917-93-1

Basic information

• Product Name: 2-chloro-2-methylpropionaldehyde
• Synonyms: 2-chloro-2-methylpropionaldehyde;2-Chloro-2-methylpropanal
• CAS NO: 917-93-1
• Molecular Formula: C₄H₇ClO
• Molecular Weight: 106.55078
• EINECS: 213-036-9
• Mol File: 917-93-1.mol

Chemical Properties

• Boiling Point: 118.37°C (rough estimate)
• Flash Point: 25.5°C
• Appearance: /
• Density: 1.0530
• Vapor Pressure: 57.2mmHg at 25°C
• Refractive Index: 1.4160 (estimate)
• CAS DataBase Reference: 2-chloro-2-methylpropionaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-2-methylpropionaldehyde(917-93-1)
• EPA Substance Registry System: 2-chloro-2-methylpropionaldehyde(917-93-1)

Safety Data

• Hazardous Substances Data: 917-93-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C4H7ClO/c1-4(2,5)3-6/h3H,1-2H3

Upstream product

• 78-84-2 isobutyraldehyde 
• 673-33-6 1-piperidino-1-isobutene 
• 113676-38-3 N-chloro-N'-(4-nitrobenzenesulfonyl)-benzamidine 
• 7471-98-9 (2,4,6-tris(2-chloropropan2-yl)-1,3,5-trioxane) 
• 78-83-1 2-methyl-propan-1-ol 
• 39767-66-3 (C₄H₉)3SnOC(CH₃)2CHCl₂ 
• 39767-68-5 (C₄H₉)3SnOC(CH₃)2CHClBr 
• 558-38-3 2-chloro-2-methyl-1-propanol 
• 7782-50-5 chlorine 
• 3638-35-5 2-cyclopropylpropane 
• 75-28-5 Isobutane 
• 2403-55-6 4-(2-methyl-1-propenyl)morpholine 
• 51673-52-0 N-chloro-N'-tosylbenzamidine 
• 20165-22-4 (1,2-dichloro-2-methyl-propyl)-phosphorimidic acid trichloride 

Downstream Products

• 7472-06-2 α-ethoxy-isobutyraldehyde-(2,4-dinitro-phenylhydrazone) 
• 6509-07-5 3,3-dimethyloxirane-2-carbonitrile 
• 16042-21-0 2-methyl-2-(methylthio)propanal 
• 54401-37-5 2-Hydroxy-3,3,-dimethyl-4-cyano-5-phenyl-2,3-dihydrofuran 
• 54401-39-7 2-Benzoyl-3-(1-hydroxy-1-methyl-ethyl)-4-[1-hydroxy-1-phenyl-meth-(Z)-ylidene]-pentanedinitrile 
• 627-97-4 2-methyl-2-heptene 
• 62134-57-0 [2-Chloro-2-methyl-prop-(E)-ylidene]-cyclohexyl-amine 
• 1042684-38-7 diethyl [(diethoxyphosphoryl)-(2-methylpropenylimino)methyl]phosphonate 
• 26196-04-3 1-methoxy-2-methylpropylene oxide 
• 32899-85-7 2,5-dihydro-5,5-dimethyl-2-(1-methylethyl)-thiazole 
• 106663-14-3 (RS)-3-benzyl-5,5-dimethyl-4-hydroxy-1,3-thiazolidine-2-thione 
• 1418369-63-7 (RS)-5-phenyl-2,2,5-trimethyl-2,5-dihydro-1,3-thiazole 
• 1365547-75-6 (S_S)-α-chloro-N-p-toluenesulfinyl isobutyraldimine 
• 264907-55-3 (4-Bromo-phenyl)-[2-chloro-2-methyl-prop-(E)-ylidene]-amine 

Relevant articles and documents

Biocatalytic Reduction of 2-Monosubstituted 3-Thiazolines Using Imine Reductases

The application of a straightforward biocatalytic technology for the reduction of racemic 2-monosubstituted 3-thiazolines, which are easily prepared via Asinger-multicomponent reaction, is reported. The biocatalytic reduction yields racemic 2-monosubstituted 3-thiazolidines, which are difficult to be prepared by means of classic chemical routes, in moderate to high yields. Moreover, our study clarifies the stereochemical reaction course of the biocatalytic reduction. Furthermore, the efficiency of this biocatalytic technology is demonstrated in an experiment at an elevated substrate concentration of 60?mM leading to 96% conversion.

PROCESS FOR THE PREPARATION OF 2,2-DIMETHYLPIPERAZINE

This invention relates to a novel chemical process for the synthesis of 2,2-dimethylpiperazine and the further transformation of 2,2-dimethylpiperazine into ferf-butyl-3,3-dimethylpiperazine-l- carboxylate-hemi-DL-tartrate.

Synthesis and low temperature spectroscopic observation of 1,3,5-trioxane-2,4,6-trione: The cyclic trimer of carbon dioxide

1,3,5-Trioxane-2,4,6-trione (cyclic trimer of CO2) is the product of a four-step synthesis: chlorination of isobutyraldehyde; cyclotrimerization of 2-chloro-2-methylpropanal; dehydochlorination of 2,4,6-tris(2-chloropropan)-2-yl-1,3,5-trioxane; ozonolysis at -80 °C of 2,4,6-tri(propan-2-ylidene)-1,3,5-trioxane. This trioxane-trione is detected in solution at temperatures between -80 to -40 °C, and its conversion to CO2 is monitored by 13C NMR and FTIR. The CO2 trimer has a half-life of approximately 40 min at -40 °C.

INHIBITORS OF BETA-SECRETASE

The present invention relates to spirocyclic acylguanidines and their use as inhibitors of the β-secretase enzyme (BACE1) activity, pharmaceutical compositions containing the same, and methods of using the same as therapeutic agents in the treatment of neurodegenerative disorders, disorders characterized by cognitive decline, cognitive impairment, dementia and diseases characterized by production of β-amyloid aggregates.

Stereocontrolled 1,3-phosphatyloxy and 1,3-halogen migration relay toward highly functionalized 1,3-dienes

A double migratory cascade reaction of α-halogen-substituted propargylic phosphates to produce highly functionalized 1,3-dienes has been developed. This transformation features 1,3-phosphatyloxy group migration followed by 1,3-shifts of bromine and chlorine as well as the unprecedented 1,3-migration of iodine. The reaction is stereodivergent: (Z)-1,3-dienes are formed in the presence of a copper catalyst, whereas gold-catalyzed reactions exhibit inverted stereoselectivity, producing the corresponding E products.

2'-O-AMINOOXYMETHYL NUCLEOSIDE DERIVATIVES FOR USE IN THE SYNTHESIS AND MODIFICATION OF NUCLEOSIDES, NUCLEOTIDES AND OLIGONUCLEOTIDES

Disclosed are O-protected compounds of the formula (I):wherein B is an optionally protected nucleobase, and R1-R3 are as described herein, a method of preparing such compounds, and a method of preparing oligonucleotides such as RNA starting from such compounds. The O-protected compounds have one or more advantages, for example, the 2'-O-protected compound is stable during the various reaction steps involved in oligonucleotide synthesis; the protecting group can be easily removed after the synthesis of the oligonucleotide, for example, by reaction with tetrabutylammonium fluoride; and/or the O-protected groups do not generate DNA/RNA alkylating side products, which have been reported during removal of 2'-O-(2-cyanoethyl)oxymethyl or 2'-O-[2-(4-tolylsulfonyl)ethoxymethyl groups under similar conditions.

Effects of sulphur nutrition during potato cultivation on the formation of acrylamide and aroma compounds during cooking

Lack of sulphur nutrition during potato cultivation has been shown to have profound effects on tuber composition, affecting in particular the concentrations of free asparagine, other amino acids and sugars. This is important because free asparagine and sugars react at high temperatures to form acrylamide, a suspect carcinogen. Free amino acids and sugars also form a variety of other compounds associated with colour and flavour. In this study the volatile aroma compounds formed in potato flour heated at 180 °C for 20 min were compared for three varieties of potato grown, with and without sulphur fertiliser. Approximately 50 compounds were quantified in the headspace extracts of the heated flour, of which over 40 were affected by sulphur fertilisation and/or variety. Many of the 41 compounds found at higher concentrations in the sulphur-deficient flour were Strecker aldehydes and compounds formed from their condensation, whereas only one compound, benzaldehyde, behaved in the same way as did acrylamide and was found at higher concentrations in the sulphur-sufficient flour. The reasons for these effects are discussed.

Oxidation of alcohols by chlorine dioxide in organic solvents

The kinetics of oxidation of a series of alcohols (propan-2-ol, 2-methylpropan-1-ol, butan-1-ol, butan-2-ol, 3-methylpentan-1-ol, heptan-4-ol, decan-2-ol, cyclohexanol, borneol) by chlorine dioxide in organic solvents was studied using spectrophotometry. The reaction is described by the second-order rate equation w = k[ROH][ClO2]. The rate constants were measured in the range of 10-60 °C, and the activation parameters of the processes were calculated. The products were identified, and the yields were determined.

Rearrangement of 4-(1-haloalkyl)- and 4-(2-haloalkyl)-2-azetidinones into methyl ω-alkylaminopentenoates via transient aziridines and azetidines

The synthesis of 4-(1-haloalkyl)-2-azetidinones and 4-(2-haloalkyl)-2- azetidinones was investigated with use of the Staudinger reaction between in situ generated ketenes and α-haloimines or β-haloimines. This new class of functionalized 2-azetidinones was further evaluated for its potential use as intermediates in the synthesis of highly functionalized compounds. The reaction of 4-(1-haloalkyl)-2-azetidinones and 4-(2-haloalkyl)-2-azetidinones with sodium methoxide in methanol yielded ring-opened products, i.e., methyl 2-alkoxy-4-(alkylamino)pentenoate and methyl 5-(alkyl-amino)pentenoate, respectively. Further attention was paid in detail to the reaction mechanism involved in this peculiar transformation. It was proven that these reactions proceeded via intermediate aziridines or azetidines.

Oxidation of benzylic alcohols and ethers to carbonyl derivatives by nitric acid in dichloromethane

Nitric acid in dichloromethane may be successfully employed for the oxidation of benzylic alcohols and ethers to the corresponding carbonyl compounds. The proposed method proved to be of general applicability, affording very good yields of aldehydes and ketones and showing interesting chemoselectivity in many instances, allowing competitive aromatic nitration to be avoided, as well as - in the case of aldehydes - any further oxidation to carboxylic acids. The reaction probably proceeds by a radical mechanism, the active species in the oxidation process being NO2. Competitive formation of nitro esters was observed in some cases, whereas poor results were obtained with allylic and non-benzylic substrates. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.