18742-02-4 Usage
Description
2-(2-Bromoethyl)-1,3-dioxolane is a clear colorless to yellow or brown liquid that serves as a versatile chemical intermediate and building block in various chemical syntheses. It is known for its alkylating properties and is used in the synthesis of pharmaceuticals, organic compounds, and as a flavoring agent.
Uses
Used in Pharmaceutical Synthesis:
2-(2-Bromoethyl)-1,3-dioxolane is used as a pharmaceutical intermediate for the synthesis of various drugs, including EGFR inhibitors and orally active agents targeting cancer and cell proliferation with quinoline substructures. It plays a crucial role in the development of novel therapeutics for cancer treatment.
Used in Chemical Synthesis:
As an alkylating agent, 2-(2-Bromoethyl)-1,3-dioxolane is used for amines, 1,3-dithianes, and carboximides. It is also utilized in the synthesis of aldehydes via the Grignard reagent, showcasing its versatility in organic chemistry.
Used in Flavoring Industry:
2-(2-Bromoethyl)-1,3-dioxolane is employed as a flavoring agent, contributing to the development of new and innovative flavors in the food and beverage industry.
Used in Organic Building Blocks:
2-(2-Bromoethyl)-1,3-dioxolane serves as a valuable organic building block in the synthesis of dioxolanes, acetals, and ketals, which are essential components in various chemical and pharmaceutical applications.
Used in Copper-Catalyzed Borylation:
In the field of chemical research, 2-(2-Bromoethyl)-1,3-dioxolane is used in copper-catalyzed borylation reactions with bis(pinacolato)diboron, followed by treatment with potassium bifluoride to afford key organotrifluoroborate reagents, which are essential for further chemical transformations and synthesis.
Purification Methods
Dissolve it in pentane, wash with 5% aqueous NaHCO3, dry (Na2SO4), and evaporate. Distil the residue. [NMR: Büchi & Wüest J Org Chem 34 1122 1969, Kriesat & Gisvold J Pharm Sci 60 1250 1971, Beilstein 19/1 V 69.]
Check Digit Verification of cas no
The CAS Registry Mumber 18742-02-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,7,4 and 2 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 18742-02:
(7*1)+(6*8)+(5*7)+(4*4)+(3*2)+(2*0)+(1*2)=114
114 % 10 = 4
So 18742-02-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H11BrO2/c7-3-2-6-8-4-1-5-9-6/h6H,1-5H2
18742-02-4Relevant articles and documents
Discovery of a novel class of inhaled dual pharmacology muscarinic antagonist and β2 agonist (MABA) for the treatment of chronic obstructive pulmonary disease (COPD)
Rancati, Fabio,Linney, Ian D.,Rizzi, Andrea,Delcanale, Maurizio,Knight, Chris K.,Schmidt, Wolfgang,Pastore, Fiorella,Riccardi, Benedetta,Mileo, Valentina,Carnini, Chiara,Cesari, Nicola,Blackaby, Wesley P.,Patacchini, Riccardo,Carzaniga, Laura
supporting information, (2021/04/12)
The targeting of both the muscarinic and β-adrenergic pathways is a well validated therapeutic approach for the treatment of chronic obstructive pulmonary disease (COPD). In this communication we report our effort to incorporate two pharmacologies into a single chemical entity, whose characteristic must be suitable for a once daily inhaled administration. Contextually, we aimed at a locally acting therapy with limited systemic absorption to minimize side effects. Our lung-tailored design of bifunctional compounds that combine the muscarinic and β-adrenergic pharmacologies by the elaboration of the muscarinic inhibitor 7, successfully led to the potent, pharmacologically balanced muscarinic antagonist and β2 agonist (MABA) 13.
METHOD FOR PRODUCING BROMINE-CONTAINING CYCLIC ACETAL COMPOUND
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Paragraph 0039, (2017/06/24)
PROBLEM TO BE SOLVED: To provide a method for producing a bromine-containing cyclic acetal compound with high efficiency and high yields and, additionally, provide a highly safe and inexpensive production method. SOLUTION: A bromine-containing cyclic acetal compound is obtained with high yields by the reaction of an α,β-unsaturated carbonyl compound, hydrogen bromide and ethylene glycol in coexistence of ether. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
AN IMPROVED SYNTHESIS OF 2-(β-BROMOETHYL)-2-METHYL-1,3-DIOXOLANE, A USEFUL METHYL VINYL KETONE EQUIVALENT
Hsung, Richard P.
, p. 1175 - 1179 (2007/10/02)
A general method for the formation of β-bromo-ketals, and its application to an improved synthesis of 2-(β-bromoethyl)-2-methyl-1,3-dioxolane, a useful methyl vinyl ketone equivalent, in 82percent yield, are described.
