Geranyl acetoacetate

Base Information

• Chemical Name: Geranyl acetoacetate
• CAS No.: 10032-00-5
• Molecular Formula: C14H22 O3
• Molecular Weight: 238.327
• Hs Code.: 2918300090
• European Community (EC) Number: 233-101-5
• UNII: 08QN2PN8MT
• DSSTox Substance ID: DTXSID70893603
• Nikkaji Number: J2.820.482E,J54.985A
• Wikidata: Q27158439
• Mol file: 10032-00-5.mol

Synonyms:Geranyl acetoacetate;10032-00-5;Geranyl 3-oxobutanoate;FEMA No. 2510;Geranyl beta-ketobutyrate;[(2E)-3,7-dimethylocta-2,6-dienyl] 3-oxobutanoate;EINECS 233-101-5;UNII-08QN2PN8MT;Butanoic acid, 3-oxo-, 3,7-dimethyl-2,6-octadienyl ester, (E)-;08QN2PN8MT;AI3-04974;Acetoacetic acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-;(E)-3,7-Dimethyl-2,6-octadienyl acetoacetate;3,7-Dimethyl-2,6-octadienyl acetoacetate, (E)-;3,7-Dimethyl-2,6-octadienyl 3-oxobutanoate, (E)-;3,7-Dimethyl-2,6-octadien-1-yl acetoacetate, trans-;3,7-Dimethyl-2,6-octadien-1-yl 3-oxobutanoate, trans-;ACETOACETIC ACID, 3,7-DIMETHYL-2,6-OCTADIENYL ESTER;Butanoic acid, 3-oxo-, (2E)-3,7-dimethyl-2,6-octadienyl ester;geranylacetoacetate;trans-3,7-Dimethyl-2,6-octadien-1-yl acetoacetate;SCHEMBL1532469;SCHEMBL1532530;CHEBI:85255;DTXSID70893603;GERANYL .BETA.-KETOBUTYRATE;GERANYL ACETOACETATE [FHFI];61759-64-6;(2E)-3,7-Dimethyl-2,6-octadienyl=3-oxobutyrate;(E)-3,7-dimethylocta-2,6-dienyl 3-oxobutanoate;Acetoacetic acid 3,7-dimethyl-2,6-octadienyl ester;Q27158439;(2E)-3,7-dimethylocta-2,6-dien-1-yl 3-oxobutanoate;acetoacetic acid-(3,7-dimethyl-octa-2,6-dienyl ester);(E) - 3,7 - dimethyl - 2,6 - octadienyl acetoacetate;Butanoic acid, 3-oxo-,(2E)-3,7-dimethyl-2,6-octadien-1-yl ester;BUTANOIC ACID, 3-OXO-, (2E)-3,7-DIMETHYL-2,6-OCTADIEN-1-YL ESTER

Chemical Property of Geranyl acetoacetate

Chemical Property:

• Vapor Pressure: 0.000115mmHg at 25°C
• Refractive Index: 1.4740 (estimate)
• Boiling Point: 336°Cat760mmHg
• PKA: 10.38±0.46(Predicted)
• Flash Point: 144.2°C
• PSA: 43.37000
• Density: 0.964g/cm³
• LogP: 3.20140
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 238.15689456
• Heavy Atom Count: 17
• Complexity: 320

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCCC(=CCOC(=O)CC(=O)C)C)C
• Isomeric SMILES: CC(=CCC/C(=C/COC(=O)CC(=O)C)/C)C
• Description: Geranyl acetoacetate is prepared from diketene and geraniol in the presence of the sodium salt of geraniol.

Technology Process of Geranyl acetoacetate

There total 3 articles about Geranyl acetoacetate 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: 70.0%

Geraniol (106-24-1) + acetoacetic acid methyl ester (105-45-3) → acetoacetic acid-(3,7-dimethyl-octa-2,6-dienyl ester) (10032-00-5)

Guidance literature:

With natural kaolinitic clay; In toluene; for 8h; Heating;

DOI:10.1021/jo971404l

Reference yield:

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + Geraniol (106-24-1) → acetoacetic acid-(3,7-dimethyl-octa-2,6-dienyl ester) (10032-00-5)

Guidance literature:

With triethylamine;

Reference yield:

→ acetoacetic acid-(3,7-dimethyl-octa-2,6-dienyl ester) (10032-00-5)

Guidance literature:

/BRN= 1766615/;

DOI:10.1021/ja01250a049

upstream raw materials:

4-methyleneoxetan-2-one

Geraniol

acetoacetic acid methyl ester

Downstream raw materials:

pseudo-ionone

trans geranyl acetone

Refernces