2-(1-Hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione

Base Information

• Chemical Name: 2-(1-Hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione
• CAS No.: 172611-72-2
• Molecular Formula: C13H20O3
• Molecular Weight: 224.3
• Hs Code.: 2914299000
• Nikkaji Number: J938.224K,J2.686.791F
• Mol file: 172611-72-2.mol

Synonyms:2-(1-hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione;ivDde-OH;SCHEMBL12018164;RIEWTRDZPSOAHC-UHFFFAOYSA-N;1,3-Cyclohexanedione, 2-(1-hydroxy-3-methylbutylidene)-5,5-dimethyl-;AM10120;CS-W022266;2-(1-Hydroxy-3-methylbutylidene)dimedone;H1546;A853748;J-010832;5,5-Dimethyl-2-(3-methylbutyryl)-1,3-cyclohexanedione;2-(3-Methylbutanoyl)-3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one;5,5-Dimethyl-2-(3-methylbutanoyl)cyclohexane-1,3-dione

Chemical Property of 2-(1-Hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione

Chemical Property:

• Vapor Pressure: 1.24E-05mmHg at 25°C
• Refractive Index: n20/D 1.498
• Boiling Point: 330.2oC at 760 mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 167.7oC
• PSA: 51.21000
• Density: 1.027 g/mL at 20oC(lit.)
• LogP: 2.17600
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 224.14124450
• Heavy Atom Count: 16
• Complexity: 326

Purity/Quality:

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

5,5-Dimethyl-2-(3-methylbutanoyl)cyclohexane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=C1C(=O)CC(CC1=O)(C)C)O

Technology Process of 2-(1-Hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione

There total 2 articles about 2-(1-Hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-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: 94.0%

5,5-dimethyl-3-oxocyclohex-1-en-1-yl 3-methylbutanoate (925913-20-8) → 2-(1-hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione (172611-72-2)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 1.5h;

Reference yield:

3-methylbutyric acid (503-74-2) + dimedone (126-81-8) → 2-(1-hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione (172611-72-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide;

DOI:10.1016/S0040-4039(97)10828-0

Reference yield: 100.0%

Boc-Lys-OH (13734-28-6) + 2-(1-hydroxy-3-methylbutylidene)-5,5-dimethylcyclohexane-1,3-dione (172611-72-2) → C24H40N2O6 (862847-44-7)

Guidance literature:

With triethylamine; In ethanol; Reflux;

DOI:10.1016/j.bmcl.2014.04.022

upstream raw materials:

3-methylbutyric acid

dimedone

5,5-dimethyl-3-oxocyclohex-1-en-1-yl 3-methylbutanoate

Downstream raw materials:

4-{N-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino}benzyl alcohol

Fmoc-Lys(ivDde)-OH

2,2,4,6,7-Pentamethyl-2,3-dihydro-benzofuran-5-sulfonic acid [1-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butyl]-imidazolidin-(2E)-ylidene]-amide

C₂₉H₄₃N₃O₅S₂

Refernces

• 1、 Chhabra, Siri Ram,Hothi, Bhupinder,Evans, David J.,White, Peter D.,Bycroft, Barrie W.,Chan, Weng C.. "An appraisal of new variants of Dde amine protecting group for solid phase peptide synthesis". . p. 1603 - 1606. Retrieved 2007/10/03.