3395-81-1

Basic information

• Product Name: 4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9&
• Synonyms: 4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9&;4-Chlorobenzaldehyde dimethyl acetal 98%
• CAS NO: 3395-81-1
• Molecular Formula: C₉H₁₁ClO₂
• Molecular Weight: 186.637
• Product Categories: Acetals/Ketals/Ortho Esters;Organic Building Blocks;Oxygen Compounds
• Mol File: 3395-81-1.mol
• Article Data: 82

Chemical Properties

• Boiling Point: 114-115 °C19 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: /
• Density: 1.128 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.282mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9&(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9&(3395-81-1)
• EPA Substance Registry System: 4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9&(3395-81-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 3395-81-1(Hazardous Substances Data)

Usage

Description

4-Chlorobenzaldehyde dimethyl acetal, also known as 4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9&, is an organic compound derived from 4-chlorobenzaldehyde. It is synthesized in the presence of cerium (IV) ammonium nitrate and characterized by 1H and 13C-NMR spectroscopy. 4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9& exhibits unique chemical properties and reactivity, making it suitable for various applications across different industries.

Uses

Used in Pharmaceutical Industry:
4-Chlorobenzaldehyde dimethyl acetal is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity allow for the development of new drugs with potential therapeutic applications.
Used in Flavor and Fragrance Industry:
4-CHLOROBENZALDEHYDE DIMETHYL ACETAL 9& is also used as a building block in the creation of unique fragrances and flavors. Its distinct chemical properties contribute to the development of novel scents and tastes for various consumer products.
Used in Chemical Research:
4-Chlorobenzaldehyde dimethyl acetal serves as a valuable research tool in organic chemistry. It is used to study reaction mechanisms, explore new synthetic routes, and develop innovative chemical processes.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Chlorobenzaldehyde dimethyl acetal is utilized as a precursor for the development of new pesticides and other agrochemical products. Its unique structure allows for the creation of compounds with improved efficacy and selectivity.

InChI:InChI=1/C9H11ClO2/c1-11-9(12-2)7-3-5-8(10)6-4-7/h3-6,9H,1-2H3

Upstream product

• 67-56-1 methanol 
• 16361-37-8 4,4'-((4-chlorophenyl)methylene)dimorpholine 
• 104-88-1 4-chlorobenzaldehyde 
• 89712-45-8 N,N-dimethylformamide dimethyl sulfate adduct 
• 1878-66-6 4-chlorophenylacetic Acid 
• 1073-67-2 4-vinylbenzyl chloride 
• 106-43-4 para-chlorotoluene 
• 149-73-5 trimethyl orthoformate 
• 873-76-7 para-Chlorobenzyl alcohol 
• 3510-48-3 4-chlorobenzaldehyde azine 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 10359-09-8 2-(4-chlorophenyl)-1,3-dithiane 
• 110-89-4 piperidine 
• 64-17-5 ethanol 

Downstream Products

• 56377-71-0 (α,4-Dichlorbenzyl)methylether 
• 63523-32-0 N-[(4-chloro-phenyl)-methoxy-methyl]-4-methoxy-thiobenzamide 
• 71037-46-2 C₁₆H₁₆Cl₂O₄ 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 22911-21-3 1-chloro-4-(trimethoxymethyl)benzene 
• 131029-17-9 1-(4-chlorophenyl)-1-methoxyhept-2-yne 
• 114533-83-4 1-Chloro-4-(1,3,3-trimethoxy-propyl)-benzene 
• 87505-93-9 2-<(4-chlorophenyl)methoxymethyl>-2-(trimethylsiloxy)cyclobutanone 
• 77961-17-2 5-[2-(4-Chloro-phenyl)-2-methoxy-ethyl]-2-methoxy-2,4-dimethyl-2,3-dihydro-benzo[b]oxepine 
• 126855-52-5 (2E,4E)-5-(4-Chloro-phenyl)-3-methylsulfanyl-1-phenyl-penta-2,4-dien-1-one 
• 126855-53-6 2-(4-chlorophenyl)-2,3-dihydro-6-phenyl-4H-pyran-4-one 
• 126855-54-7 (2E,4E)-1,5-Bis-(4-chloro-phenyl)-3-methylsulfanyl-penta-2,4-dien-1-one 
• 126855-55-8 2,6-Bis-(4-chloro-phenyl)-2,3-dihydro-pyran-4-one 
• 253148-37-7 meso-1,2-bis-(4'-chlorophenyl)-1,2-dimethoxyethane 

Relevant articles and documents

Practical acetalization and transacetalization of carbonyl compounds catalyzed by recyclable PVP-I

A novel PVP-I catalyzed acetalizations/transacetalizations of carbonyl compounds has been developed processing with a mild and easy handling fashion. Different types of Acyclic and cyclic acetals were prepared from carbonyl compounds or their acetals successfully. Further applications of newly developed catalytic combination were testified. This protocol featured with simplicity of operation, mild reaction condition, short reaction time, recyclable of catalyst and broad substrates scope with excellent yields.

Systematic Study of Regioselective Reductive Ring-Opening Reactions of 4,6- O-Halobenzylidene Acetals of Glucopyranosides

Reductive openings of cyclic acetals are widely used in modern synthetic organic chemistry for the regioselective introduction of protecting groups. A systematic study was performed on the applicability and efficacy of various hydride donor and protic or Lewis acid reagent combinations in the reductive ring opening of glucosidic 4,6-halobenzylidene acetals bearing an ortho-, meta-, and para-chloro- or -bromo substituent on the benzene ring. Most of the reagent combinations tested cleaved the 4,6-O-halobenzylidene acetal rings at O4 or O6 efficiently and with the expected regioselectivity. The LiAlH4-AlCl3 and the BH3·THF-TMSOTf combinations produced the 4-O-halobenzyl ether/6-OH products with complete regioselectivity and high yields. The use of Me3N·BH3-AlCl3 reagent system in toluene was also effective in cleaving the acetal ring at O6 but was accompanied by Al-chelation-assisted debenzylation side reactions. The NaCNBH3-HCl and the Et3SiH-BF3·Et2O combinations were highly effective in yielding the 6-halobenzyl ether/4-OH derivatives. Et3SiH, in combination with TfOH, produced the 6-O-ether/4-OH products in rapid reactions but also triggered silylation and reductive halobenzylation as secondary transformations. Reductive opening of the 1,3-dioxane ring of pyranosidic 4,6-O-halobenzylidene acetals by the proper reagent combination was found to be an efficient method for the regioselective introduction of versatile halobenzyl protecting groups onto the pyranose ring.

Photochemical synthesis of acetals utilizing Schreiner's thiourea as the catalyst

Acetalization of aldehydes is an area of great importance in Organic Chemistry for both synthetic and biological puproses. Herein, we report a mild, inexpensive and green photochemical protocol, where Schreiner's thiourea (N,N′-bis[3,5-bis(trifluoromethyl)-phenyl]-thiourea) is utilized as the catalyst and cheap household lamps as the light source. A variety of aromatic and aliphatic aldehydes were converted into acetals in good to high yields (23 examples, 36-96% yield) and an example of the synthesis of a cyclic acetal is provided. The reaction mechanism was also studied.