888-54-0

Basic information

• Product Name: ACROLEIN 2,4-DINITROPHENYLHYDRAZONE
• Synonyms: 2-PROPENAL 2,4-DINITROPHENYLHYDRAZONE;ACROLEIN-DNPH;ACROLEIN 2,4-DINITROPHENYLHYDRAZONE;ACROLEIN-2,4-DNPH, 25MG, NEAT;68665, Acrolein 2,4-dinitrophenylhydrazo ne (purity);ACROLEIN-DNPH, 1X1ML, ACN 1000UG/ML;acrolein-2,4-dinitrophenylhydrazone solution;acrolein-2,4-dnph
• CAS NO: 888-54-0
• Molecular Formula: C₉H₈N₄O₄
• Molecular Weight: 236.18
• EINECS: 200-835-2
• Product Categories: A;AA to ALCertified Reference Materials (CRMs);Air MonitoringChemical Class;Aldehydes/DNPH;Alphabetic;Application CRMs;NeatsCertified Reference Materials (CRMs);Occupational Hygiene CRM;Aromatics;Intermediates;Miscellaneous Reagents
• Mol File: 888-54-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 221-222℃
• Boiling Point: 392.8°C at 760 mmHg
• Flash Point: 2 °C
• Appearance: /
• Density: 1.40
• Vapor Pressure: 2.23E-06mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• PKA: 11.74±0.10(Predicted)
• Stability: Light Sensitive
• BRN: 5343581
• CAS DataBase Reference: ACROLEIN 2,4-DINITROPHENYLHYDRAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: ACROLEIN 2,4-DINITROPHENYLHYDRAZONE(888-54-0)
• EPA Substance Registry System: ACROLEIN 2,4-DINITROPHENYLHYDRAZONE(888-54-0)

Safety Data

• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-36-20/21/22-11
• Safety Statements: 26-36/37-16
• RIDADR: UN 1648 3/PG 2
• WGK Germany: 3
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 888-54-0(Hazardous Substances Data)

Usage

Description

ACROLEIN 2,4-DINITROPHENYLHYDRAZONE is a dinitrophenylhydrazone (DNPH) derivative of an aliphatic aldehyde, specifically acrolein, which is found in mainstream cigarette smoke. ACROLEIN 2,4-DINITROPHENYLHYDRAZONE is characterized by its ability to form a stable hydrazone with the aldehyde group, allowing for its detection and analysis in various applications.

Uses

Used in Environmental Monitoring:
ACROLEIN 2,4-DINITROPHENYLHYDRAZONE is used as a chemical marker for the presence of acrolein in cigarette smoke. Its formation as a DNPH derivative enables the detection and quantification of acrolein levels, which is important for assessing the environmental impact and potential health risks associated with cigarette smoke exposure.
Used in Analytical Chemistry:
In the field of analytical chemistry, ACROLEIN 2,4-DINITROPHENYLHYDRAZONE serves as a valuable reagent for the identification and measurement of aliphatic aldehydes, such as acrolein. Its unique chemical properties allow for the selective reaction with aldehydes, facilitating their detection and analysis in complex samples.
Used in Toxicological Research:
ACROLEIN 2,4-DINITROPHENYLHYDRAZONE is utilized in toxicological research to study the effects of acrolein exposure. As a stable derivative of acrolein, it can be used to investigate the mechanisms of acrolein toxicity and its potential role in various health issues, including respiratory and cardiovascular diseases.
Used in Pharmaceutical Development:
In the pharmaceutical industry, ACROLEIN 2,4-DINITROPHENYLHYDRAZONE may be employed as a starting material or intermediate in the synthesis of drugs targeting aldehyde-metabolizing enzymes or pathways. Its unique structure and reactivity can be leveraged to develop novel therapeutic agents with potential applications in treating conditions related to aldehyde exposure or metabolism.

InChI:InChI=1/C9H8N4O4/c1-2-5-10-11-8-4-3-7(12(14)15)6-9(8)13(16)17/h2-6,11H,1H2

Upstream product

• 108-90-7 chlorobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 500349-34-8 1,1,3-triacetoxy-propane 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 36986-33-1 2-(2-hydroxyethyl)-4-hydroxy-1,3-dioxane 
• 93734-97-5 3-Benzolsulfonyl-propionaldehyd-<2.4-dinitro-phenylhydrazon> 
• 107-02-8 acrolein 
• 40964-63-4 1-phenyl-4-penten-1-yn-3-ol 
• 107-18-6 allyl alcohol 

Downstream Products

• 79348-65-5 C₉H₇BrN₄O₄ 

Relevant articles and documents

Removal of acrolein from active pharmaceutical ingredients using aldehyde scavengers

A variety of chemical compounds, intermediates, and reagents are used during the process of synthesizing active pharmaceutical ingredients (APIs). Some of these chemicals, intermediates, and reagents, as well as byproducts of synthetic processes, can have toxic properties and be present as impurities at low levels in the API or final drug formulation. If present at high concentrations, the toxic impurities could cause adverse health effects in humans. This paper describes a simple and rapid approach for selective removal of acrolein from APIs using iodixanol as a model API. Several scavengers were tested, and the resins which showed highest binding efficiency and selectivity were chosen for further evaluations. The kinetics of acrolein scavenging in the presence of the API iodixanol and the scavenging capacity of resins were demonstrated in this paper. The most complete scavenging is obtained with PS-NH2 which removes 97.8% of acrolein without any substantial removal of the API during 20 min of reaction time.

Disease-associated acrolein: A possible diagnostic and therapeutic substrate for in vivo synthetic chemistry

Acrolein, a highly reactive α,β-unsaturated aldehyde, is a compound to which humans are exposed in many different situations and often causes various human diseases. This paper summarizes the reports over the past twenty-five years regarding disease-associated acrolein detected in clinical patients and the role acrolein plays in various diseases. In several diseases, it was found that the increased acrolein acts as a pathogenetic factor. Thus, we propose the utility of over-produced acrolein as a substrate for a promising therapeutic or diagnostic method applicable to a wide range of diseases based on an in vivo synthetic chemistry strategy.

Ammonium chlorochromate adsorbed on alumina: A new reagent for the oxidation of alcohols and benzoins to the corresponding carbonyl compounds

A new reagent, ammonium chlorochromate adsorbed on alumina, suitable for the oxidation of alcohols and benzoins to the corresponding carbonyl compounds is described.