5-(4-Nitrophenyl)-1H-Tetrazole

Base Information

• Chemical Name: 5-(4-Nitrophenyl)-1H-Tetrazole
• CAS No.: 16687-60-8
• Molecular Formula: C7H5N5O2
• Molecular Weight: 191.149
• Hs Code.: 2933990090
• NSC Number: 141937
• DSSTox Substance ID: DTXSID10301237
• Nikkaji Number: J1.245.652B,J2.599.122B,J816.258A
• Mol file: 16687-60-8.mol

Synonyms:5-(4-Nitrophenyl)-1H-Tetrazole;16687-60-8;5-(4-nitrophenyl)-2H-tetrazole;5-(4-NITRO-PHENYL)-2H-TETRAZOLE;5-(4-nitrophenyl)tetrazole;5-P-Nitrophenyl-1H-tetrazole;5-(4-Nitro-phenyl)-1H-tetrazole;MFCD00068729;5-[4-Nitrophenyl]-1H-tetrazole;4-(1H-Tetrazol-5-yl)nitrobenzene;NSC141937;Maybridge1_004022;5-(4-nitrophenyl)-1H-1,2,3,4-tetrazole;Oprea1_847632;YSWG476;SCHEMBL264644;HMS552O18;DTXSID10301237;5-(4-nitro-phenyl)-1H-tetrazol;5-{4-nitrophenyl}-1H-tetraazole;5-(4'-Nitrophenyl)-1H-Tetrazole;2H-Tetrazole, 5-(4-nitrophenyl)-;5-(4-Nitrophenyl)-1H-tetraazole #;AKOS000262561;AKOS023093259;AB05506;NSC-141937;AC-16672;CS-10908;GK 02978;SY038812;BB 0238430;CS-0128926;FT-0619667;C73218;A810784;AH-034/11365981;5-(4-Nitrophenyl)-1H-tetrazole;InChI=1/C7H5N5O2/c13-12(14)6-3-1-5(2-4-6)7-8-10-11-9-7/h1-4H,(H,8,9,10,11

Chemical Property of 5-(4-Nitrophenyl)-1H-Tetrazole

Chemical Property:

• Vapor Pressure: 8.85E-08mmHg at 25°C
• Melting Point: 223°C (dec.)
• Refractive Index: 1.662
• Boiling Point: 435.3 °C at 760 mmHg
• PKA: 3.38±0.10(Predicted)
• Flash Point: 217.1 °C
• PSA: 100.28000
• Density: 1.534 g/cm³
• LogP: 1.29810
• Storage Temp.: Store at RT.
• Water Solubility.: Insoluble in water. Soluble in DMSO.
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 191.04432442
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

5-(4-Nitrophenyl)-1H-tetrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NNN=N2)[N+](=O)[O-]
• Uses: It is used as a reagent used as activator for both solution- and solid-phase synthesis of oligonucleotides using the phosphoramidite method.

Technology Process of 5-(4-Nitrophenyl)-1H-Tetrazole

There total 29 articles about 5-(4-Nitrophenyl)-1H-Tetrazole 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: 100.0%

4-nitrobenzonitrile (619-72-7) → 5-(4-nitrophenyl)-1H-1,2,3,4-tetrazole (16687-60-8)

Guidance literature:

With sodium azide; copper(II) sulfate; In dimethyl sulfoxide; at 140 ℃; for 0.5h;

DOI:10.1590/S0103-50532013005000005

Reference yield: 98.0%

4-nitrobenzaldehdye (555-16-8) → 5-(4-nitrophenyl)-1H-1,2,3,4-tetrazole (16687-60-8)

Guidance literature:

With sodium azide; hydroxylamine hydrochloride; In water; at 20 ℃; for 0.25h; Green chemistry;

DOI:10.1039/c6ra19631d

Reference yield: 97.0%

(R)-1-(5-(4-nitrophenyl)-2H-tetrazol-2-yl)ethyl (S)-2-fluoro-2-phenylacetate → 5-(4-nitrophenyl)-2H-tetrazole (16687-60-8) + ethyl (S)-(+)-2-fluoro-2-phenyl acetate

Guidance literature:

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

DOI:10.1021/acs.joc.6b02955

upstream raw materials:

4-nitrobenzanilide

N-amino-4-nitrobenzene-1-carboximidamide

4-nitrobenzamide

4-nitrobenzonitrile

Downstream raw materials:

2-methyl-5-(4-nitrophenyl)-1,3,4-oxadiazole

phenyl 5-(4-nitrophenyl)-2H-tetrazole-2-carboxylate

1-methyl-5-(4-nitrophenyl)-1H-tetrazole

4,1,20.2-methyl-5-(4-nitrophenyl)-2H-tetrazole

Refernces

• 1、 Salahshournia, Behrang,Hamadi, Hosein,Nobakht, Valiollah. "Engineering a Cu-MOF Nano-Catalyst by using Post-Synthetic Modification for the Preparation of 5-Substituted 1H-Tetrazoles". . . Retrieved 2018.
• 2、 Meshram, Gangadhar A.,Deshpande, Shruti S.,Wagh, Pramod A.,Vala, Vipul A.. "Silica supported lanthanum triflate mediated synthesis of 5-substituted-1H tetrazoles". . p. 3557 - 3560. Retrieved 2014.
• 3、 Rekunge, Deelip S.,Indalkar, Krishna S.,Chaturbhuj, Ganesh U.. "Activated Fuller's earth as an inexpensive, eco-friendly, efficient catalyst for the synthesis of 5-aryl 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide". . p. 5815 - 5819. Retrieved 2016.
• 4、 Lang, Leiming,Li, Baojun,Liu, Wei,Jiang, Li,Xu, Zheng,Yin, Gui. "Mesoporous ZnS nanospheres: A high activity heterogeneous catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide". . p. 448 - 450. Retrieved 2010.
• 5、 Abdollahi-Alibeik, Mohammad,Moaddeli, Ali. "Multi-component one-pot reaction of aldehyde, hydroxylamine and sodium azide catalyzed by Cu-MCM-41 nanoparticles: A novel method for the synthesis of 5-substituted 1H-tetrazole derivatives". . p. 2116 - 2122. Retrieved 2015.
• 6、 Kazemnejadi, Milad,Sardarian, Ali Reza. "Ecofriendly synthesis of a heterogeneous polyvinyl alcohol immobilized copper(II) Schiff base complex as an efficient, reusable catalyst for the one-pot three-component green preparation of 5-substituted 1: H -tetrazoles under mild conditions". . p. 91999 - 92006. Retrieved 2016.
• 7、 Yadollahi, Mahtab,Hamadi, Hosein,Nobakht, Valiollah. "Tandem magnetization and post-synthetic metal ion exchange of metal–organic framework: Synthesis, characterization and catalytic study". . . Retrieved 2019.
• 8、 Clarina, Thanaraj,Rama, Velladurai. "[3 + 2] Cycloaddition promoted by zinc oxide nanoparticles anchored on reduced graphene oxide using green solvent". . p. 175 - 187. Retrieved 2018.
• 9、 Kong, Dan,Liu, Yanyan,Zhang, Juan,Li, Hongbian,Wang, Xiangyu,Liu, Guangyu,Li, Baojun,Xu, Zheng. "Hierarchically porous AlPO-5-based microspheres as heterogeneous catalysts for the synthesis of 5-substituted 1H-tetrazoles via [3+2] cycloaddition". . p. 3078 - 3083. Retrieved 2014.
• 10、 Gowd, Madhusudana Reddy Muthukur Bhoje,Pasha, Mohamed Afzal. "A versatile and an efficient synthesis of 5-substituted-1H-tetrazoles". . p. 75 - 79. Retrieved 2011.