123232-63-3

Basic information

• Product Name: 1-(4'-nitrophenyl)-2-propen-1-ol
• Synonyms: 1-(4'-nitrophenyl)-2-propen-1-ol
• CAS NO: 123232-63-3
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Mol File: 123232-63-3.mol
• Article Data: 31

Chemical Properties

• Melting Point: 54-55.5 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 328.2°Cat760mmHg
• Flash Point: 145.5°C
• Appearance: /
• Density: 1.244g/cm³
• PKA: 12.87±0.20(Predicted)
• CAS DataBase Reference: 1-(4'-nitrophenyl)-2-propen-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4'-nitrophenyl)-2-propen-1-ol(123232-63-3)
• EPA Substance Registry System: 1-(4'-nitrophenyl)-2-propen-1-ol(123232-63-3)

Safety Data

• Hazardous Substances Data: 123232-63-3(Hazardous Substances Data)

Usage

General Description

1-(4'-nitrophenyl)-2-propen-1-ol, also known as p-nitrostyrene or 4-nitro-1-phenyl-2-propene-1-ol, is a chemical compound with the molecular formula C9H9NO3. It is a derivative of styrene, and its structure consists of a phenyl ring with a nitro group and a hydroxyl group attached to a propene chain. 1-(4'-nitrophenyl)-2-propen-1-ol is used in organic synthesis and pharmaceutical research as a starting material or intermediate. It can also be employed in the production of dyes, fragrances, and other fine chemicals. However, it is important to handle 1-(4'-nitrophenyl)-2-propen-1-ol with care, as it is considered toxic and may cause skin and eye irritation upon contact.

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 586-78-7 para-nitrophenyl bromide 
• 107-02-8 acrolein 
• 71269-07-3 3-(4-nitrophenyl)-2-propenyl chloride 
• 3536-96-7 vinylmagnesium chloride 
• 1122-91-4 4-bromo-benzaldehyde 
• 1826-67-1 vinyl magnesium bromide 

Downstream Products

• 3758-70-1 1-(4-nitrophenyl)propan-1-one 
• 914646-11-0 (S)-1-(4-nitrophenyl)-2-propen-1-ol 
• 782496-82-6 1-methoxymethoxy-1-(4-nitrophenyl)-2-propene 
• 274927-71-8 (1'R,S)-1-(4-nitrophenyl)-2-propene-1-acetate 

Relevant articles and documents

Enantioselective synthesis of 3-substituted 1,2-oxazinanes via organocatalytic intramolecular aza-Michael addition

A highly enantioselective intramolecular 6-exo-trig aza-Michael addition was developed to afford chiral 3-substituted 1,2-oxazinanes in high yields (up to 99% yield) and good enantioselectivities (up to 98/2 er). These reactions were enabled by a quinine-derived primary-tertiary diamine as a catalyst and pentafluoropropionic acid (PFP) as a co-catalyst.

Sequential deoxyfluorination approach for the synthesis of protected α,β,γ-trifluoro-δ-amino acids

Backbone-homologated amino acids have been synthesized, containing three vicinal fluorine atoms placed stereospecifically along the carbon chain. Different trifluoro stereoisomers are found to have contrasting conformations, consistent with known stereoel

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To develop novel analgesics with no side effects or less side effects than traditional opioids is highly demanded to treat opioid receptor mediated pain and addiction issues. Recently, κ-opioid receptor (KOR) has been established as an attractive target,

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Manganese-Catalyzed Ring-Opening Coupling Reactions of Cyclopropanols with Enones

A manganese-catalyzed ring-opening coupling reaction of cyclopropanols with enones for the facile and efficient preparation of 1,6-diketones is described. A wide array of synthetically important 1,6-diketones bearing manifold functional groups are obtained with up to 93% yield. These reactions feature broad substrate scopes, environmentally benign conditions, inexpensive catalyst, and operational simplicity.