5-ISOPROPYL-1,3-CYCLOHEXANEDIONE

Base Information

• Chemical Name: 5-ISOPROPYL-1,3-CYCLOHEXANEDIONE
• CAS No.: 18456-87-6
• Molecular Formula: C9H14O2
• Molecular Weight: 154.209
• Hs Code.: 2914299000
• Mol file: 18456-87-6.mol

Synonyms:1,3-Cyclohexanedione,5-isopropyl- (8CI);5-(1-Methylethyl)-1,3-cyclohexanedione;5-Isopropyl-1,3-cyclohexanedione;5-(Propan-2-yl)cyclohexane-1,3-dione;5-(Isopropyl)cyclohexane-1,3-dione;

Chemical Property of 5-ISOPROPYL-1,3-CYCLOHEXANEDIONE

Chemical Property:

• Vapor Pressure: 0.0132mmHg at 25°C
• Melting Point: 63-65 °C(lit.)
• Boiling Point: 259.1 °C at 760 mmHg
• Flash Point: 95.6 °C
• PSA: 34.14000
• Density: 1.017 g/cm³
• LogP: 1.58070

Purity/Quality:

98%Min ^*data from raw suppliers

5-Isopropyl-1,3-cyclohexanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Isopropyl-1,3-cyclohexanedione may be used as starting reagent for the synthesis of carvotanacetone analogs. It may be used in the preparation of monocyclic terepenes. It may be used in the synthesis of 2H-pyrans, via reaction with α,β-unsaturated aldehydes.

Technology Process of 5-ISOPROPYL-1,3-CYCLOHEXANEDIONE

There total 5 articles about 5-ISOPROPYL-1,3-CYCLOHEXANEDIONE 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: 79.0%

5-methyl-3-hexene-2-one (5166-53-0) + diethyl malonate (105-53-3) → 5-isopropyl-1,3-cyclohexanedione (18456-87-6)

Guidance literature:

diethyl malonate; With sodium ethanolate; at 20 ℃; for 0.333333h; Inert atmosphere;

5-methyl-3-hexene-2-one; In ethanol; at 100 ℃; for 12h; Inert atmosphere;

With sodium hydroxide; In ethanol; water; at 120 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.6b03037

Reference yield:

C10H16O5 → 5-isopropyl-1,3-cyclohexanedione (18456-87-6)

Guidance literature:

With sulfuric acid; In water; at 90 ℃;

DOI:10.1016/j.tetlet.2011.01.111

Reference yield:

5-methyl-3-hexene-2-one (5166-53-0) → 5-isopropyl-1,3-cyclohexanedione (18456-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium ethanolate / ethanol / 80 °C

2: water; potassium hydroxide / 90 °C

3: sulfuric acid / water / 90 °C

With sulfuric acid; water; sodium ethanolate; potassium hydroxide; In ethanol; water; 1: Michael condensation;

DOI:10.1016/j.tetlet.2011.01.111

upstream raw materials:

5-methyl-3-hexene-2-one

diethyl malonate

Downstream raw materials:

5-isopropyl-3-ethoxy-2-cyclohexenone

3-isopropylglutaric acid

3-chloro-5-isopropyl-cyclohex-2-enone

3-isopropyl-1-cyclohexanol

Refernces

• 1、 Gyulavári, Pál,Szokol, Bálint,Szabadkai, István,Brauswetter, Diána,Bánhegyi, Péter,Varga, Attila,Markó, Péter,Boros, Sándor,Illyés, Eszter,Szántai-Kis, Csaba,Krekó, Marcell,Czudor, Zsófia,?rfi, László. "Discovery and optimization of novel benzothiophene-3-carboxamides as highly potent inhibitors of Aurora kinases A and B". supporting information. p. 3265 - 3270. Retrieved 2018/08/24.
• 2、 -. "Process for the preparation of 3-alkyl-substituted glutaric acids and 2-alkyl-substituted succinic acids". . . Retrieved 2008/06/13.