4,8-Dimethyl-3,7-nonadien-2-one

Base Information

• Chemical Name: 4,8-Dimethyl-3,7-nonadien-2-one
• CAS No.: 27539-94-2
• Molecular Formula: C11H18O
• Molecular Weight: 166.263
• European Community (EC) Number: 617-260-1
• UNII: UCA9GL2877
• DSSTox Substance ID: DTXSID90905015
• Nikkaji Number: J352.497C,J705.165D
• Wikidata: Q27291018
• Mol file: 27539-94-2.mol

Synonyms:817-88-9;4,8-DIMETHYL-3,7-NONADIEN-2-ONE;(3E)-4,8-dimethylnona-3,7-dien-2-one;(3E)-4,8-dimethyl-3,7-nonadien-2-one;FEMA No. 3969, E-;3,7-Nonadien-2-one, 4,8-dimethyl-;UNII-560T9FW4IA;UNII-UCA9GL2877;trans-4,8-Dimethyl-3,7-nonadien-2-one;FEMA No. 3969;UCA9GL2877;27539-94-2;4,8-Dimethyl-3,7-nonadien-2-one, (3E)-;3,7-Nonadien-2-one, 4,8-dimethyl-, (E)-;3,7-Nonadien-2-one, 4,8-dimethyl-, (3E)-;3,7-Nonadien-2-one,4,8-dimethyl-;(E) and (Z)-4,8-Dimethyl-3,7-nonadien-2-one;4,8-DIMETHYL-3,7-NONADIEN-2-ONE, TRANS-;(E) and (Z)-4,8-Dimethyl-3,7-nonadien-2-one [FIFH];4,8-Dimethylnona-3,7-dien-2-one;(E)&(Z)-4,8-DIMETHYL-3,7-NONADIEN-2-ONE;SCHEMBL808089;560T9FW4IA;QAFYGHBGWCPRCI-CSKARUKUSA-;DTXSID90905015;2,6-Dimethyl-2,6-nonadien-8-one;(E)-4,8-dimethyl-3,7-nonadien-2-one;(3E)-4,8-dimethyl-nona-3,7-dien-2-one;Q27291018;InChI=1/C11H18O/c1-9(2)6-5-7-10(3)8-11(4)12/h6,8H,5,7H2,1-4H3/b10-8+

Chemical Property of 4,8-Dimethyl-3,7-nonadien-2-one

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 166.135765193
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,8-Dimethyl-3,7-nonadien-2-one

There total 18 articles about 4,8-Dimethyl-3,7-nonadien-2-one 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: 94.0%

1-methylgeraniol (853065-81-3) → (3E)-4,8-dimethylnona-3,7-dien-2-one (27539-94-2) + trans-3,4-epoxy-4,8-dimethyl-7-nonen-2-ol (129454-75-7,140631-57-8,140631-58-9,140631-59-0,140631-60-3)

Guidance literature:

With 1-phenylethyl hydroperoxide; K₁₂[ZnW(VO)2(ZnW₉O₃₄)2]*30H₂O; In 1,2-dichloro-ethane; at 20 ℃; for 24h;

DOI:10.1021/jo034923z

Reference yield: 90.0%

1-methylgeraniol (853065-81-3) → (3E)-4,8-dimethylnona-3,7-dien-2-one (27539-94-2)

Guidance literature:

With pyridine; oxygen; Pd(II)-hydrotalcite; In toluene; at 80 ℃; for 4.5h;

DOI:10.1246/bcsj.74.165

Reference yield: 89.0%

4-methyl-2,2-di-n-propoxy-4-pentene → (3E)-4,8-dimethylnona-3,7-dien-2-one (27539-94-2)

Guidance literature:

With formic acid; In cyclohexane;

upstream raw materials:

8-hydroxy-2,6-dimethyl-nona-2,6-diene

(3Z)-4,8-dimethylnona-3,7-dien-2-one

1-methylgeraniol

methylmagnesium bromide

Downstream raw materials:

2,6,6-trimethyl-2-cyclohexenyl methyl ketone

4-hydroxy-2-acetyl-1,1,3-trimethylcyclohexane

2-hydroxy-6-acetyl-1,2,5-trimethylcyclohexane

(2E-3,7-dimethyl-1-methyleneocta-2,6-dieneyloxy)triisopropylsilane