4771-81-7

Basic information

• Product Name: Cyclohex-3-ene-1-carboxamide
• Synonyms: Cyclohex-3-ene-1-carboxamide;3-Cyclohexene-1-carboxamide
• CAS NO: 4771-81-7
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.17
• Product Categories: Ring Systems
• Mol File: 4771-81-7.mol

Chemical Properties

• Boiling Point: 284°C at 760mmHg
• Flash Point: 125.6°C
• Appearance: /
• Density: 1.059g/cm³
• Vapor Pressure: 0.00305mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: Cyclohex-3-ene-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohex-3-ene-1-carboxamide(4771-81-7)
• EPA Substance Registry System: Cyclohex-3-ene-1-carboxamide(4771-81-7)

Safety Data

• Hazardous Substances Data: 4771-81-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
Cyclohex-3-ene-1-carboxamide is utilized as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows it to serve as a building block for the development of new drugs and pesticides, contributing to advancements in healthcare and agriculture.
Used in Organic Compounds Synthesis:
Cyclohex-3-ene-1-carboxamide is also employed as a precursor in the manufacturing of a range of organic compounds, including dyes and pigments. Its versatile chemical properties make it suitable for the production of specialty chemicals used in various industries, such as textiles, plastics, and coatings.
Safety and Handling:
Given the potential hazards associated with Cyclohex-3-ene-1-carboxamide, it is crucial to handle, store, and dispose of Cyclohex-3-ene-1-carboxamide in accordance with local and national regulations. Proper safety measures should be implemented to minimize risks to human health and the environment.

InChI:InChI=1/C7H11NO/c8-7(9)6-4-2-1-3-5-6/h1-2,6H,3-5H2,(H2,8,9)

Upstream product

• 4771-80-6 1,2,5,6-tetrahydrobenzoic acid 
• 932-67-2 cyclohex-3-enecarbonyl chloride 
• 100-50-5 3-Cyclohexene-1-carboxaldehyde 
• 42540-33-0 cyclohex-2-enecarbaldehyde 
• 57606-87-8 3-cyclohexene-1-carboxaldehyde oxime 
• 106-99-0 buta-1,3-diene 
• 79-06-1 2-propenamide 
• 872164-43-7 N-(phenylthio)cyclohex-3-enecarboxamide 

Downstream Products

• 147330-12-9 methyl N-(cyclohex-3-enyl)carbamate 
• 2655-68-7 3-Cyclohexenyl-1-amine 
• 872164-43-7 N-(phenylthio)cyclohex-3-enecarboxamide 
• 5963-10-0 1-Isocyanatoformyl-cyclohexen-⁽³⁾ 

Relevant articles and documents

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a manufacturing method of nitrile. Compared with the prior art, the manufacturing method has the characteristics of significantly reduced using amount of an ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of a nitrile product and the like, and nitrile with a more complex structure can be obtained. The invention also relates to a method for manufacturing corresponding amine from nitrile.

Rearrangement of aldoximes to amides in water under air atmosphere catalyzed by water-soluble iridium complex [Cp*Ir(H2O) 3][OTf]2

In the presence of the water-soluble iridium complex [Cp*Ir(H 2O)3][OTf]2, a variety of aldoximes, including aromatic, aliphatic, conjugated unsaturated and non-conjugated unsaturated, were converted into their corresponding amides in water with good to excellent yields. Further, the one-pot synthesis of amides from aldehydes, hydroxylamine hydrochloride and sodium carbonate via a tandem condensation-rearrangement reaction in water was also accomplished. Compared with the reported organometallic catalysts for the rearrangement of aldoximes to amides in water, the present catalyst exhibited some advantages such as being phosphorus ligand-free, having low catalyst loading, and operational convenience under air atmosphere. This journal is the Partner Organisations 2014.

First examples of intramolecular addition of primary amidyl radicals to olefins

The first examples of intramolecular addition of primary amidyl radicals to olefins are described. Amidyl radicals were generated from N-(phenylthio)amides in refluxing benzene using a catalytic amount of 2,2′- azobis(isobutyronitrile) (5 mol%) and tributyltin hydride (sim;2.2 equiv.). The resulting yields of cyclic products ranged from 63% to 85%.

Conversion of Aliphatic Amides into Amines with benzene. Scope of the Reaction

The reagent benzene, PIFA, brings about the facile oxidative rearrangement of aliphatic amides to amines in mildly acidic (pH 1-3) mixed aqueous-organic solvents.Aromatic amines are further oxidized by the reagent and therefore cannot be prepared by this method.The rearrangement, which is in effect an "Hofmann rearrangement", occurs with complete retention of configuration in the migrating group, and the rate of the reaction follows approximately the migratory aptitudes of the migrating groups determined for other similar reactions.Isocyanates are intermediates in the rearrangement but are rapidly hydrolyzed to the product amines under the mildly acidic conditions.The acidic conditions protect the product amines from reacting with the isocyanate intermediates and forming ureas.The reaction is accelerated by addition of pyridine to a pH of approximately 3.The scope of the reaction is discussed.