4-Methylheptane-3,5-dione

Base Information

• Chemical Name: 4-Methylheptane-3,5-dione
• CAS No.: 1187-04-8
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• DSSTox Substance ID: DTXSID60152211
• Nikkaji Number: J2.779.849G
• Wikidata: Q83018824
• Metabolomics Workbench ID: 5607
• Mol file: 1187-04-8.mol

Synonyms:4-methylheptane-3,5-dione;1187-04-8;4-Methyl-3,5-heptanedione;3,5-Heptanedione, 4-methyl-;4-methyl-3,5-heptandione;SCHEMBL2546877;DTXSID60152211;CHEBI:180304;LMFA12000241;AKOS028108729;AS-75953

Chemical Property of 4-Methylheptane-3,5-dione

Chemical Property:

• Vapor Pressure: 0.379mmHg at 25°C
• Boiling Point: 197.4°Cat760mmHg
• Flash Point: 69.6°C
• PSA: 34.14000
• Density: 0.916g/cm³
• LogP: 1.58070
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 122

Purity/Quality:

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

4-Methylheptane-3,5-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C(C)C(=O)CC
• Use Description: 4-Methylheptane-3,5-dione, also known as diacetyl, plays significant roles in various industries. In the food industry, diacetyl serves as a prominent flavoring agent, imparting a distinct buttery taste to a wide range of products such as popcorn, pastries, and candies. Furthermore, it finds utility in the production of certain alcoholic beverages like beer and wine, enhancing their aroma and flavor profiles. In the field of chemistry, diacetyl acts as a versatile reagent, participating in organic synthesis reactions. Moreover, diacetyl is used in the fragrance and cosmetic industries to create creamy and buttery scents. However, it is crucial to note that diacetyl has raised health concerns when inhaled, particularly in industrial settings like popcorn manufacturing, leading to safety regulations and occupational health considerations in these fields.

Technology Process of 4-Methylheptane-3,5-dione

There total 11 articles about 4-Methylheptane-3,5-dione 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: 95.0%

3,5-heptanedione (7424-54-6) + methyl iodide (74-88-4) → 4-methyl-3,5-heptanedione (1187-04-8)

Guidance literature:

With potassium carbonate; In acetone; for 20h; Heating;

DOI:10.1002/ejoc.200500991

Reference yield: 85.0%

5-hydroxy-4-methyl-3-heptanone (79314-57-1) → 4-methyl-3,5-heptanedione (1187-04-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃; for 0.333333h;

Reference yield: 65.0%

tert-Butyl peroxybenzoate (614-45-9) + 3,5-heptanedione (7424-54-6) → 4-methyl-3,5-heptanedione (1187-04-8)

Guidance literature:

With acetic acid; copper(l) chloride; at 120 ℃;

upstream raw materials:

Ethyl propionate

pentan-3-one

propionic acid anhydride

propionyl chloride

Downstream raw materials:

1-(2,4-dinitro-phenyl)-3,5-diethyl-4-methyl-1H-pyrazole

(8R,9R)-9-Benzyloxy-4,6,8-trimethyl-undecane-3,5,7-trione

(1'R,4R,5R)-4,5-diphenyl-2-ethyl-2-(1'-methyl-2'-oxo)butyl-1,3-dioxolane

(1'S,4R,5R)-4,5-diphenyl-2-ethyl-2-(1'-methyl-2'-oxo)butyl-1,3-dioxolane

Refernces

• 1、 Kalaitzakis, Dimitris,Rozzell, J. David,Kambourakis, Spiros,Smonou, Ioulia. "A two-step chemoenzymatic synthesis of the natural pheromone (+)-sitophilure utilizing isolated, NADPH-dependent ketoreductases". . p. 2309 - 2313. Retrieved 2006.
• 2、 Rodriguez, Rapha?l,Adlington, Robert M.,Eade, Serena J.,Walter, Magnus W.,Baldwin, Jack E.,Moses, John E.. "Total synthesis of cyercene A and the biomimetic synthesis of (±)-9,10-deoxytridachione and (±)-ocellapyrone A". . p. 4500 - 4509. Retrieved 2007.
• 3、 Hilker, Simon,Posevins, Daniels,Unelius, C. Rikard,B?ckvall, Jan-E.. "Chemoenzymatic Dynamic Kinetic Asymmetric Transformations of β-Hydroxyketones". supporting information. p. 15623 - 15627. Retrieved 2021/10/07.