42228-16-0

Basic information

• Product Name: METHYL 4-FORMYLBENZOATE DIMETHYL ACETAL
• Synonyms: METHYL 4-FORMYLBENZOATE DIMETHYL ACETAL;4-(dimethoxymethyl)-benzoicacimethylester;methyl 4-(dimethoxymethyl)benzoate;4-(Methoxycarbonyl)benzaldehyde dimethyl acetal;p-(Dimethoxymethyl)benzoic acid methyl ester;Methyl 4-formylbenzoate dimethyl acetal,95%
• CAS NO: 42228-16-0
• Molecular Formula: C₁₁H₁₄O₄
• Molecular Weight: 210.23
• EINECS: 255-714-7
• Mol File: 42228-16-0.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 144 °C (3 mmHg)
• Flash Point: 102 °C
• Appearance: Clear colorless to yellow/Liquid After Melting
• Density: 1.1922 (rough estimate)
• Vapor Pressure: 0.00946mmHg at 25°C
• Refractive Index: 1.5065-1.5085
• CAS DataBase Reference: METHYL 4-FORMYLBENZOATE DIMETHYL ACETAL(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-FORMYLBENZOATE DIMETHYL ACETAL(42228-16-0)
• EPA Substance Registry System: METHYL 4-FORMYLBENZOATE DIMETHYL ACETAL(42228-16-0)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 42228-16-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to yellowish liquid after melting

InChI:InChI=1/C11H14O4/c1-13-10(12)8-4-6-9(7-5-8)11(14-2)15-3/h4-7,11H,1-3H3

Upstream product

• 131-11-3 phthalic acid dimethyl ester 
• 120-61-6 1,4-benzenedicarboxylic acid dimethyl ester 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 24856-58-4 1,1-dimethoxy-1-(4-bromophenyl)methane 
• 1592-31-0 1,4-bis(dibromomethyl)benzene 
• 877-75-8 4-(dibromomethyl)benzoyl bromide 
• 149-73-5 trimethyl orthoformate 
• 1571-08-0 methyl 4-formylbenzoate 
• 131852-50-1 methyl 4-(dibromomethyl)benzenecarboxylate 
• 77-76-9 2,2-dimethoxy-propane 
• 1314659-42-1 4-formyl-N,N-bis(pyridin-2-ylmethyl)benzamide 
• 623-24-5 1,4-bis(bromomethyl)benzene 
• 619-66-9 4-Carboxybenzaldehyde 

Downstream Products

• 1571-08-0 methyl 4-formylbenzoate 
• 545424-44-0 4-(dimethoxymethyl)benzohydrazide 
• 1428935-41-4 tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]dideuteriomethyl]-N-(trideuteriomethyl)carbamate 
• 1428935-40-3 tert-butyl N-[[4-[chloro-N-hydroxycarbonimidoyl]phenyl]dideuteriomethyl]-N-(trideuteriomethyl)carbamate 
• 1428935-39-0 tert-butyl N-[dideuterio-[4-[hydroxyiminomethyl]phenyl]methyl]-N-(trideuteriomethyl)carbamate 
• 1428935-38-9 tert-butyl N-[dideuterio-[4-(dimethoxymethyl)phenyl]methyl]-1-(trideuteriomethyl)carbamate 
• 1428934-98-8 3-[3-[4-[dideuterio(methylamino)methyl]phenyl]isoxazol-5-yl]-5-(4-isopropylsulfonylphenyl)pyrazin-2-amine 
• 1428935-37-8 tert-butyl N-[[4-[5-[3-[bis(tert-butoxycarbonyl)amino]-6-(4-isopropylsulfonylphenyl)pyrazin-2-yl]isoxazol-3-yl]phenyl]dideuteriomethyl]-N-methylcarbamate 

Relevant articles and documents

Rapid Organocatalytic Formation of Carbon Monoxide: Application towards Carbonylative Cross Couplings

Herein, the first organocatalytic method for the transformation of non-derivatized formic acid into carbon monoxide (CO) is introduced. Formylpyrrolidine (FPyr) and trichlorotriazine (TCT), which is a cost-efficient commodity chemical, enable this decarbonylation. Utilization of dimethylformamide (DMF) as solvent and catalyst even allows for a rapid CO generation at room temperature. Application towards four different carbonylative cross coupling protocols demonstrates the high synthetic utility and versatility of the new approach. Remarkably, this also comprehends a carbonylative Sonogashira reaction at room temperature employing intrinsically difficult electron-deficient aryl iodides. Commercial 13C-enriched formic acid facilitates the production of radiolabeled compounds as exemplified by the pharmaceutical Moclobemide. Finally, comparative experiments verified that the present method is highly superior to other protocols for the activation of carboxylic acids.

Silver-Catalyzed Olefination of Acetals and Ketals with Diazoesters to β-Alkoxyacrylates

The first silver-catalyzed reaction of acetals or ketals with diazoesters leading to trisubstituted or tetrasubstituted β-alkoxyacrylates is now reported. A broad range of acetals and ketals bearing different substituents is compatible with this protocol and thus provides an attractive approach for the synthesis of complex β-alkoxyacrylates. The power of this method was further demonstrated by the successful synthesis of picoxystrobin, which is one of the most popular agricultural fungicides commercialized by Dupont.

Synthesis of aromatic aldehyde acetals from (dibromomethyl)arenes

Zinc chloride-catalyzed double debromoalkoxylation of (dibromomethyl)arenes on treatment with trialkyl orthoformates resulted in the corresponding aromatic aldehyde acetals. On the first step, α-brominated ether is formed, which undergoes the second debro