5-OCTANOYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE

Base Information

• Chemical Name: 5-OCTANOYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE
• CAS No.: 103576-44-9
• Molecular Formula: C14H22 O5
• Molecular Weight: 270.326
• Mol file: 103576-44-9.mol

Synonyms:NSC 613594

Chemical Property of 5-OCTANOYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE

Chemical Property:

• Vapor Pressure: 1.42E-08mmHg at 25°C
• Refractive Index: 1.457
• Boiling Point: 458.1°C at 760 mmHg
• PKA: 8.88±0.40(Predicted)
• Flash Point: 204.1°C
• PSA: 69.67000
• Density: 1.08g/cm³
• LogP: 2.36830
• Solubility.: Chloroform, Ethyl Acetate

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

5-Octanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Octanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione (cas# 103576-44-9) is a compound useful in organic synthesis.

Technology Process of 5-OCTANOYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE

There total 3 articles about 5-OCTANOYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-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: 89.0%

cycl-isopropylidene malonate (2033-24-1) + n-octanoic acid chloride (111-64-8) → 2,2-dimethyl-5-octanoyl-1,3-dioxane-4,6-dione (103576-44-9)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/acs.jnatprod.0c00441

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + Octanoic acid (124-07-2) → 2,2-dimethyl-5-octanoyl-1,3-dioxane-4,6-dione (103576-44-9)

Guidance literature:

With dmap; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1007/s13361-017-1777-x

Reference yield:

Octanoic acid (124-07-2) → 2,2-dimethyl-5-octanoyl-1,3-dioxane-4,6-dione (103576-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 20 °C

2: dmap / dichloromethane / 3 h / 20 °C

With dmap; oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/acs.jnatprod.0c00441

upstream raw materials:

cycl-isopropylidene malonate

n-octanoic acid chloride

Octanoic acid

Downstream raw materials:

3-Oxo-decanoic acid (3aS,6aS)-2-(4-methoxy-phenyl)-dihydro-furo[2,3-d][1,3]dioxol-3a-ylmethyl ester

β-ketodecanoic acid

methyl (R)-3-hydroxydecanoate

(S)-2-(Trityl-amino)-propionic acid (S)-1-((2S,3S)-3-decyl-4-oxo-oxetan-2-ylmethyl)-octyl ester