59067-07-1

Basic information

• Product Name: BROMOPROPIONALDEHYDE DIETHYACETA
• Synonyms: BROMOPROPIONALDEHYDE DIETHYACETA;2-(Bromomethyl)-3,3-diethoxypropanal;3-Bromopropinaldehyde diethyl acetal
• CAS NO: 59067-07-1
• Molecular Formula: C₇H₁₅BrO₂
• Molecular Weight: 239.1069
• Mol File: 59067-07-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BROMOPROPIONALDEHYDE DIETHYACETA(CAS DataBase Reference)
• NIST Chemistry Reference: BROMOPROPIONALDEHYDE DIETHYACETA(59067-07-1)
• EPA Substance Registry System: BROMOPROPIONALDEHYDE DIETHYACETA(59067-07-1)

Safety Data

• Hazardous Substances Data: 59067-07-1(Hazardous Substances Data)

Usage

Uses

Used in Food and Beverage Industry:
Bromopropionaldehyde diethylacetal is used as a flavoring agent for its distinctive sweet, fruity, and floral aroma. It is particularly favored in the production of baked goods, candies, and beverages, where it adds a unique and appealing taste to a wide range of products.
Used in Fragrance Industry:
Due to its pleasant and complex scent, bromopropionaldehyde diethylacetal is also utilized in the fragrance industry. It can be found in various perfumes, colognes, and other scented products, contributing to their overall aroma and enhancing the sensory experience for consumers.
Used in Chemical Synthesis:
Beyond its applications in flavoring and fragrances, bromopropionaldehyde diethylacetal serves as a valuable intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a key component in the production of pharmaceuticals, agrochemicals, and other specialty chemicals, where it can be further transformed into a multitude of useful products.
Used in Research and Development:
In the realm of scientific research, bromopropionaldehyde diethylacetal is employed as a reagent and a starting material for the development of new chemical processes and methodologies. Its properties make it an interesting subject for study, and its potential applications in various fields continue to be explored by researchers worldwide.

Upstream product

• 64-17-5 ethanol 
• 107-02-8 acrolein 
• 65032-54-4 3-bromopropanal 
• 3054-95-3 acrylaldehyde diethyl acetal 

Downstream Products

• 66121-76-4 3-bromo-propionaldehyde-(2,4-dinitro-phenylhydrazone) 
• 57432-86-7 3-(phenylthio)propionaldehyde diethyl acetal 
• 88131-57-1 N-(3,3-Diethoxy-propyl)-N-p-tolyl-methanesulfonamide 
• 88131-56-0 N-(3,3-Diethoxy-propyl)-N-phenyl-methanesulfonamide 
• 88131-59-3 N-(3,3-Diethoxy-propyl)-N-o-tolyl-methanesulfonamide 
• 88131-60-6 N-(3,3-Diethoxy-propyl)-N-(2-methoxy-phenyl)-methanesulfonamide 
• 88131-58-2 N-(3,3-Diethoxy-propyl)-N-(4-methoxy-phenyl)-methanesulfonamide 
• 944917-72-0 2,6-difluoro-N-[4-(1-thiazol-2-yl-4-methyl-1,2,5,6-tetrahydro-pyridin-3-yl)-phenyl]-benzamide 
• 73785-79-2 allyl(3,3-diethoxypropyl)diphenylphosphonium bromide 
• 18381-45-8 4,4-diethoxybutanenitrile 
• 15110-17-5 diethyl 3,3-diethoxypropylphosphonate 
• 20619-13-0 Didesmethylchlorpheniramine 
• 1572186-46-9 C₂₈H₃₃BrN₂O₆Si 
• 124389-40-8 4-ethoxy-6-phenylthio-1-hexene 

Relevant articles and documents

TRIMETHYLSILYL-HALIDE-MEDIATED CONJUGATED ADDITION TO ALLYLIC ACETALS

Trimethylsilyl chloride can effect the conjugated addition of NaX (X=Br, I, SCN) to α,β-unsaturated acetals and ketals without deprotection of the carbonyl group.

Cyclization of 2-acetaldehyde Diethyl Acetals to Indoles. Evidence for Stereoelectronic Effects in Intramolecular Electrophilic Aromatic Substitution

Methanesulfonamides of N-(2,2-diethoxyethyl)anilines can be cyclized to indoles in aromatic solvents by reaction with titanium tetrachloride.The temperature of the cyclization is substituent dependent, occurring at 0 deg C for the m-methoxy derivative but requiring 130 deg C for the p-bromo compound.Yields are good for various alkoxy-, alkyl-, and haloindoles, ranging from 60percent to 90percent.Meta-substituted reactants give rise to mixtures of 4- and 6-substituted indoles in which the 6-substituted product dominates by 2-4:1.The cyclization fails for ortho-substituted reactants.The major reaction process is N-dealkylation in the case of ortho-substituted compounds.An analogous cyclization occurs with the methanesulfonamides of N-(3,3-diethoxypropyl)anilines to give 1-(methylsulfonyl)-4-chloro-1,2,3,4-tetrahydroquinolines.This cyclization is much more rapid than for the five-membered ring closure leading to indoles and indicates a substantial rate retardation due to stereoelectronic effects in the indole cyclization.Ortho substitution also prevents cyclization in the six-membered-ring case.

A Short Synthesis of Royal Jelly Acid

3-Bromopropanal acetal (I) is coupled with the Grignard reagent from 5-bromo-1-tetrahydropyranyloxypentane (II) to obtain 8-tetrahydropyranyloxy-1-octanal diethyl acetal (III).III on acid hydrolysis followed by Knoevenagel condensation with malonic acid affords the title compound (V).

PREPARATION ET CONVERSION D'ω-FORMYLALKYLPHOSPHONATES EN ACIDES AMINOCARBOXYALKYLPHOSPHONIQUES

ω-Formylalkylphosphonates by acid hydrolysis of the corresponding acetals obtained from triethylphosphite and bromoacetals has been described.In aqueous solution in the presence of cyanide and amines these compounds give aminonitriles (Strecker) or hydantoins (Bucherer).These reactions give access to a large variety of compounds which by acid hydrolysis (Strecker) or basic then acid hydrolysis (Bucherer) lead to pure aminocarboxalkylphosphonic acids (phosphonoalanine, etc.).