24157-02-6

Basic information

• Product Name: 4-BROMOBUTYRALDEHYDE DIMETHYLACETAL
• Synonyms: 4-BROMO-1-BUTYRALDEHYDE DIMETHYLACETAL;4-Bromo-1,1-dimethoxybutane;4-BROMOBUTYRALDEHYDE DIMETHYLACETAL;4-Bromobutyraldehyded dimethylacetal;5-broMo-2-(1-Methoxyethoxy)pentanal;1-Bromo-4,4-dimethoxybutane;4-Bromobutanal dimethyl acetal
• CAS NO: 24157-02-6
• Molecular Formula: C₆H₁₃BrO₂
• Molecular Weight: 197.07
• Mol File: 24157-02-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 45-50℃ (1 Torr)
• Flash Point: 59.695°C
• Appearance: /
• Density: 1.281g/cm³
• Vapor Pressure: 0.887mmHg at 25°C
• Refractive Index: 1.446
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• CAS DataBase Reference: 4-BROMOBUTYRALDEHYDE DIMETHYLACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMOBUTYRALDEHYDE DIMETHYLACETAL(24157-02-6)
• EPA Substance Registry System: 4-BROMOBUTYRALDEHYDE DIMETHYLACETAL(24157-02-6)

Safety Data

• Hazardous Substances Data: 24157-02-6(Hazardous Substances Data)

Usage

General Description

4-Bromobutyraldehyde dimethylacetal is a chemical compound that belongs to the family of aldehydes and derivatives. It is a colorless to pale yellow liquid with a strong, pungent odor. This chemical is primarily used as an intermediate in the synthesis of various organic compounds. It is also employed as a fragrance ingredient and flavoring agent in the production of perfumes, soaps, and other personal care products. Additionally, 4-Bromobutyraldehyde dimethylacetal can be used in the synthesis of pharmaceuticals and agrochemicals. However, it is important to handle this compound with caution, as it is considered to be hazardous to human health and the environment.

InChI:InChI=1/C6H13BrO2/c1-8-6(9-2)4-3-5-7/h6H,3-5H2,1-2H3

Upstream product

• 109-99-9 tetrahydrofuran 
• 149-73-5 trimethyl orthoformate 
• 67-56-1 methanol 
• 38694-47-2 4-bromobutyraldehyde 
• 2623-87-2 bromobutyric acid 
• 558-13-4 carbon tetrabromide 
• 23068-87-3 4-hydroxybutanal dimethyl acetal 

Downstream Products

• 141462-68-2 3-(4,4-dimethoxybutyl)-2-cyclohexen-1-one 
• 187971-83-1 2-(4,4-dimethoxybutyl)cyclohexan-1-one 
• 129083-26-7 5-phenylsulfonyl-5-p-tolylsulfinylpentanaldehyde dimethyl acetal 
• 169695-55-0 ethyl 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexanoate 
• 116234-85-6 N-(2-Acetyl-phenyl)-N-(4,4-dimethoxy-butyl)-4-methyl-benzenesulfonamide 
• 244308-15-4 1-(4,4-dimethoxybutyl)-4,4-dimethylcyclopent-2-en-1-ol 
• 658857-17-1 1-(4,4-dimethoxybutyloxy)-3,5-bis(hydroxymethyl)benzene 
• 658857-44-4 1-(4,4-dimethoxybutyloxy)-3,5-bis(2-propynyloxymethyl)benzene 
• 169695-56-1 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-ol 
• 169695-57-2 6,6-dimethoxy-2-(4,4-dimethoxy-1-cyclohexenyl)hexan-1-yl p-toluenosylfonate 
• 121056-69-7 3-(4-methoxy-3-butenyl)-2-cyclohexen-1-one 
• 91988-22-6 (S)-6,6-Dimethoxy-2-((S)-2-methyl-4-oxo-cyclohex-2-enyl)-hexanenitrile 

Relevant articles and documents

A novel cyclization reaction of a C-6 substituted uridine analog: An entry to 5,6-dialkylated uridine derivatives

5,6-Dialkylated uridine derivatives were conveniently synthesized in 5 steps starting from 2',3'-O-isopropylideneuridine (1) in a 43% overall yield. The key reaction is a novel acid catalyzed cyclization reaction of 6-(4-butanal)-2',3'-O-isopropylideneuridine.

Formation of carbocycles by intramolecular conjugate displacement: Scopeand mechanistic insights

A detailed study has been made of a method of ring closure categorized as an all-carbon intramolecular conjugate displacement (ICD). This reaction involves intramolecular addition of a carbanion, which is stabilized by at least one electron-withdrawing group, to a Michael acceptor which has a leaving group in an allylic position. The process formally resembles a combination of Michael addition and S N2' displacement. The overall result is formation of a ring with loss of the allylic leaving group and shift of the original double bond to a new location spanning the positions of the electron-withdrawing substituent of the Michael acceptor subunit and the original allylic leaving group. The starting materials are easily prepared by a selenium-based version of the Morita-Baylis-Hillman reaction. The cyclizations are transition metal free and occur under mild conditions, using DBU or Cs 2CO 3 inMeCN or THF. Acetate is a suitable leaving group and the electron-withd rawing substituent of the Michael acceptor unit can be CO 2R,SO 2Ph, or CN. Six- and seven-membered rings are formed effi ciently, and complex structures, such as those resembling the core of CP-225,917, are easily assembled. The products of these ICD reactions are themselves classical Michael acceptors. A range of mechanisms probably operates, depending on the structure of the starting material and the reaction conditions, but conclusive evidence for a stepwise mechanism was obtained in a suitably biased case, while other observations are compatible with a concerted process or a stepwise path involving a short-lived carbanion that evades capture by a proton source.

Process for preparing derivatives of 4-halobutyraldehyde

The present invention describes a process for preparing an enol ester of a 4-halo-butyraldehyde which comprises contacting a cyclopropane carboxaldehyde (CPCA) and a carboxylic acid halide in the presence of a Lewis acid catalyst. In addition, the present invention relates to a process for preparing an acetal of a 4-halo-butyraldehyde which comprises contacting an enol ester of a 4-halo-butyraldehyde, prepared according to the present invention, with an alcohol in the presence of a certain acid catalyst.