1197-51-9

Basic information

• Product Name: BENZYL-PROP-2-YNYL-AMINE
• Synonyms: Benzenemethanamine,N-2-propynyl-;Benzylamine,N-2-propynyl-;Benzylpropargylamine;N-(2-Propynyl)benzylamine;N-Benzyl-2-propynylamine;N-Demethylpargyline;N-Desmethylpargyline;n-propargylbenzylamine
• CAS NO: 1197-51-9
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.2
• EINECS: 214-827-1
• Mol File: 1197-51-9.mol
• Article Data: 66

Chemical Properties

• Boiling Point: 244.6°Cat760mmHg
• Flash Point: 103.7°C
• Appearance: /
• Density: 0.982g/cm³
• Vapor Pressure: 0.03mmHg at 25°C
• CAS DataBase Reference: BENZYL-PROP-2-YNYL-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL-PROP-2-YNYL-AMINE(1197-51-9)
• EPA Substance Registry System: BENZYL-PROP-2-YNYL-AMINE(1197-51-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 1197-51-9(Hazardous Substances Data)

Usage

General Description

Benzyl-prop-2-ynyl-amine is a chemical compound with the molecular formula C10H11N. It is a derivative of propargylamine, containing a benzyl group attached to the second carbon in the alkyne chain. BENZYL-PROP-2-YNYL-AMINE is a primary amine, meaning it has a nitrogen atom directly bonded to only one carbon atom. Benzyl-prop-2-ynyl-amine is commonly used in organic synthesis as a starting material for the preparation of various functionalized compounds, including pharmaceuticals and agrochemicals. It can also be employed as a ligand in coordination chemistry and as a building block for the construction of heterocyclic compounds. Due to its versatile reactivity, benzyl-prop-2-ynyl-amine is an important intermediate in the production of a wide range of chemicals for industrial and research purposes.

InChI:InChI=1/C10H11N/c1-2-8-11-9-10-6-4-3-5-7-10/h1,3-7,11H,8-9H2/p+1

Upstream product

• 59950-71-9 N,N tetramethyl, N'benzylphosphotriamide 
• 921-01-7 rac-cysteine 
• 1606142-70-4 N-benzyl-2,4-dinitro-N-(prop-2-yn-1-yl)benzenesulfonamide 
• 100-46-9 benzylamine 
• 100-51-6 benzyl alcohol 
• 42116-44-9 N-tert-butoxycarbonylbenzylamine 
• 2450-71-7 Propargylamine 
• 142301-75-5 N-(tert-butoxycarbonyl)-N-benzyl-4-amino-1-butyne 
• 107301-61-1 N-benzyl-4-amino-1-butyne 
• 107301-62-2 N-benzyl-N-(carbobenzyloxy)-4-amino-1-butyne 
• 100-52-7 benzaldehyde 
• 106-96-7 propargyl bromide 
• 98-88-4 benzoyl chloride 
• 1464-98-8 N-(prop-2-yn-1-yl)benzamide 

Downstream Products

• 165461-04-1 N-Benzyl-N-(pent-3-ynyl)-N-(prop-2-ynyl)amine 
• 67367-74-2 2-(Benzyl-prop-2-ynyl-amino)-1-(1,2,3,5,6,7-hexahydro-s-indacen-4-yl)-ethanone 
• 92288-02-3 5-methylene-3-(phenylmethyl)-2-oxazolidinone 
• 100-46-9 benzylamine 
• 714965-16-9 N-benzyl-N-(prop-2-yn-1-yl)but-2-ynamide 
• 90600-82-1 3-Benzyl-2-methylthio-4H-1,3-thiazinium-iodid 
• 1018332-79-0 N-benzyl-N-propargyl-2,2-difluoro-4-(triisopropylsilyl)-3-butynamide 
• 1345669-62-6 C₁₈H₂₀F₃NO 
• 1345669-64-8 C₁₈H₁₈F₃NO₃ 
• 1345669-66-0 C₁₅H₁₄Cl₃NO 
• 1345669-60-4 C₁₅H₁₄F₃NO 
• 1345669-61-5 C₁₇H₁₈F₃NO 
• 1421337-40-7 N¹,N⁴-dibenzyl-N¹,N⁴-bis((E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)but-2-yne-1,4-diamine 

Relevant articles and documents

Synthesis of multiply substituted 1,6-dihydropyridines through Cu(I)-catalyzed 6-endo cyclization

Copper-catalyzed 6-endo cyclization of N-propargylic β-enaminocarbonyls was developed for the synthesis of oxidation-labile 1,6-dihydropyridines. This synthetic method allows flexible and regio-defined assembly of various substituents at the N1, C2, C3, C4, and C6 positions of 1,6-dihydropyridines under mild conditions.

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The regiochemistry of carbenoid insertion into zirconacycles

The regioselectivity of insertion of lithium chloroallylides (allyl carbenoids) into a wide variety of unsymmetrical zirconacycles has been determined. In all but one case a single regioisomer was obtained. A combination of steric and electronic effects is needed to explain the results and imply that the carbenoid is acting predominantly as an electrophilic species. The first carbenoid insertion into a zirconacyclopentadiene is noted. (C) 2000 Elsevier Science Ltd.

Highly regioselective synthesis of substituted isoindolinones via ruthenium-catalyzed alkyne cyclotrimerizations

(Cyclooctadiene)(pentamethylcyclopentadiene) ruthenium chloride [Cp*RuCl (cod)] has been used to catalyze the regioselective cyclization of amide-tethered diynes with monosubstituted alkynes to give polysubstituted isoindolinones. Notably, the presence of a trimethylsilyl group on the diyne generally led to complete control over the regioselectivity of the alkyne cyclotrimerization. The cyclization reaction worked well in a sustainable non-chlorinated solvent and was tolerant of moisture. The optimized conditions were effective with a diverse range of alkynes and diynes. The 7-silylisoindolinone products could be halogenated, protodesilylated or ring opened to access a range of usefully functionalized products.

Synthesis of polysubstituted pyrroles from activated alkynes and n-propargylamines through base-catalyzed cascade reaction

A novel K3PO4-catalyzed synthesis of polysubstituted pyrroles by a Michael addition/alkyne carbocyclization of activated alkynes and N-propargylamines has been developed. This transition-metal-free cascade process represents an environmental friendly and efficient way to construct polysubstituted pyrroles in good yields. Catalyzed by CsF, a Michael addition/aza-Claisen rearrangement/cyclization sequential process has been achieved to selectively synthesize pyrroles in moderate yields. An efficient method for the synthesis of polysubstituted pyrroles from activated alkynes and N-propargylamines has been developed. This cascade process represents an atom- and step-economical way to construct a range of polysubstituted pyrroles and involves base-catalyzed Michael addition/alkyne carbocyclization or Michael addition/aza-Claisen rearrangement/cyclization.

N-Cyanation of Primary and Secondary Amines with Cyanobenzio-doxolone (CBX) Reagent

An efficient electrophilic N-cyanation of amines with a stable and less-toxic cyanobenziodoxole reagent towards the synthesis of cyanamides is disclosed. This synthetically practicable strategy allows the construction of a wide variety of cyanamides under very mild and simple conditions with a broad functional group compatibility, and showcases a huge potential in late-stage modification of complex molecules.

Pyridone hexa-alkyne amine modified derivative and preparation method and application thereof

The invention relates to a pyridone hexa-alkyne amine modified derivative as shown in a formula (I) and a pharmaceutically acceptable salt thereof, a preparation method thereof, application of the pyridone hexa-alkyne amine modified derivative or the pharmaceutically acceptable salt thereof to preparation of drugs for preventing or treating related diseases, especially Alzheimer's disease and Parkinson's disease, by inhibiting monoamine oxidase, chelating metal iron ions, resisting Abeta and resisting oxidation. According to the invention, a series of novel single-molecule multi-target anti-ADactive compounds are synthesized, and pyridone derivatives with iron ion chelating activity and propynylamine with MAOB inhibitory activity are creatively and organically combined together, so that the compounds have remarkable advantages on Alzheimer's disease with complex pathogenesis; and the combined molecules are far superior to CP20 (deferiprone) in the aspect of iron ion chelating activity.