2,2-Dimethyl-1,3-dioxan-5-one

Base Information

• Chemical Name: 2,2-Dimethyl-1,3-dioxan-5-one
• CAS No.: 74181-34-3
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 29141900
• European Community (EC) Number: 633-347-7
• DSSTox Substance ID: DTXSID20369767
• Nikkaji Number: J758.123H
• Wikidata: Q72469825
• Mol file: 74181-34-3.mol

Synonyms:2,2-dimethyl-1,3-dioxan-5-one

Chemical Property of 2,2-Dimethyl-1,3-dioxan-5-one

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.675mmHg at 25°C
• Refractive Index: 1.4315
• Boiling Point: 186.1 °C at 760 mmHg
• Flash Point: 56.4 °C
• PSA: 35.53000
• Density: 1.054 g/cm³
• LogP: 0.33840
• Storage Temp.: 0-10°C
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: Miscible with water and most organic solvents.
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

99.0% ^*data from raw suppliers

2,2-Dimethyl-1,3-dioxan-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-41-37/38
• Safety Statements: 26-37/39-39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(=O)CO1)C
• Uses: 2,2-Dimethyl-1,3-dioxan-5-one is used in the preparation of 2,2-dimethyl-[1,3]dioxan-5-ol by reducing with lithium aluminum hydride. It is also used in the annulation of bete-(hetero)aryl-alfa-nitro-alfa,beta-enals.

Technology Process of 2,2-Dimethyl-1,3-dioxan-5-one

There total 3 articles about 2,2-Dimethyl-1,3-dioxan-5-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:

C10H17NO2 + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1) + 2,2,-dimethyl-1,3-dioxan-5-one (74181-34-3)

Guidance literature:

In benzene-d6; Solvent; Equilibrium constant;

DOI:10.1021/acs.joc.5b01814

Reference yield:

C27H37NO3Si (1355016-92-0) → 2,2,-dimethyl-1,3-dioxan-5-one (74181-34-3) + (2S)-2-(((tert-butyldiphenylsilyl)oxy)methyl)idinepyrrol (209627-36-1)

Guidance literature:

In dimethylsulfoxide-d6; at 25 ℃; Equilibrium constant;

DOI:10.1021/ol203157s

Reference yield:

C11H17NO4 + (S)-2-(O-tert-butyldiphenylsilyloxy)propanal (87696-33-1) → C24H31NO3Si + 2,2,-dimethyl-1,3-dioxan-5-one (74181-34-3)

Guidance literature:

With water; Equilibrium constant;

DOI:10.1016/j.tetlet.2016.10.042

upstream raw materials:

C₂₇H₃₇NO₃Si

cyclohexanone

(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

Downstream raw materials:

(S)-(+)-1-(2,2-dimethyl-1,3-dioxan-5-ylidenamino)-2-methoxymethylpyrrolidine

2,2-dimethyl-4H-1,3-dioxin-5-yl benzoate

2,2-dimethyl-4H-1,3-dioxin-5-yl trifluoromethanesulfonate

Refernces

• 1、 Castro-Alvarez, Alejandro,Carneros, Héctor,Sánchez, Dani,Vilarrasa, Jaume. "Importance of the Electron Correlation and Dispersion Corrections in Calculations Involving Enamines, Hemiaminals, and Aminals. Comparison of B3LYP, M06-2X, MP2, and CCSD Results with Experimental Data". supporting information. p. 11977 - 11985. Retrieved 2016/01/09.