22751-23-1

Basic information

• Product Name: (2-nitrophenyl)acetyl chloride
• Synonyms: 2-Nitrobenzeneacetyl chloride; benzeneacetyl chloride, 2-nitro-; o-Nitrophenylacetyl chloride
• CAS NO: 22751-23-1
• Molecular Formula: C₈H₆ClNO₃
• Molecular Weight: 199.5911
• Mol File: 22751-23-1.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 301°C at 760 mmHg
• Flash Point: 135.8°C
• Density: 1.399g/cm³
• Vapor Pressure: 0.00108mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: (2-nitrophenyl)acetyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (2-nitrophenyl)acetyl chloride(22751-23-1)
• EPA Substance Registry System: (2-nitrophenyl)acetyl chloride(22751-23-1)

Safety Data

• Hazardous Substances Data: 22751-23-1(Hazardous Substances Data)

Usage

General Description

(2-nitrophenyl)acetyl chloride is a chemical compound with the molecular formula C8H6ClNO3. It is a derivative of acetyl chloride that contains a nitro group and a phenyl ring. (2-nitrophenyl)acetyl chloride is commonly used in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. It is a reactive and corrosive compound that should be handled with care and used in a well-ventilated laboratory setting. The presence of the nitro group gives (2-nitrophenyl)acetyl chloride unique chemical properties, making it a valuable intermediate in the synthesis of a wide range of organic compounds.

Upstream product

• 3740-52-1 2-(2-nitrophenyl)acetic acid 

Downstream Products

• 73903-39-6 N-(2-(benzo[d][1,3]dioxol-5-yl)ethyl)-2-(2-nitrophenyl)acetamide 
• 875838-75-8 N-[(2-nitro-phenyl)-acetyl]-anthranilic acid 
• 6258-54-4 p'-dimethylamino-o-nitrophenylacetanilide 
• 349135-30-4 N-[(2-nitro-phenyl)-acetyl]-anthranilic acid amide 
• 299419-90-2 N-[(2-nitro-phenyl)-acetyl]-anthranilic acid methyl ester 
• 25888-16-8 4-[(2-nitro-phenyl)-acetyl]-morpholine 
• 74965-87-0 2,2-dimethyl-5-(2-phenylacetyl)-1,3-dioxane-4,6-dione 
• 121989-44-4 N-Methoxy-2-(2-nitro-phenyl)-acetamide 
• 133700-68-2 N-<2-<2,3-dimethoxy-5-(benzyloxy)phenyl>-2-methoxyethyl>-2-nitrophenylacetamide 
• 130109-39-6 2-(2-Nitro-phenyl)-1-(1-pyrrolidin-1-ylmethyl-3,4-dihydro-1H-isoquinolin-2-yl)-ethanone 
• 31142-60-6 2-(2-nitrophenyl)acetamide 
• 88499-50-7 2-nitrobenzeneacetic acid 2-<(2-nitrophenyl)acetyl>hydrazide 
• 88499-51-8 o-nitrophenylacetic acid 2-acetylhydrazide 
• 58751-64-7 1-(4-methoxyphenyl)-2-(2-nitrophenyl)ethan-1-one 

Relevant articles and documents

Asymmetric Total Synthesis of (-)-Leuconoxine via Chiral Phosphoric Acid Catalyzed Desymmetrization of a Prochiral Diester

The asymmetric total synthesis of (-)-leuconoxine has been achieved. The desymmetrization of a prochiral diester using a chiral phosphoric acid catalyst produced a highly enantioenriched lactam with excellent yield. The ring construction featuring an intr

Exploring of indole derivatives for ESIPT emission: A new ESIPT-based fluorescence skeleton and TD-DFT calculations

Appropriate synthesis methods gave six different indole derivatives substituted at the C-2 or C-3 position. ESIPT emission capacities of these derivatives were investigated. It was concluded that the indole derivative containing the 1,2-dicarbonyl group at the C-2 position has ESIPT emission. Although adding water to the DMSO solution of the ESIPT-based molecule (9:1) resulted in ESIPT quenching, steady-state measurements in MeOH did not occur ESIPT quenching. TD-DFT calculation for uncovering the ESIPT mechanism emerged that the ESIPT mechanism occurred as a barrierless process. The X-ray analysis and DFT conformational analysis revealed that NH and CO groups involving proton transfer mechanisms are in the cis position. A mono-exponential decay was observed in DMSO and MeOH solutions, in which lifetimes were measured as 6.1 and 5.5 ns, respectively. pH studies revealed that acidic and basic solutions of molecule 7 did not influence ESIPT emission.

N-monoarylacetothioureas as potent urease inhibitors: synthesis, SAR, and biological evaluation

A urease inhibitor with good in vivo profile is considered as an alternative agent for treating infections caused by urease-producing bacteria such as Helicobacter pylori. Here, we report a series of N-monosubstituted thioureas, which act as effective urease inhibitors with very low cytotoxicity. One compound (b19) was evaluated in detail and shows promising features for further development as an agent to treat H. pylori caused diseases. Excellent values for the inhibition of b19 against both extracted urease and urease in intact cell were observed, which shows IC50 values of 0.16 ± 0.05 and 3.86 ± 0.10 μM, being 170- and 44-fold more potent than the clinically used drug AHA, respectively. Docking simulations suggested that the monosubstituted thiourea moiety penetrates urea binding site. In addition, b19 is a rapid and reversible urease inhibitor, and displays nM affinity to urease with very slow dissociation (koff=1.60 × 10?3 s?1) from the catalytic domain.