4158-86-5 Usage
Description
2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE, also known as 2,2-Dimethyl-1,3-dioxolan-4-one, is an organic compound with the CAS number 4158-86-5. It is characterized by its unique chemical structure and is primarily used in organic synthesis due to its versatile reactivity.
Uses
Used in Organic Synthesis:
2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE is used as a synthetic intermediate for the production of various N,N-disubstituted amides of glycolic acid. These amides include:
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
2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE is favored in this application due to its ability to facilitate the synthesis of these amides, which can be used in various industries such as pharmaceuticals, agrochemicals, and materials science.
Production Methods:
2,2-DIMETHYL-1,3-DIOXOLAN-4-ONE can be prepared through a condensation reaction between glycolic acid and acetone, in the presence of a dehydrating agent like P2O5 (phosphorus pentoxide) in a solvent such as diethyl ether. This method allows for the efficient synthesis of the compound, which can then be utilized in the production of the aforementioned N,N-disubstituted amides.
Check Digit Verification of cas no
The CAS Registry Mumber 4158-86-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,5 and 8 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 4158-86:
(6*4)+(5*1)+(4*5)+(3*8)+(2*8)+(1*6)=95
95 % 10 = 5
So 4158-86-5 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O3/c1-5(2)7-3-4(6)8-5/h3H2,1-2H3
4158-86-5Relevant articles and documents
Synthesis and evaluation of in vitro anti-tuberculosis activity of N-substituted glycolamides
Daryaee, Fereidoon,Kobarfard, Farzad,Khalaj, Ali,Farnia, Parisa
experimental part, p. 289 - 295 (2009/04/07)
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
Schwenker,Stiefvater
, p. 307 - 311 (2007/10/02)
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Acyloxy-1,2,4-trioxolanes by Dry Ozonolyses of Vinylesters on Polyethylene
Griesbaum, Karl,Volpp, Willi,Huh, Tae-Seong,Jung, In Chan
, p. 941 - 944 (2007/10/02)
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
