4654-36-8

Basic information

• Product Name: N-(cyclohex-2-en-1-yl)benzamide
• CAS NO: 4654-36-8
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.2643
• Mol File: 4654-36-8.mol

Chemical Properties

• Boiling Point: 391.8°C at 760 mmHg
• Flash Point: 234.5°C
• Density: 1.08g/cm³
• Vapor Pressure: 2.4E-06mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: N-(cyclohex-2-en-1-yl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(cyclohex-2-en-1-yl)benzamide(4654-36-8)
• EPA Substance Registry System: N-(cyclohex-2-en-1-yl)benzamide(4654-36-8)

Safety Data

• Hazardous Substances Data: 4654-36-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N-(cyclohex-2-en-1-yl)benzamide is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and reactivity allow it to be a key component in the development of new drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
N-(cyclohex-2-en-1-yl)benzamide is also used in the production of agrochemicals, where it can serve as a precursor for the development of new pesticides or other agricultural chemicals. Its chemical properties make it a valuable component in creating effective and targeted agrochemical products.

Upstream product

• 98-88-4 benzoyl chloride 
• 822-67-3 Cyclohex-2-enol 
• 55-21-0 benzamide 
• 110-83-8 cyclohexene 
• 286-20-4 cyclohexane-1,2-epoxide 
• 286-18-0 7-azabicyclo[4.1.0]heptane 
• 4714-50-5 7-benzoyl-7-aza-bicyclo[4.1.0]heptane 
• 100-47-0 benzonitrile 
• 1521-51-3 rac-3-bromocyclohexene 
• 698-16-8 benzohydroximoyl chloride 
• 20594-92-7 3,5-diphenyl-1,2,4-oxadiazole-4-oxide 
• 59874-94-1 1-(2',2',2'-trichloromethylcarbonylamino)cyclohex-2-ene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 22613-33-8 2-cyclohexenylamine hydrochloride 

Downstream Products

• 100379-91-7 (+/-)-N-(3t-bromo-2c-hydroxy-cyclohex-r-yl)-benzamide 
• 62854-15-3 3-benzamido-cis-1,2-epoxycyclohexane 
• 255395-90-5 N-cyclohex-2-enyl-N-propanoylbenzamide 
• 91958-56-4 (R,S)-N-benzoyl-2-aminoadipic acid 
• 103798-44-3 (+/-)-7c-bromo-2-phenyl-(3ar,7ac)-3a,4,5,6,7,7a-hexahydro-benzoxazole 

Relevant articles and documents

Titanium and Cobalt Bimetallic Radical Redox Relay for the Isomerization of N -Bz Aziridines to Allylic Amides

Herein a bimetallic radical redox-relay strategy is employed to generate alkyl radicals under mild conditions with titanium(III) catalysis and terminated via hydrogen atom transfer with cobalt(II) catalysis to enact base-free isomerizations of N-Bz aziridines to N-Bz allylic amides. This reaction provides an alternative strategy for the synthesis of allylic amides from alkenes via a three-step sequence to accomplish a formal transpositional allylic amination.

Silver Salt-Mediated Allylation Reactions Using Allyl Bromides

A facile, efficient, and chemoselective synthesis of allylic amides has been developed. Allyl bromides were used as the precursors activated by silver triflate. A Ritter-type reaction readily proceeded to give various allyl amides under mild conditions. The reaction protocol was also applicable to different nucleophilic partners to give a wide range of allyl-substituted products in the absence of a base.

The Easy Approach to N -Hydroxy- N -cycloalkenylamides through Nitrosocarbonyl Ene Reactions to Cycloalkenes: Valuable Compounds for Antiviral Syntheses

An easy approach to N -hydroxy- N -cycloalkenylamides, ene adducts of cyclic alkenes of different sizes, is presented. The products can be obtained both through the thermal generation of the nitrosocarbonyl intermediates and via the photochemical fragment

Hypervalent-iodine-mediated ring-contraction monofluorination affording monofluorinated five-membered ring-fused oxazolines

The first ring-contraction monofluorination reaction mediated by a hypervalent iodine reagent is reported, and the use of the reaction for the synthesis of monofluorinated five-membered ring-fused oxazolines is described. By means of this reaction, a fluorine atom can be selectively introduced either on the five-membered ring or external to it, depending on whether or not the substrate has C-4 alkyl substituents. The reaction was used for the further conversion of probenecid and isoxepac.

DDQ-mediated direct oxidative coupling of amides with benzylic and allylic sp3 C-H bonds under metal-free conditions

A simple and efficient method for the direct oxidative coupling of amides with benzylic and allylic sp3 C-H bonds using DDQ as an oxidant is described. A range of amides including benzamide, benzyl carbamate, and substituted sulfonamides reacted efficiently with various benzylic and allylic substrates under metal free conditions to afford amidation products in good to excellent yields.

Calcium-catalyzed direct amination of π-activated alcohols

A calcium-catalyzed direct amination of π-activated alcohols with different nitrogen nucleophiles under very mild reaction conditions is presented. The high reactivity of the calcium catalyst allows for an efficient conversion of secondary and tertiary benzylic and allylic as well as tertiary propargylic alcohols. Nitrogen nucleophiles such as carbamates, tosylamides and anilines are readily alkylated at room temperature.

The stereodivergent aziridination of allylic carbamates, amides and sulfonamides

A stereodivergent protocol for the aziridination of a range of cyclic allylic amine derivatives has been developed. syn-Products can be obtained in >99:1 dr under H-bonded control and anti-products are obtained in >99:1 dr under steric control by judiciou

Chemo- and diastereoselective cyclopropanation of allylic amines and carbamates

A highly chemo- and diastereoselective protocol for the cyclopropanation of tertiary allylic amines with Shi's carbenoid [CF3CO 2ZnCH2I] is described. The high levels of diastereoselectivity observed in these reactions may be attributed to chelation of the nitrogen atom to the zinc reagent, which then transfers a methylene unit to the syn-face of the olefin. Furthermore, a stereodivergent protocol for the cyclopropanation of a range of allylic carbamates has been developed, which provides access to both diastereoisomers of the corresponding cyclopropanes with very high levels of diastereoselectivity: cyclopropanation with the Wittig-Furukawa reagent [Zn(CH2I)2] proceeds under chelation control to give the corresponding syn-product, whilst reaction with Shi's carbenoid proceeds under steric control to give the corresponding anti-cyclopropane, in >95:5 dr in both cases.

Zirconium-catalyzed intermolecular hydroamination of unactivated olefins

Highly efficient hydroamination reactions of sulfonamides, carboxamides, and carbamates with unactivated olefins catalyzed by simple and inexpensive zirconium salts under mild reaction conditions were presented for the practical preparation of various amines. These processes gave good to excellent yields of the addition products in Markovnikov addition fashion. Georg Thieme Verlag Stuttgart.

Three-component synthesis of amine derivatives using benzylic and allylic alcohols as N-alkylating agents in the absence of external catalysts and additives

The direct employment of benzylic and allylic alcohols as N-alkylating agents provides a useful synthetic route for amine derivatives by avoiding the preactivation of the hydroxy groups of alcohols. Herein we report a novel by-product-catalyzed three-comp