4158-86-5

Basic information

• Product Name: 2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE
• Synonyms: 2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE;2,2-DIMETHYL-1,3-DIOXLAN-4-ONE;(1-Hydroxy-1-methylethoxy)acetic Acid g-Lacton;(1-Hydroxy-1-methylethoxy)acetic Acid -Lactone
• CAS NO: 4158-86-5
• Molecular Formula: C₅H₈O₃
• Molecular Weight: 116.12
• Product Categories: Heterocyclic Compounds;Heterocycles;Carbonyl Compounds;Lactones;Organic Building Blocks
• Mol File: 4158-86-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 41 °C(lit.)
• Flash Point: 135 °F
• Appearance: /
• Density: 0.989 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.06mmHg at 25°C
• Refractive Index: n20/D 1.415(lit.)
• CAS DataBase Reference: 2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE(4158-86-5)
• EPA Substance Registry System: 2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE(4158-86-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 4158-86-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 4158-86-5 differently. You can refer to the following data:
1. 2,2-Dimethyl-1,3-dioxolan-4-one (cas# 4158-86-5) is a compound useful in organic synthesis.
2. 2,2-Dimethyl-1,3-dioxolan-4-one may be used in the synthesis of the following N,N-disubstituted amides of glycolic acid:N,N-diethyl-2-hydroxyacetamide N,N-di(n-butyl)-2-hydroxyacetamide N,N-di(n-hexyl)-2-hydroxyacetamide 4-hydroxyacetylpiperidine 4-hydroxyacetylmorpholine N-ethyl-N-phenyl-2-hydroxyacetamide

General Description

2,2-Dimethyl-1,3-dioxolan-4-one can be prepared via condensation reaction between glycolic acid and acetone in the presence of P2O5 in diethyl ether.

InChI:InChI=1/C5H8O3/c1-5(2)7-3-4(6)8-5/h3H2,1-2H3

Upstream product

• 598-25-4 Dimethylallene 
• 118319-99-6 3-acetoxy-3,5,5-trimethyl-1,2,4-trioxolane 
• 33581-77-0 trimethylsilyl [(trimethylsilyl)oxy]acetate 
• 67-64-1 acetone 
• 123420-46-2 meso-3,5,5-trimethyl-3-<3,5,5-trimethyl-1,2,4-trioxolan-3-yl>-1,2,4-trioxolane 
• 62609-78-3 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylic acid 
• 79-14-1 glycolic Acid 

Downstream Products

• 62100-58-7 Gca-pNA 
• 4746-61-6 glycolanilide 
• 42404-10-4 N-ethyl-N-phenyl-2-hydroxyacetamide 
• 70785-77-2 N,N-di(n-propyl)-2-hydroxyacetamide 
• 70785-78-3 N,N-di-n-butyl-2-hydroxyacetamide 
• 39096-01-0 N,N-diethyl-2-hydroxyacetamide 
• 134674-26-3 2-Acetoxy-benzoesaeure-(2,2-dimethyl-1,3-dioxolan-4-on-5-yl)ester 
• 134674-24-1 2-<3-(Trifluormethyl)phenylamino>-benzoesaeure-(2,2-dimethyl-1,3-dioxolan-4-on-5-yl)ester 
• 134674-22-9 2-<(2,6-Dichlorphenyl)amino>phenylessigsaeure-(2,2-dimethyl-1,3-dioxolan-4-on-5-yl)ester 
• 134674-25-2 2-<3-(Trifluormethyl)phenylamino>-pyridin-3-carbonsaeure-(2,2-dimethyl-1,3-dioxolan-4-on-5-yl)ester 
• 134674-23-0 1-(4-Chlorbenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl-essigsaeure-(2,2-dimethyl-1,3-dioxolan-4-on-5-yl)ester 
• 1339232-34-6 n-butyl-(3,5-dimethoxybenzyl)-2-hydroxyacetamide 
• 1339232-42-6 N-(3,5-dimethoxybenzyl)-2-hydroxy-N-(4-methoxybenzyl)acetamide 
• 1125674-18-1 4-(2-hydroxyacetyl)piperazine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis and evaluation of in vitro anti-tuberculosis activity of N-substituted glycolamides

On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane) with the proper amines. The minimum inhibitory concentration (MIC) was determined against M. tuberculosis H37Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, all those with disubstituted amide structure accompanied by one or two heteroatom(s) with loan pair(s) of electrons atom(s) β to the amide nitrogen demonstrated moderate anti-tuberculosis activity and all the monosubstituted amides showed no activity at all.

5-Acyloxy-1,3-dioxolan-4-ones as prodrugs of non-steroidal anti-inflammatory drugs, I

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Acyloxy-1,2,4-trioxolanes by Dry Ozonolyses of Vinylesters on Polyethylene

By dry ozonolyses on polyethylene, the vinylic esters 5a-5e afforded the corresponding ozonides 8a-8e, while 5f gave ozonide 8e.Ozonide 8a gave among other products 16 and 17 by thermal decomposition, and 21 by decomposition on silica gel. - Key Words: Acyloxy-1,2,4-trioxolanes / Ozonolysis, dry / Polyethylene / Vinylic esters