616-27-3

Usage

Uses

Used in Organic Synthesis:
1-Chlorobutanone is used as a chemical intermediate for the synthesis of various organic compounds. Its strong electrophilic nature makes it a versatile reagent in a wide range of synthetic reactions, including the formation of carbon-carbon bonds and the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Chemical Research:
1-Chlorobutanone is used as a reagent in chemical research to study the reactivity and selectivity of various organic reactions. Its ability to participate in a variety of synthetic transformations makes it a valuable tool for chemists in understanding reaction mechanisms and developing new synthetic methods.
Used in Pharmaceutical Industry:
1-Chlorobutanone is used as a building block in the synthesis of certain pharmaceutical compounds. Its reactivity allows for the formation of complex molecular structures that are difficult to access through other synthetic routes.
Used in Agrochemical Industry:
1-Chlorobutanone is used in the synthesis of agrochemicals, such as pesticides and herbicides. Its ability to form stable intermediates and participate in various synthetic reactions makes it a valuable component in the development of new and effective agrochemical products.
Used in Specialty Chemicals:
1-Chlorobutanone is used in the production of specialty chemicals, such as fragrances, dyes, and other fine chemicals. Its versatility as a reagent allows for the synthesis of a wide range of chemical products with unique properties and applications.

InChI:InChI=1/C4H7ClO/c1-2-4(6)3-5/h2-3H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 79-03-8 propionyl chloride 
• 106-98-9 1-butylene 
• 23010-02-8 2-(chloromethyl)-1-butene 
• 1873-25-2 1-chloro-butan-2-ol 
• 3135-74-8 chlorourea 
• 78-93-3 butanone 
• 106-88-7 ethyloxirane 
• 141339-90-4 t-butyl 2-chloro-3-oxopentanoate 
• 925-90-6 ethylmagnesium bromide 
• 79-04-9 chloroacetyl chloride 
• 67-56-1 methanol 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 

Downstream Products

• 4404-99-3 1,2-epoxy-1-phenyl-pentan-3-one 
• 103985-98-4 4-ethyl-3-phenyl-3H-thiazol-2-one 
• 5077-67-8 1-Hydroxy-2-butanone 
• 19780-44-0 4-ethyl-3-hexanol 
• 1575-57-1 2-oxobutyl acetate 
• 80369-11-5 1-N-phthalimidobutan-2-one 
• 33120-75-1 5-Ethyl-thiazolin-thion(2) 
• 33279-01-5 3-oxo-pentanenitrile 
• 34631-53-3 2-amino-4-ethylthiazole 
• 158555-01-2 4-ethyl-2-phenylthiazole 
• 513-86-0 3-hydroxy-2-butanon 
• 1873-25-2 1-chloro-butan-2-ol 
• 2840-11-1 1-chloro-butane-2,3-dione 3-oxime 
• 79-31-2 isobutyric Acid 

Relevant academic research and scientific papers

A mild method for conversion of epoxides into α-chloro ketones

Epoxides on treatment with DMSO, oxalyl chloride, and 10 mole % of methanol in the presence of triethylamine at -60°C are converted to α-chloro ketones in high yield.

Photoenzymatic Synthesis of α-Tertiary Amines by Engineered Flavin-Dependent "ene"-Reductases

α-Tertiary amines are a common motif in pharmaceutically important molecules but are challenging to prepare using asymmetric catalysis. Here, we demonstrate engineered flavin-dependent ‘ene'-reductases (EREDs) can catalyze radical additions into oximes to prepare this motif. Two different EREDs were evolved into competent catalysts for this transformation with high levels of stereoselectivity. Mechanistic studies indicate that the oxime contributes to the enzyme templated charge-transfer complex formed between the substrate and cofactor. These products can be further derivatized to prepare a variety of motifs, highlighting the versatility of ERED photoenzymatic catalysis for organic synthesis.

A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity

α-Chloro-, bromo- and iodoenamines, which are readily prepared from the corresponding isobutyramides have been found to be excellent reagents for the transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms have been proposed.

3-Cyano-5-thiazaheteroaryl-dihydropyridine and the use thereof for the treatment of cardiovascular diseases

The present application relates to novel aryl-substituted 3-cyano-5-thiazolyl- and 3-cyano-5-thiadiazolyl-1,4-dihydropyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

Method for preparing chiral diphosphines

The invention concerns a method for preparing a compound of formula (1) wherein: A represents naphthyl or phenyl optionally substituted; and Ar1, Ar2independently represent a saturated or aromatic carbocyclic group, optionally substituted.

A general synthesis of enantiopure 1,2-aminoalcohols via chiral morpholinones

Eleven optically active 1,2-aminoalcohols 20a-i and 26b-c were prepared from D-phenylglycine via cyclic imines 7b-i (or enamine 7a). The key step of the strategy is the diastereoselective reduction of chiral oxazinones 7a-i.

Preparation of 1-aminoalkylphosphonic acids and 2-aminoalkylphosphonic acids by reductive amination of oxoalkylphosphonates

By reacting dialkyl 1-oxo- or 2-oxoalkylphosphonates with benzhydrylamine followed by reduction with triacetoxyborohydride and acid hydrolysis gave corresponding aminoalkylphosphonic acids with satisfactory yields. The use of benzylamine, α-methylbenzylamine and tritylamine was unsuccessful in the case of dialkyl 1-oxoalkylphosphonates whereas conversion of 2-oxoalkylphosphonates was also achieved although with lower yields.

A Systematic Study on the Bakers'Yeast Reduction of 2-Oxoalkyl Benzoates and 1-Chloro-2-alkanones

The bakers' yeast reduction of a series of 2-oxoalkyl arenecarboxylates (1a-f) (R=CH3 to n-C6H13; X=H) and the phenyl-modified derivatives (1g-l) (R=n-C5H11, X=OH, CH3, F, Cl, Br, or I) as well as 1-chloro-2-alkanones R(C=O)CH2Cl (6a-f) (R=CH3 to n-C6H13) were systematically investigated.The substrate specificities, configuration and percentee of the reduction products were found to be highly dependent on the length of the alkyl group (R) and the α substituent.Thus, the benzoates 1a-f gave optically active 2-hydroxyalkyl benzoates (2a-f) (R, configuration, percentee) (a: CH3, S, 99; b: C2H5, S, 98; c: C3H7, S, 26; d: n-C4H9, R, 55; e: n-C5H11, S, 15; f: n-C6H13, S, 63) in 11-91percent yields.Among the modification experiments of the phenyl group, 1g-l, the p-iodo substituent markedly increased the ee from 15 to 71percent, although the yield was rather lowered (22percent yield).The reduction of α-chloro ketones 6a-f also gave optically active 1-chloro-2-alkanols (7a-f) in 16-69percent yields.

SYNTHESE ET ETUDE ELECTROCHIMIQUE DE POLY(ALKYL-3 SELENOPHENES)

Synthesis of 3-alkyl selenophenes via chloromethyl ketones and acetylenic chlorhydrins is described.The electropolymerisation yields electroactive and soluble polymers with high conductivity in the doped state.

Free Radical Substitution. Part 38. The Effect of Solvent on the Atomic Chlorination and Bromination of 2-Substituted Butanes and the Importance of Steric Effects

The relative selectivity of atomic halogenation of 2-substituted butanes is influenced by the phase and by solvents.There are solvents which increase the selectivity compared with the gas phase and solvents which decrease the relative selectivity.However the most striking feature of the halogenation (especially the bromination) of 2-substituted butanes is the high reactivity of the 2-position notwithstanding very unfavourable polar effects.This reactivity is attributed to the release of steric compression associated with the abstraction of the tertiary hydrogen atom.The halogenation of butan-2-ol esters is associated with some decomposition of 2-butyl radical (OCOR)CH3> and the chlorination of 2-phenylbutane with the formation of olefins 2-phenylbut -1-ene and 2-phenylbut-2-ene.