1-Propargyl-1H-benzotriazole

Base Information

• Chemical Name: 1-Propargyl-1H-benzotriazole
• CAS No.: 142321-23-1
• Molecular Formula: C9H7 N3
• Molecular Weight: 157.175
• Hs Code.: 2933990090
• European Community (EC) Number: 623-267-0
• Nikkaji Number: J544.172B
• Mol file: 142321-23-1.mol

Synonyms:142321-23-1;1-Propargyl-1H-benzotriazole;1-(Prop-2-yn-1-yl)-1H-benzo[d][1,2,3]triazole;1-prop-2-ynylbenzotriazole;1-(2-Propynyl)-1H-benzotriazole;1-propargylbenzotriazole;SCHEMBL769428;HMS1661F08;1-Propargyl-1H-benzotriazole, 96%;CCG-53363;MFCD00274645;AKOS003644536;BS-42538;CS-0337312;1-(prop-2-ynyl)-1H-benzo[d][1,2,3]triazole;SR-01000642531-1;InChI=1/C9H7N3/c1-2-7-12-9-6-4-3-5-8(9)10-11-12/h1,3-6H,7H

Chemical Property of 1-Propargyl-1H-benzotriazole

Chemical Property:

• Vapor Pressure: 0.0018mmHg at 25°C
• Melting Point: 52-56 °C(lit.)
• Refractive Index: 1.615
• Boiling Point: 302.2°C at 760 mmHg
• Flash Point: 136.6°C
• PSA: 30.71000
• Density: 1.12g/cm³
• LogP: 1.06450
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.063997236
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99.3% ^*data from raw suppliers

1-Propargyl-1H-benzotriazole 96% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCN1C2=CC=CC=C2N=N1
• Uses: Reactant for:Preparation of clarithromycin analogs via click chemistry as antibacterial agentsSonogashira couplingBronsted superacid-catalyzed reactionsHydroboration and hydrostannylation reactions

Technology Process of 1-Propargyl-1H-benzotriazole

There total 8 articles about 1-Propargyl-1H-benzotriazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + propargyl bromide (106-96-7) → 1-(1H-benzotriazol-1-yl)prop-2-yne (142321-23-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1021/ol101082v

Reference yield: 72.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + propargyl bromide (106-96-7) → N-allylbenzotriazole (52298-91-6) + 1-(1H-benzotriazol-1-yl)prop-2-yne (142321-23-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; toluene; at 0 ℃; for 16h;

DOI:10.1016/0040-4039(96)01216-6

Reference yield: 63.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + propargyl bromide (106-96-7) → 1-(1H-benzotriazol-1-yl)prop-2-yne (142321-23-1) + 2-(1,2-propadienyl)benzotriazole + 2-(prop-2-ynyl)-2H-benzo[d][1,2,3]triazole

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; for 16h; Yields of byproduct given; Ambient temperature;

upstream raw materials:

1,2,3-Benzotriazole

propargyl bromide

propargyl alcohol

Downstream raw materials:

2-Benzotriazol-1-yl-1,1-diphenyl-but-3-yn-1-ol

4-Benzotriazol-1-yl-1,1-diphenyl-but-2-yn-1-ol

4-Benzotriazol-1-yl-1,1,5,5-tetraphenyl-pent-2-yne-1,5-diol

1-hydroxy-4-(benzotriazol-1-yl)-1-(3,4-dichlorophenyl)-1-phenylbut-2-yne

Refernces

• 1、 Arora, Saroj,Attri, Shivani,Bhagat, Kavita,Kaur Gulati, Harmandeep,Kaur, Prabhjot,Kumar, Nitish,Mohinder Singh Bedi, Preet,Sharma, Sahil,Singh, Atamjit,Singh, Harbinder,Vir Singh, Jatinder. "New coumarin-benzotriazole based hybrid molecules as inhibitors of acetylcholinesterase and amyloid aggregation". . . Retrieved 2020.
• 2、 Shi, Xiaoling,Yang, Lufei,Jiang, Liping,Bi, Fuqiang,Zhang, Guofang. "Anti-migration of Nitrogen-rich N-Heterocyclic Ferrocenes and Their Combustion Catalytic Properties in the Thermal Decomposition of Energetic Oxidizers". . . Retrieved 2021/12/14.
• 3、 Perego, Luca Alessandro,Blieck, Rémi,Michel, Julie,Ciofini, Ilaria,Grimaud, Laurence,Taillefer, Marc,Monnier, Florian. "Copper-Catalyzed Hydroamination of N-Allenylazoles: Access to Amino-Substituted N-Vinylazoles". supporting information. p. 4388 - 4392. Retrieved 2017/10/23.