362609-92-5

Basic information

• Product Name: 3,4-(METHYLENEDIOXY)PHENYLGLYOXAL HYDRATE
• Synonyms: BENZO[D][1,3]DIOXOLE-5-GLYOXAL HYDRATE;3,4-(METHYLENEDIOXY)PHENYLGLYOXAL HYDRATE;3,4-METHYLENEDIOXYPHENYLGLYOXAL HYDRATE, 95+%;2-(Benzo[d][1,3]dioxol-5-yl)-2-oxoacetaldehyde hydrate
• CAS NO: 362609-92-5
• Molecular Formula: C₉H₈O₅
• Molecular Weight: 196.16
• Mol File: 362609-92-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3,4-(METHYLENEDIOXY)PHENYLGLYOXAL HYDRATE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-(METHYLENEDIOXY)PHENYLGLYOXAL HYDRATE(362609-92-5)
• EPA Substance Registry System: 3,4-(METHYLENEDIOXY)PHENYLGLYOXAL HYDRATE(362609-92-5)

Safety Data

• Hazardous Substances Data: 362609-92-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3,4-(Methylenedioxy)phenylglyoxal hydrate is used as a key intermediate in the synthesis of various pharmaceutical and agricultural products, contributing to the development of new compounds with therapeutic and agricultural applications.
Used in Fragrance and Flavoring Compounds:
In the fragrance and flavoring industry, 3,4-(Methylenedioxy)phenylglyoxal hydrate is utilized as an intermediate for creating complex and nuanced scents and tastes, enhancing the sensory experience of consumer products.
Used in Biomedical Research:
3,4-(Methylenedioxy)phenylglyoxal hydrate is employed in biomedical research as a chemical with potential antimicrobial and antifungal properties, offering a basis for the development of new treatments and preventative measures against microbial infections.

Upstream product

• 65709-23-1 3,4-methylenedioxyphenylglyoxal 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 

Downstream Products

• 31197-66-7 isopropyl benzoylformate 
• 53439-96-6 (S)-α-hydroxyphenylacetic acid iso-propyl ester 
• 89015-27-0 (R)-α-hydroxyphenylacetic acid iso-propyl ester 

Relevant articles and documents

Novel and convenient one-pot strategy for regioselective synthesis of new 5-aryl-3-methyl-1-phenyl-1,2-dihydro-7aH-pyrazolo[3,4-c]pyridazin-7a-ol derivatives

Abstract: We describe a novel and simple regioselective synthesis of 5-aryl-3-methyl-1-phenyl-1,2-dihydro-7aH-pyrazolo[3,4-c]pyridazin-7a-ol derivatives via one-pot three-component reaction of arylglyoxalmonohydrates, 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and hydrazine hydrate in presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) as base-organocatalyst at room temperature in acetonitrile. This one-pot method has the advantages of simple methodology, high atom economy, cost-effectiveness, high regioselectivity, and easy workup. Graphical Abstract: [Figure not available: see fulltext.].

Catalytic asymmetric Meerwein-Ponndorf-Verley reduction of glyoxylates induced by a chiral N,N′-dioxide/Y(OTf)3 complex

An asymmetric Meerwein-Ponndorf-Verley (MPV) reduction of glyoxylates was for the first time accomplished via an N,N′-dioxide/Y(OTf)3 complex with aluminium alkoxide and molecular sieves (MSs) as crucial additives. A variety of optically active α-hydroxyesters were obtained with excellent results. A possible reaction mechanism was proposed based on the experiments.

A Green and Convenient Route for the Regioselective Synthesis of New Substituted 3-Aryl-5H-indeno[1,2-c]pyridazines as Potential Monoamine Oxidase Type A Inhibitors

Several indeno[1,2-c]pyridazines were efficiently synthesised using the one-pot, three-component reaction of substituted indanones, arylglyoxalmonohydrates, and hydrazine in the presence of 1,5-diazabicyclo[4,3,0]non-5-ene (DBN) in water at room temperature. These substituted 3-aryl indeno[1,2-c]pyridazines can be considered as potential monoamine oxidase type A (MAOA) inhibitors. The advantages of this new strategy are the novelty of the indenopyridazine derivatives, high regioselectivity, use of water as the solvent, no requirement for toxic metal catalysts, and good to excellent yields.

Regiospecific one-pot, combinatorial synthesis of new substituted pyrimido[4,5-c]pyridazines as potential monoamine oxidase inhibitors

New 3-aryl-6-methylpyrimido[4,5-c]pyridazine-5,7(6H ,8H)-diones and 3-aryl-6-ethyl-7-thioxo-7,8-dihydropyrimido[4,5- c]pyridazin-5(6H)-ones were efficiently synthesized via a regiospecific one-pot reaction of N -methylbarbituric acid and N -ethyl-2-thiobarbituric acid with various arylglyoxal monohydrates in the presence of hydrazine dihydrochloride in ethanol at 50°C. The target compounds were obtained in high yields and were regioisomerically pure after recrystallization. These new heterocycles may act as potential MAOB inhibitors.

Nucleophilic addition of (difluoromethyl)trimethylsilane to selected α-imino ketones and aryl diketones

Abstract Chemoselective addition of (difluoromethyl)trimethylsilane (CHF2SiMe3) to the carbonyl bond of aryl glyoxal derived α-imino ketones, and selected diaryl 1,2-diketones were studied in the presence of initiators, such as potas

Chemoselective trifluoromethylation of the C=N group of α-iminoketones derived from arylglyoxals

Chemoselective addition of (trifluoromethyl)trimethylsilane to the CN group of N-(tert-butyl)-α-iminoketones in the presence of a fluoride ion as a catalyst was achieved under acidic conditions. Subsequent diastereoselective reductions of the obtained α-a

Metal-free dual sp3 C-H functionalization: I2- promoted domino oxidative cyclization to construct 2,5-disubstituted oxazoles

An I2-promoted sp3 C-H functionalization has been developed for the synthesis of 2,5-disubstituted oxazoles from easily available methyl ketones and benzylamines without any metal and peroxide catalyst. This domino oxidative cyclization process involves the cleavage of C-H bond and the formation of C-N, C-O bonds.

A highly efficient and enantioselective intramolecular cannizzaro reaction under TOX/Cu(II) catalysis

An asymmetric intramolecular Cannizzaro reaction of aryl and alkyl glyoxals with alcohols has been realized with an unprecedented high level of enantioselectivity, on the basis of a newly developed congested TOX ligand and a gradual liberation protocol of active glyoxals from glyoxal monohydrates. Preliminary results suggested a mechanism of enantioselective addition of alcohols to glyoxals contributing most to the stereoselectivity, other than by the dynamic kinetic resolution of hemiacetal intermediates.