(Z)-3,7-Dimethylocta-2,6-dienyl phenylacetate

Base Information

• Chemical Name: (Z)-3,7-Dimethylocta-2,6-dienyl phenylacetate
• CAS No.: 102-22-7
• Molecular Formula: C18H24 O2
• Molecular Weight: 272.387
• Hs Code.: 2916399090
• European Community (EC) Number: 234-069-5
• NSC Number: 46162
• DSSTox Substance ID: DTXSID00424141
• Nikkaji Number: J212.452A
• Metabolomics Workbench ID: 48130
• Mol file: 102-22-7.mol

Synonyms:(Z)-3,7-Dimethylocta-2,6-dienyl phenylacetate;EINECS 234-069-5;10522-32-4;71648-43-6;Phenylacetyl geranate;Geranyl alpha -toluate;FEMA 2516;DTXSID00424141;NSC46162;NSC-46162;(2E)-3,7-Dimethyl-2,6-octadienyl phenylacetate;3,7-Dimethyl-2,6-octadienyl ester(E)-Benzeneacetic acid;Benzeneacetic acid (Z)-3,7-dimethyl-2,6-octadienyl ester;(2Z)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL 2-PHENYLACETATE

Chemical Property of (Z)-3,7-Dimethylocta-2,6-dienyl phenylacetate

Chemical Property:

• Vapor Pressure: 6.45E-06mmHg at 25°C
• Melting Point: 278°C(lit.)
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 378.1°Cat760mmHg
• Flash Point: 126.6°C
• PSA: 26.30000
• Density: 0.972g/mLat25°C(lit.)
• LogP: 4.46500
• Water Solubility.: 92.8μg/L at 25℃
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 272.177630004
• Heavy Atom Count: 20
• Complexity: 342

Purity/Quality:

99% ^*data from raw suppliers

Geranyl phenylacetate stabilized, FCC ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCOC(=O)CC1=CC=CC=C1)C)C
• Isomeric SMILES: CC(=CCC/C(=C\COC(=O)CC1=CC=CC=C1)/C)C
• Uses: Geranyl Phenylacetate is a flavoring agent that is a yellow liquid with an odor resembling honey and roses. miscible in alcohol, chloro- form, and ether, and insoluble in water, it may contain other iso- meric and closely related terpenic esters. it is obtained by chemical synthesis.

Technology Process of (Z)-3,7-Dimethylocta-2,6-dienyl phenylacetate

There total 2 articles about (Z)-3,7-Dimethylocta-2,6-dienyl phenylacetate 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: 85.0%

Geraniol (106-24-1) + Phenyl-acetic acid [2,2']bipyridinyl-6-yl ester (75178-11-9) → (E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (102-22-7,10522-32-4) + <2,2'-bipyridin>-6(1H)-one (101001-90-5)

Guidance literature:

With cesium fluoride; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1246/cl.1980.563

Reference yield: 80.0%

phenylacetic acid (103-82-2) + Geraniol (106-24-1) → (E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (102-22-7,10522-32-4)

Guidance literature:

phenylacetic acid; With iodine; triphenylphosphine; In dichloromethane; at 20 ℃; for 0.166667h;

With gadolinium(III) trifluoromethanesulfonate; In dichloromethane; at 50 ℃; for 0.5h;

Geraniol; In dichloromethane;

DOI:10.1039/c4ob02312a

Reference yield: 78.0%

(E)-3,7-dimethylocta-2,6-dien-1-yl 2-phenylacetate (102-22-7,10522-32-4) → (E)-3,7-dimethylocta-2,6-dien-1-yl 2-diazo-2-phenylacetate

Guidance literature:

With 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃;

DOI:10.1021/acs.orglett.0c02619

upstream raw materials:

Geraniol

Phenyl-acetic acid [2,2']bipyridinyl-6-yl ester

phenylacetic acid

Downstream raw materials:

phenylacetic acid

Refernces

• 1、 Keese, Reinhart,Berdat, Fran?ois,MacChi, Piero. "Stereoselectivity of additions to N-methyl acetonitrilium fluorosulfonate". . p. 1965 - 1970. Retrieved 2013/03/28.