4417-81-6

Basic information

• Product Name: 2-OXOBUTANALDEHYDE
• Synonyms: 2-OXOBUTANALDEHYDE;ETHYLGLYOXAL;2-ketobutyraldehyde;2-oxobutanal
• CAS NO: 4417-81-6
• Molecular Formula: C₄H₆O₂
• Molecular Weight: 86.09
• Mol File: 4417-81-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 91.8 °C at 760 mmHg
• Flash Point: 16.4 °C
• Appearance: /
• Density: 0.967 g/cm³
• Vapor Pressure: 52.9mmHg at 25°C
• Refractive Index: 1.383
• CAS DataBase Reference: 2-OXOBUTANALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-OXOBUTANALDEHYDE(4417-81-6)
• EPA Substance Registry System: 2-OXOBUTANALDEHYDE(4417-81-6)

Safety Data

• Hazardous Substances Data: 4417-81-6(Hazardous Substances Data)

Usage

Description

2-Oxobutanal, also known as 2-oxobutryaldehyde, is an organic compound with the chemical formula C4H6O2. It is a colorless liquid with a pungent odor and is soluble in water. It is an important intermediate in the synthesis of various organic compounds and has potential applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
2-Oxobutanal is used as a reagent in the preparation of dipeptidyl enoates, which may act as potent rhodesain inhibitors. Rhodesain is an enzyme involved in the pathogenesis of various diseases, and its inhibition can lead to the development of new therapeutic agents.
Used in Chemical Research:
2-Oxobutanal is under investigation as a mutagen that reacts with 2'-deoxyguanosine in model systems of lipid peroxidation to form an adduct. This research can provide insights into the mechanisms of DNA damage and mutation, which can be useful in understanding the molecular basis of various diseases and developing potential therapeutic strategies.

InChI:InChI=1/C4H6O2/c1-2-4(6)3-5/h3H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 999-33-7 N-chloro-N,N-dibutylamine 
• 108-24-7 acetic anhydride 
• 123-72-8 butyraldehyde 
• 5077-67-8 1-Hydroxy-2-butanone 
• 922-63-4 ethylacrolein 
• 1629-58-9 4-penten-3-one 
• 7596-47-6 5-bromo-4-hydroxy-hex-2-enoic acid 
• 10028-15-6 ozone 
• 109902-07-0 1-methylthio-1-butanol-2-one 
• 584-03-2 1,2-dihydroxybutane 
• 7446-08-4 selenium(IV) oxide 
• 78-93-3 butanone 
• 2497-18-9 (E)-2-hexen-1-yl acetate 

Downstream Products

• 51425-59-3 2-hydroxyimino-butyraldehyde oxime 
• 110062-62-9 2-oxo-butyraldehyde-(4-nitro-phenylhydrazone) 
• 7707-86-0 2-phenylhydrazono-butyraldehyde phenylhydrazone 
• 1018673-94-3 ethyl (2E)-3-[5-(hydroxymethyl)pyridin-2-yl]prop-2-enoate 
• 61454-94-2 4-oxo-hex-2-enoic acid ethyl ester 
• 19141-85-6 4-ethyl-1H-imidazole 
• 28200-56-8 3-ethyl-6-methyl-pyridazine 
• 29926-42-9 2-propionyl-2-thiazoline 

Relevant articles and documents

PROTONATION AND HYDROLYSIS OF α-PIPERIDINOCROTONALDEHYDE

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Model Reactions on Roast Aroma Formation. 15. Investigations on the Formation of Pyridoimidazoles during the Maillard Reaction

When aqueous solutions of histidine and glucose were heated to 100, 120, 150, or 180 deg C or when this mixture was roasted at 220 deg C, a total of 231 volatile compounds were identified.Among them 2-acetyl- and 2-propionylpyridoimidazole were found.Their formation pathway via a reaction of pyruvic aldehyde or 2-oxobutyraldehyde with, respectively, histidine or histimine is discussed.Experiments with 13C isotope labeled glucose point out that the terminal methyl groups of both aldehydes can arise from C-1 as well as C-6 of glucose.While pyruvic aldehyde can be formed by retro aldol scission of intermediate diacetylformoin, 2-oxobutyraldehyde was obviously formed from 2,5-dimethyl-4-hydroxy-3(2H)-furanone.By reaction of 1-, 2-, or 3-methylhistidine with glucose seven more pyridoimidazoles were identified, the structures of which, like the structures of the above-mentioned compounds, were unknown up to now.Keywords: Roast aromas; Maillard reaction; pyridoimidazoles; isotope labeling

Emimycin and its nucleoside derivatives: Synthesis and antiviral activity

The synthesis of emimycin, 5-substituted emimycin analogues and the corresponding ribo- and 2′-deoxyribonucleoside derivatives is described. Emimycin, its 5-substituted congeners and the ribonucleoside derivatives are completely devoid of antiviral activity against RNA viruses. In contrast, some of the 2′-deoxyribosyl emimycin derivatives are potent inhibitors of the replication of herpes simplex virus-1 and varicella-zoster virus, lacking cytotoxicity.

The gas-phase ozonolysis of 1-penten-3-ol, (Z)-2-penten-1-ol and 1-penten-3-one: Kinetics, products and secondary organic aerosol Formation

The gas-phase ozonolysis of the biogenic unsaturated compounds 1-penten-3-ol, (Z)-2-penten- 1-ol and 1-penten-3-one has been investigated in two atmospheric simulation chambers. The following rate coefficients (in units of 10-17 cm3 molecule-1 s-1) were determined at atmospheric pressure and 293±2 K using an absolute rate method: 1-penten-3-ol, (1.64±0.15); (Z)-2- penten-1-ol, (11.5±0.66); 1-penten-3-one, (1.17±0.15). Reaction products were identified by in situ FTIR spectroscopy and gas chromatography - mass spectrometry (GC-MS). The major products and their average molar yields in the presence of a radical scavenger at relative humidity 1% were: formaldehyde (0.49±0.02), 2-hydroxybutanal (0.46±0.03) and propanal (0.15±0.02) from 1-penten-3-ol; propanal (0.39±0.03) and glycolaldehyde (0.43±0.04) from (Z)-2-penten-1-ol; formaldehyde (0.37±0.02) and 2-oxobutanal (0.49±0.03) from 1-penten-3- one. The formation of secondary organic aerosol was also observed with yields ranging from 0.13-0.17 for the unsaturated alcohols. Significantly lower yields of around 0.03 were measured for 1-penten-3-one. The results of this work are used to determine atmospheric lifetimes and reaction mechanisms for the gas-phase ozonolysis of 1-penten-3-ol, (Z)-2-penten-1-ol and 1- penten-3-one. The broader atmospheric implications of this work are also discussed. by Oldenbourg Wissenschaftsverlag.