66146-33-6

Basic information

• Product Name: (3-NITRO-PHENYL)-ACETALDEHYDE
• Synonyms: 2-(3-NITROPHENYL)ACETALDEHYDE;(3-NITRO-PHENYL)-ACETALDEHYDE;3-nitroBenzeneacetaldehyde
• CAS NO: 66146-33-6
• Molecular Formula: C₈H₇NO₃
• Molecular Weight: 165.15
• Mol File: 66146-33-6.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 311.931 °C at 760 mmHg
• Flash Point: 156.78 °C
• Appearance: /
• Density: 1.257 g/cm³
• CAS DataBase Reference: (3-NITRO-PHENYL)-ACETALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: (3-NITRO-PHENYL)-ACETALDEHYDE(66146-33-6)
• EPA Substance Registry System: (3-NITRO-PHENYL)-ACETALDEHYDE(66146-33-6)

Safety Data

• Hazardous Substances Data: 66146-33-6(Hazardous Substances Data)

Usage

General Description

(3-Nitro-phenyl)-acetaldehyde, also known as 3-nitrobenzaldehyde, is a chemical compound with the molecular formula C8H7NO3. It is a yellow solid with a strong odor and is used in the production of various pharmaceuticals, dyes, and perfumes. It is a highly reactive compound due to the presence of the nitro group, which can undergo various chemical reactions such as reduction, oxidation, and nucleophilic substitution. The compound is also known to exhibit mutagenic and toxic effects, making it necessary to handle it with care and adhere to safety precautions during its production and use.

Upstream product

• 614-48-2 3-nitrochalcone 
• 614-48-2 (E)-3-nitrochalcone 
• 122-78-1 phenylacetaldehyde 
• 52022-77-2 2-(3-nitrophenyl)ethanol 
• 87413-09-0 Dess-Martin periodane 
• 942913-60-2 1-(2-methoxyethenyl)-3-nitrobenzene 
• 99-61-6 3-nitro-benzaldehyde 
• 586-39-0 1-nitro-3-vinyl-benzene 
• 163487-07-8 (E)-1-(2-methoxyvinyl)-3-nitrobenzene 
• 304-91-6 2-iodoxybenzoic acid 
• 61717-82-6 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione 
• 1664-58-0 3-nitrocinnamide 
• 555-68-0 m-Nitrocinnamic Acid 
• 7664-93-9 sulfuric acid 

Downstream Products

• 99-08-1 1-methyl-3-nitrobenzene 
• 99-61-6 3-nitro-benzaldehyde 
• 19829-61-9 3,3'-dinitrobibenzyl 
• 97351-96-7 3-nitro-N,N-dipropylbenzeneethanamine 
• 1233823-83-0 (S)-(+)-methyl 6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridazine-5-carboxylate 
• 1349744-92-8 N-(4-fluorobenzyl)-2-(3-nitrophenyl)ethanamine 
• 1349744-94-0 tert-butyl 4-fluorobenzyl-(3-nitrophenethyl)carbamate 
• 1349744-95-1 tert-butyl 3-aminophenethyl(4-fluorobenzyl)carbamate 
• 1349744-97-3 tert-butyl (3-(3-(5-cyanopyrazin-2-yl)ureido)phenyl)ethyl(4-fluorobenzyl)carbamate 
• 1349743-44-7 1-(5-cyano-pyrazin-2-yl)-3-{3-[2-(4-fluoro-benzylamino)-ethyl]-phenyl}-urea 
• 62918-28-9 (E)-1-(naphthalen-1-yl)-3-(3-nitrophenyl)prop-2-en-1-one 
• 84569-64-2 4-[(E)-2-(3-Nitro-phenyl)-vinyl]-morpholine 

Relevant articles and documents

Synthesis of Substrates for Aldolase-Catalysed Reactions: A Comparison of Methods for the Synthesis of Substituted Phenylacetaldehydes

Methods for the synthesis of phenylacetaldehydes (oxidation, one-carbon chain extension) were compared by using the synthesis of 4-methoxyphenylacetaldehyde as a model example. Oxidations of 4-methoxyphenylethanol with activated DMSO (Swern oxidation) or manganese dioxide gave unsatisfactory results; whereas oxidation with 2-iodoxybenzoic acid (IBX) produced 4-methoxyphenylacetaldehyde in reasonable (75%) yield. However, Wittig-type one-carbon chain extension with methoxymethylene-triphenylphosphine followed by hydrolysis gave an excellent (81% overall) yield of 4-methoxyphenylacetaldehyde from 4-methoxybenzaldehyde (a cheap starting material). This approach was subsequently used to synthesise a set of 10 substituted phenylacetaldehydes in good to excellent yields.

Catalysed anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and transformation of methyl aryl tertiary amines to formamides with H2O2 as a terminal oxidant

Anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and transformation of N-methyl aryl tertiary amines to formamides with H2O2 as a terminal oxidant under mild conditions have been achieved with moderate to good product yields using [FeIII(TF4DMAP)OTf] as catalyst. This journal is

PHARMACEUTICAL COMPOUNDS

The invention provides a compound of the formula (1): or a salt, N-oxide or tautomer thereof; wherein R1 is cyano or C1-4 alkyl; R2 is hydrogen or C1-4 alkyl; R3 is hydrogen or C1-4 alkyl; R4 and R5 are the same or different and each is selected from hydrogen, saturated C1-4 hydrocarbyl and saturated C1-4 hydrocarbyloxy; R6 and R7 are the same or different and each is selected from hydrogen, halogen, CN, C1-4 alkyl and C1-4 alkoxy wherein the C1-4 alkyl and C1-4 alkoxy are each optionally substituted with hydroxy, C1-2 alkoxy or by one or more flourine atoms; R8 is hydrogen or C1-4 alkyl; Q is an alkylene chain of 1 to 4 carbon atoms in length between the moiety Ar and the nitrogen atom N, wherein one or more of the 1 to 4 carbon atoms of the alkylene chain may optionally be substituted with one or two C1-4 alkyl groups, or wherein one carbon atom of the 1 to 4 carbon atoms of the alkylene chain may optionally be substituted with a group -CH2CH2- which together with the said one carbon atom forms a cyclopropyl group; m is 1, 2, 3 or 4; n is 0 or 1; and Ar is a monocyclic or bicyclic aryl or heteroaryl group of 5 to 10 ring members containing 0, 1, 2, 3 or 4 heteroatom ring members selected from O, N and S, the aryl or heteroaryl group being optionally substituted with one to four substituents R13 as defined in the claims. The compounds are inhibitors of Chk-1 kinase and are active against cancers.