35283-08-0

Basic information

• Product Name: (4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER
• Synonyms: (4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER;Ethyl4-nitrophenylpropiolate
• CAS NO: 35283-08-0
• Molecular Formula: C₁₁H₉NO₄
• Molecular Weight: 219.19
• Mol File: 35283-08-0.mol
• Article Data: 17

Chemical Properties

• Melting Point: 124-126 °C
• Boiling Point: 350.2 °C at 760 mmHg
• Flash Point: 159.4 °C
• Appearance: /
• Density: 1.28 g/cm³
• Vapor Pressure: 4.48E-05mmHg at 25°C
• Refractive Index: 1.567
• CAS DataBase Reference: (4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER(35283-08-0)
• EPA Substance Registry System: (4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER(35283-08-0)

Safety Data

• Hazardous Substances Data: 35283-08-0(Hazardous Substances Data)

Usage

Description

(4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER, with the molecular formula C11H9NO4, is a yellow crystalline solid that is an ethyl ester of (4-nitrophenyl)propynoic acid. This propynoic acid derivative features a nitrobenzene group substituted with a propynoyl group at the para position. It is utilized in organic synthesis and pharmaceutical research, serving as a building block for the creation of pharmaceuticals, agrochemicals, and specialty chemicals.

Uses

Used in Pharmaceutical Research:
(4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is used as a building block for the development of new drugs and active pharmaceutical ingredients. Its unique structure and properties make it a valuable component in the synthesis of various medicinal compounds.
Used in Organic Synthesis:
In the field of organic synthesis, (4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is used as a key intermediate for the production of a range of specialty chemicals, contributing to the creation of innovative materials and compounds.
Used in Agrochemical Production:
(4-NITRO-PHENYL)-PROPYNOIC ACID ETHYL ESTER is also utilized in the agrochemical industry, where it serves as a precursor in the synthesis of various agrochemicals, potentially leading to the development of new pesticides or other agricultural products.

InChI:InChI=1/C11H9NO4/c1-2-16-11(13)8-5-9-3-6-10(7-4-9)12(14)15/h3-4,6-7H,2H2,1H3

Upstream product

• 64-17-5 ethanol 
• 2216-24-2 3-(4-nitrophenyl)-2-propynoic acid 
• 636-98-6 p-nitrobenzene iodide 
• 143952-57-2 ethyl (tributylstannyl)propiolate 
• 96129-36-1 5-amino-4-(4-nitro-phenyl)-isoxazole-3-carboxylic acid ethyl ester 
• 555-16-8 4-nitrobenzaldehdye 
• 111598-99-3 (Ethoxycarbonyliodomethyl)triphenylphosphonium iodide 
• 91348-52-6 (E)-ethyl 3-(4-nitrophenyl)-2-bromo-2-propenoate 
• 623-47-2 propynoic acid ethyl ester 
• 100-02-7 4-nitro-phenol 
• 106-96-7 propargyl bromide 
• 555-21-5 4-Nitrophenylacetonitrile 
• 122-04-3 4-nitro-benzoyl chloride 
• 40886-59-7 (α-ethoxycarbonyl-α-4-nitrobenzoylmethylene)triphenylphosphorane 

Downstream Products

• 1350934-80-3 ethyl 2-(4-nitrophenyl)quinoline-3-carboxylate 
• 1357567-03-3 (Z)-ethyl 2-(bromo(4-nitrophenyl)methylene)-4-formylbutanoate 
• 1393658-39-3 ethyl 3-(4-nitrophenyl)imidazo[2,1-a]isoquinoline-2-carboxylate 
• 133860-74-9 ethyl 2-fluoro-3-(4'-nitrophenyl)-3-oxo-propanoate 
• 24393-61-1 ethyl (E)-3-(4-nitrophenyl)-2-propenoate 
• 51507-21-2 ethyl (2Z)-3-(4-nitrophenyl)prop-2-enoate 
• 1584633-14-6 ethyl 6-(4-nitrophenyl)-2-oxo-2H-pyran-5-carboxylate 

Relevant articles and documents

Gold-catalyzed partial hydrogenation of activated alkynes mediated by triphenylphosphine

Gold(I) can exhibit a cooperative effect with triphenylphosphine, accelerating the triphenylphosphine-mediated partial hydrogenation of activated alkynes. In this protocol, 3-arylpropiolates are selectively reduced to the Z -isomer when the aryl ring bears an electron-donor substituent, whereas 3-arylpropynones are reduced to the E-isomers.

Development of new scaffolds as reversible tissue transglutaminase inhibitors, with improved potency or resistance to glutathione addition

Previous studies within our group have yielded a class of cinnamoyl-based competitive reversible inhibitors for tissue transglutaminase (TG2), with Ki values as low as 1.0 μM (compound CP4d). However, due to the electrophilic nature of their al

Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds

We developed an efficient synthesis of 2-fluoro-1,3-dicarbonyl compounds using readily available alkynyl ketones or esters as starting material. The key step is the insertion of hydrogen fluoride (HF) to the gold carbene intermediate generated from cationic gold catalyzed addition of N-oxides to alkynyl ketones or esters. This method gives excellent chemical yields and regioselectivity with good functional group tolerance. (Figure presented.).