(Z)-alpha-ocimene

Base Information

• Chemical Name: (Z)-alpha-ocimene
• CAS No.: 502-99-8
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.237
• UNII: LTP9229T5N
• DSSTox Substance ID: DTXSID701317502
• Metabolomics Workbench ID: 28021
• Mol file: 502-99-8.mol

Synonyms:(Z)-alpha-ocimene;cis-alpha-Ocimene;Ocimene cis-alpha-form;alpha-Ocimene, (3Z)-;UNII-LTP9229T5N;Z-3,7-dimethyl-1,3,7-octatriene;Ocimene cis-alpha-form [MI];(Z)-3,7-Dimethyl-1,3,7-octatriene;LTP9229T5N;3,7-dimethyl-1,3Z,7-octatriene;1,3,7-Octatriene, 3,7-dimethyl-, (3Z)-;cis-3,7-dimethyl-1,3,7-octatriene;6874-44-8;Alpha cis ocimene;(3Z)-alpha-ocimene;CIS-.ALPHA.-OCIMENE;OCIMENE, CIS-ALPHA-;(Z)-.ALPHA.-OCIMENE;OCIMENE, CIS-.ALPHA.-;OCIMENE CIS-.ALPHA.-FORM;DTXSID701317502;.ALPHA.-OCIMENE, (3Z)-;LMPR0102010022;OCIMENE CIS-.ALPHA.-FORM [MI];Q27283176

Chemical Property of (Z)-alpha-ocimene

Chemical Property:

• Melting Point: -27.17°C (estimate)
• Refractive Index: 1.4862
• Boiling Point: 170.2°Cat760mmHg
• Flash Point: 44.4°C
• PSA: 0.00000
• Density: 0.769g/cm³
• LogP: 3.47500
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)CCC=C(C)C=C
• Isomeric SMILES: CC(=C)CC/C=C(/C)\C=C

Technology Process of (Z)-alpha-ocimene

There total 13 articles about (Z)-alpha-ocimene 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: 100.0%

(E)-2,6-dimethylhepta-2,6-dienal (25571-06-6) + Methyltriphenylphosphonium bromide (1779-49-3) → 1,3,7-octatriene, 3,7-dimethyl-, (E) (6874-10-8,502-99-8)

Guidance literature:

Methyltriphenylphosphonium bromide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.16667h; Inert atmosphere;

(E)-2,6-dimethylhepta-2,6-dienal; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 6.5h; Inert atmosphere;

DOI:10.1021/jacs.1c02674

Reference yield:

7-acetoxy-3,7-dimethyl-octa-1,3-diene (72214-23-4) → cis-α-ocimene (6874-44-8,502-99-8)

Guidance literature:

at 400 ℃;

Reference yield:

3,7-Dimethyl-octa-1,3,6-trien (13877-91-3,1856-63-9) → cis-α-ocimene (6874-44-8,502-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) benzene-1,4-diol, H₂SO₄, aq. AcOH, (ii) /BRN= 605303/, PhNMe₂

2: 400 °C

upstream raw materials:

7-acetoxy-3,7-dimethyl-octa-1,3-diene

3,7-Dimethyl-octa-1,3,6-trien

(E)-2,6-dimethylhepta-2,6-dienal

methyl-triphenylphosphonium iodide

Refernces

• 1、 Eisenacher, Matthias,Beschnitt, Stefan,H?lderich, Wolfgang. "Novel route to a fruitful mixture of terpene fragrances in particular phellandrene starting from natural feedstock geraniol using weak acidic boron based catalyst". experimental part. p. 214 - 217. Retrieved 2012/09/08.