49653-47-6

Basic information

• Product Name: 1,1-dimethylethyl dichloroacetate
• Synonyms: 1,1-dimethylethyl dichloroacetate;Dichloroacetic acid tert-butyl ester;Dichloroacetic acid=tert-butyl ester;tert-butyl 2,2-dichloroacetate
• CAS NO: 49653-47-6
• Molecular Formula: C₆H₁₀Cl₂O₂
• Molecular Weight: 185.0484
• EINECS: 256-412-8
• Mol File: 49653-47-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 182.6°Cat760mmHg
• Flash Point: 64.4°C
• Appearance: /
• Density: 1.199g/cm³
• Vapor Pressure: 0.805mmHg at 25°C
• Refractive Index: 1.447
• CAS DataBase Reference: 1,1-dimethylethyl dichloroacetate(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-dimethylethyl dichloroacetate(49653-47-6)
• EPA Substance Registry System: 1,1-dimethylethyl dichloroacetate(49653-47-6)

Safety Data

• Hazardous Substances Data: 49653-47-6(Hazardous Substances Data)

Usage

Description

1,1-Dimethylethyl dichloroacetate is a chemical compound that belongs to the ester group. It is an organic compound that is commonly used as an intermediate in organic synthesis. It is also used as a reagent in the production of various pharmaceutical compounds. 1,1-Dimethylethyl dichloroacetate is a clear, colorless liquid with a characteristic odor. It is soluble in most organic solvents and has a relatively low boiling point. 1,1-Dimethylethyl dichloroacetate is not known to be highly toxic, but it should be handled with care and in a well-ventilated area due to its potential to release harmful vapors.

Uses

Used in Pharmaceutical Industry:
1,1-Dimethylethyl dichloroacetate is used as an intermediate in organic synthesis for the production of various pharmaceutical compounds. It plays a crucial role in the synthesis of drugs, contributing to the development of new medications and therapies.
Used in Organic Synthesis:
1,1-Dimethylethyl dichloroacetate is used as a reagent in organic synthesis, enabling the creation of a wide range of organic compounds. Its versatility in chemical reactions makes it a valuable component in the synthesis of various organic molecules for different applications.

InChI:InChI=1/C6H10Cl2O2/c1-6(2,3)10-5(9)4(7)8/h4H,1-3H3

Upstream product

• 79-43-6 dichloro-acetic acid 
• 115-11-7 isobutene 
• 79-36-7 dichloroacethyl chloride 
• 75-65-0 tert-butyl alcohol 

Downstream Products

• 69257-97-2 benzene-1,2,3,4,5,6-hexacarboxylic acid hexa-tert-butyl ester 
• 133270-03-8 tert-butyl (chloro)(2,4-dinitrophenyl)acetate 
• 7633-38-7 di-tert-butyl fumarate 
• 18305-60-7 di-tert-butyl maleate 
• 133228-50-9 tert-butyl (Chloro)(5-fluoro-2,4-dinitrophenyl)acetate 
• 75814-56-1 (E)-tert-butyl 3-phenylbut-2-enoate 
• 75814-57-2 tert-butyl (Z)-3-phenylbut-2-enoate 
• 133270-02-7 tert-butyl (chloro)(5-chloro-2,4-dinitrophenyl)acetate 
• 34619-03-9 tert-butyldicarbonate 
• 694-16-6 1,1-dichloro-2,2-dimethylcyclopropane 
• 955961-39-4 tert-butyl 3-chloro-3-(4-methoxyphenyl)-2-oxopropionate 
• 62148-70-3 tert-butyl 3-chloro-2-oxo-3-phenylpropionate 
• 131619-25-5 5-phenyl-2(E)-pentenoic acid tert-butyl ester 
• 881011-58-1 3-(4-methoxy-phenyl)-3-(2-nitro-phenylsulfanyl)-2-oxo-propionic acid tert-butyl ester 

Relevant articles and documents

Synthesis of substituted 5-bromomethyl-4-nitroimidazoles and use for the preparation of the hypoxia-selective multikinase inhibitor SN29966

5-Bromomethyl-4-nitroimidazoles have utility as bioreductive trigger precursors for the preparation of hypoxia-selective prodrugs. Here we describe an efficient two-step synthesis of 5-(bromomethyl)-1-methyl-4-nitro-1H- imidazole, a preferred precursor, employing an N-bromosuccinimide mediated radical bromination. Use of this precursor to prepare SN29966, a promising hypoxia-selective irreversible pan-ErbB inhibitor is reported along with the preparation of four other prodrug candidates. 5-Bromomethyl-4-nitroimidazole analogues bearing electron-donating and electron-withdrawing substituents at the N-1 and C-2 positions are also described.

The first sequential reaction promoted by manganese: Complete stereoselective synthesis of (E)-α,β-unsaturated esters from 2,2-dichloroesters and aldehydes

(Chemical Equation Presented) α,β-Unsaturated esters were obtained with complete control of stereoselectivity utilizing a sequential reaction of dichloroesters with a variety of aldehydes, promoted by active manganese. This methodology is generally applicable, and the C-C double bond can be di- or trisubstituted. A mechanism based on a successive aldol-type reaction/β-elimination is proposed to explain these results.

A Mild and Efficient Alumina-Promoted Synthesis of t-Butyl Esters

A wide variety of aliphatic acid chlorides including an optically active one has been efficiently converted to their t-butyl esters under very mild reaction conditions by employing activated alumina as a catalyst.