4-Hepten-3-one, 5-methyl-

Base Information

• Chemical Name: 4-Hepten-3-one, 5-methyl-
• CAS No.: 1447-26-3
• Molecular Formula: C8H14 O
• Molecular Weight: 126.199
• Nikkaji Number: J133.677K,J100.567G
• Mol file: 1447-26-3.mol

Synonyms:4-Hepten-3-one, 5-methyl-;(E)-5-methylhept-4-en-3-one;1447-26-3;4-Hepten-3-one, 5-methyl-, (E)-;(E)-5-Methyl-4-hepten-3-one;20685-44-3;starbld0044620;5-Methyl-4-hepten-3-on;3-Methyl-3-hepten-5-one;XJEHTASYOBAEDB-VOTSOKGWSA-N;(4E)-5-Methyl-4-hepten-3-one;(4E)-5-methylhept-4-en-3-one;(4E)-5-Methyl-4-hepten-3-one #

Chemical Property of 4-Hepten-3-one, 5-methyl-

Chemical Property:

• Vapor Pressure: 1.78mmHg at 25°C
• Melting Point: -66.9°C (estimate)
• Refractive Index: 1.4476
• Boiling Point: 166.5°C at 760 mmHg
• Flash Point: 59.9°C
• PSA: 17.07000
• Density: 0.835g/cm³
• LogP: 2.32180
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 126.104465066
• Heavy Atom Count: 9
• Complexity: 123

Purity/Quality:

99%, ^*data from raw suppliers

3-Methyl-3-hepten-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=CC(=O)CC)C
• Isomeric SMILES: CC/C(=C/C(=O)CC)/C
• Uses: 3-Methyl-3-hepten-5-one is a reagent used to prepare fused nitrogen-heterocycles from β-enamino nitrile and α,β-unsaturated carbonyl compounds.

Technology Process of 4-Hepten-3-one, 5-methyl-

There total 30 articles about 4-Hepten-3-one, 5-methyl- 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: 80.0%

4-ethyl-2-hexyn-4-ol (20599-15-9) → (E)-3-ethyl-2-hexen-4-one (80060-60-2) + 5-methyl-4-hepten-3-one (1447-26-3)

Guidance literature:

With NH₄NO₃-exchanged zeolite HSZ-320; In chlorobenzene; at 130 ℃; for 4h; Yield given;

DOI:10.1016/0040-4020(96)00382-1

Reference yield:

methanol (67-56-1) + 5-methyl-hepta-1,4-dien-3-one (3018-30-2) → 3-oxo-5-methyl-1-heptene (18830-90-5) + 5-methyl-3-heptanone (541-85-5) + 5-methyl-4-hepten-3-one (1447-26-3)

Guidance literature:

Hydrogenation;

Reference yield:

butanone (78-93-3) → 5-methyl-4-hepten-3-one (1447-26-3)

Guidance literature:

With sodium ethanolate;

upstream raw materials:

ethylmagnesium iodide

ethyl (Z)-3-ethoxybut-2-enoate

5-methyl-hepta-1,4-dien-3-one

5-hydroxy-5-methyl-heptan-3-one

Downstream raw materials:

4,5-epoxy-5-methyl-3-heptanone

5-methyl-3-heptanol

3,5,5-trimethyl-hept-3-ene

3,5-dimethyl-hepta-2,4-diene

Refernces

• 1、 Sankaranarayanapillai, Shylesh,Sreekumar, Sanil,Gomes, Joseph,Grippo, Adam,Arab, George E.,Head-Gordon, Martin,Toste, F. Dean,Bell, Alexis T.. "Catalytic Upgrading of Biomass-Derived Methyl Ketones to Liquid Transportation Fuel Precursors by an Organocatalytic Approach". . p. 4673 - 4677. Retrieved 2015.
• 2、 Sartori, Giovanni,Pastorio, Andrea,Maggi, Raimondo,Bigi, Franca. "Dehydration-hydration of α-alkynols over zeolite catalyst. Selective synthesis of conjugated enynes and α,β-unsaturated ketones". . p. 8287 - 8296. Retrieved 2007/10/03.
• 3、 Michman, M.,Nussbaum, S.. "REACTIONS OF METHYLTRIS(TRIARYLPHOSPHINE)COBALT III. ALDOL CONDENSATION CATALYSED BY METHYLTRIS(TRIPHENYLPHOSPHINE)COBALT, (Ph3P)3CoCH3". . p. 111 - 116. Retrieved 2007/10/02.