5-PHENYL-1H-1,2,3-TRIAZOLE

Base Information

• Chemical Name: 5-PHENYL-1H-1,2,3-TRIAZOLE
• CAS No.: 1680-44-0
• Molecular Formula: C8H7N3
• Molecular Weight: 145.164
• Hs Code.: 2933990090
• Mol file: 1680-44-0.mol

Synonyms:5-phenyl-1H-1,2,3-triazole;1H-1,2,3-Triazole,4-phenyl- (9CI);v-Triazole, 4-phenyl- (6CI,7CI,8CI);4-Phenyl-1,2,3-triazole;NSC 83125;

Chemical Property of 5-PHENYL-1H-1,2,3-TRIAZOLE

Chemical Property:

• Vapor Pressure: 0.000119mmHg at 25°C
• Melting Point: 143-144 °C
• Refractive Index: 1.61
• Boiling Point: 346 °C at 760 mmHg
• PKA: 8.40±0.70(Predicted)
• Flash Point: 169.4 °C
• PSA: 41.57000
• Density: 1.214 g/cm³
• LogP: 1.47170
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-Phenyl-1H-1,2,3-triazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-PHENYL-1H-1,2,3-TRIAZOLE

There total 117 articles about 5-PHENYL-1H-1,2,3-TRIAZOLE 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: 99.0%

nitrostyrene (5153-67-3) → 4-phenyl-1H-1,2,3-triazole (1680-44-0)

Guidance literature:

With trimethylsilylazide; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 0.0833333h; Sealed tube;

DOI:10.1002/ejoc.201801290

Reference yield: 99.0%

(2-nitroethenyl)benzene (102-96-5) → 4-phenyl-1H-1,2,3-triazole (1680-44-0)

Guidance literature:

With sodium azide; In water; Reagent/catalyst; Solvent; regioselective reaction; Heating; Green chemistry;

DOI:10.1002/cctc.201801524

Reference yield: 98.0%

phenyl-glyoxal-2-oxime-1-semicarbazone (411211-25-1) → 4-phenyl-1H-1,2,3-triazole (1680-44-0)

Guidance literature:

phenyl-glyoxal-2-oxime-1-semicarbazone; With oxygen; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 110 ℃; for 0.0833333h;

With sodium dithionite; In N,N-dimethyl-formamide; at 110 ℃; for 0.0833333h;

With water; In N,N-dimethyl-formamide; at 110 ℃; Solvent; Reagent/catalyst; Temperature;

DOI:10.1016/j.tetlet.2013.10.125

upstream raw materials:

phenyllithium

acetonitrile

phenylacetylene

C,N-Diphenylnitrilimine

Downstream raw materials:

1-(4-nitrobenzyl)-4-phenyl-1,2,3-triazole

2-(p-nitrobenzyl)-4-phenyl-2H-1,2,3-triazole

ethyl 4-phenyl-2H-1,2,3-triazole-2-acetate

(4-phenyl-[1,2,3]triazol-1-yl)-acetic acid ethyl ester

Refernces

• 1、 Leng, Jing,Tang, Wenjian,Fang, Wan-Yin,Zhao, Chuang,Qin, Hua-Li. "A Simple Protocol for the Stereoselective Construction of Enaminyl Sulfonyl Fluorides". . p. 4316 - 4321. Retrieved 2020.
• 2、 Bao, Pengli,Yue, Huilan,Meng, Na,Zhao, Xiaohui,Li, Jiangsheng,Wei, Wei. "Copper-Catalyzed Three-Component Reaction of Alkynes, TMSN3, and Ethers: Regiocontrollable Synthesis of N1- And N2-Oxyalkylated 1,2,3-Triazoles". . p. 7218 - 7222. Retrieved 2019.
• 3、 Liu, Lei,Ai, Yongjian,Li, Dong,Qi, Li,Zhou, Junjie,Tang, Zhike,Shao, Zixing,Liang, Qionglin,Sun, Hong-Bin. "Recyclable Acid–Base Bifunctional Core–Shell–Shell Nanosphere Catalyzed Synthesis of 5-Aryl-1H-1,2,3-triazoles through the “One-Pot” Cyclization of Aldehydes, Nitromethane, and Sodium Azide". . p. 3131 - 3137. Retrieved 2017.
• 4、 Shainyan,Meshcheryakov. "Trifluoromethanesulfonyl azide as a convenient reagent for synthesis of triazoles". . p. 1797 - 1798. Retrieved 2001.
• 5、 Chen, Chung-Yu,Lee, Pei-Hua,Lin, Yong-Yong,Yu, Wen-Ting,Hu, Wan-Ping,Hsu, Chia-Chen,Lin, Ying-Ting,Chang, Long-Sen,Hsiao, Cheng-Tien,Wang, Jeh-Jeng,Chung, Mei-Ing. "Synthesis, DNA-binding abilities and anticancer activities of triazole-pyrrolo[2,1-c][1,4]benzodiazepines hybrid scaffolds". . p. 6854 - 6859. Retrieved 2013.
• 6、 He, Yun,Sun, Erxiao,Zhao, Yi,Hai, Li,Wu, Yong. "The one-pot synthesis of 4-aryl-1H-1,2,3-triazoles without azides and metal catalization". . p. 111 - 115. Retrieved 2014.
• 7、 Hartzel,Benson. "-". . p. 667,668. Retrieved 1954.
• 8、 Sharma, Pankaj,Kumar, A. Niggula P.,Senwar, Kishna R.,Forero-Doria, Oscar,Nachtigall, Fabiane M.,Santos, Leonardo S.,Shankaraiah. "Effect of sulfamic acid on 1,3-dipolar cycloaddition reaction: Mechanistic studies and synthesis of 4-Aryl-nh-1,2,3-Triazoles from nitroolefins". . p. 589 - 597. Retrieved 2017.
• 9、 Wen, Zhiwei,Tuttle, Paloma R.,Howlader, A. Hasan,Vasilyeva, Anna,Gonzalez, Laura,Tangar, Antonija,Lei, Ruipeng,Laverde, Eduardo E.,Liu, Yuan,Miksovska, Jaroslava,Wnuk, Stanislaw F.. "Fluorescent 5-Pyrimidine and 8-Purine Nucleosides Modified with an N-Unsubstituted 1,2,3-Triazol-4-yl Moiety". . . Retrieved 2019.
• 10、 Ji, Jian,Guan, Cong,Wei, Qinghua,Chen, Xuwen,Zhao, Yun,Liu, Shunying. "Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air". supporting information. p. 132 - 136. Retrieved 2022/01/04.