total 20 articles about beta-Phellandrene 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: 69.0%

cryptone (2158-59-0,2158-61-4,100295-52-1,500-02-7) + Methyltriphenylphosphonium bromide (1779-49-3) → beta-phellandrene (555-10-2)

Guidance literature:

Methyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.166667h;

cryptone; In tetrahydrofuran; diethyl ether; for 0.333333h;

DOI:10.1021/tx060006n

Reference yield:

Geraniol (106-24-1) → 7-methyl-3-methene-1,6-octadiene (123-35-3) + beta-phellandrene (555-10-2) + (R)-5-isopropyl-2-methylcyclohexa-1,3-diene (4221-98-1)

Guidance literature:

With H-ZSM₅ zeolite; at 220 ℃; for 2h; under 60.006 Torr; Gas phase;

DOI:10.1016/j.catcom.2012.05.021

Reference yield:

Geraniol (106-24-1) → 3,7-dimethylocta-1,6-dien-3-ol (78-70-6) + 7-methyl-3-methene-1,6-octadiene (123-35-3) + 3,7-Dimethyl-octa-1,3,6-trien (13877-91-3,1856-63-9) + beta-phellandrene (555-10-2) + (R)-5-isopropyl-2-methylcyclohexa-1,3-diene (4221-98-1) + 3,7-dimethyl-1,3,7-octatriene (502-99-8)

Guidance literature:

With boron pentasil zeolite; at 220 ℃; for 2h; under 60.006 Torr; Gas phase;

DOI:10.1016/j.catcom.2012.05.021

upstream raw materials:

1-methyl-4-isopropyl-1,3-cyclohexadiene

isoterpinolene

methanol

piperitol

Downstream raw materials:

cryptone

1,4-dichloro-trans-p-menthane

Menthane

4-methylisopropylbenzene

Refernces

• 1、 Luo, Gan,Peng, Yu,Wang, Ya-Wen,Xiao, Jian,Zhao, Jun. "Total syntheses of (+)-adunctins C and D: Assignment of their absolute configurations". . p. 9840 - 9843. Retrieved 2021/12/07.
• 2、 Xu, Jinkun,Ai, Ying,Wang, Jianhui,Xu, Jingwei,Zhang, Yongkang,Yang, Dong. "Converting S-limonene synthase to pinene or phellandrene synthases reveals the plasticity of the active site". . p. 34 - 41. Retrieved 2017/03/27.