5-(4-chlorophenyl)-1H-tetrazole

Base Information

• Chemical Name: 5-(4-chlorophenyl)-1H-tetrazole
• CAS No.: 16687-61-9
• Molecular Formula: C7H5ClN4
• Molecular Weight: 180.596
• European Community (EC) Number: 681-347-0
• NSC Number: 86301
• DSSTox Substance ID: DTXSID40292881
• Nikkaji Number: J307.684I
• Wikidata: Q82031373
• ChEMBL ID: CHEMBL449442
• Mol file: 16687-61-9.mol

Synonyms:5-(4-chlorophenyl)-1H-tetrazole;16687-61-9;5-(4-Chloro-Phenyl)-2H-Tetrazole;5-(4-chlorophenyl)-2H-tetrazole;5-(4-chlorophenyl)tetrazole;1H-Tetrazole, 5-(4-chlorophenyl)-;2H-Tetrazole, 5-(4-chlorophenyl)-;CHEMBL449442;MFCD00040952;5-(4-chlorophenyl)-2H-1,2,3,4-tetraazole;2H-Tetrazole,5-(4-chlorophenyl)-;NSC86301;4-chlorophenyl tetrazole;5-(4-chlorophenyl)-1H-1,2,3,4-tetrazole;Bionet2_000295;5-(4'-chlorophenyl)tetrazole;SCHEMBL1774400;SCHEMBL8295416;DTXSID40292881;HMS1364N09;5-(4-chlorophenyl)-1H-tetraazole;BDBM50437283;CCG-40512;NSC 86301;NSC-86301;STK208775;AKOS000262998;AKOS000297178;AB04302;CS-W017180;5-(4-Chlorophenyl)-1H-tetrazole, 97%;CS-10906;SY012305;BB 0238262;FT-0619642;5-(4-chlorophenyl)-2H-1,2,3,4-tetrazole;EN300-17715;6F-900;A810785;AG-690/32526043;Z56995161;2-Morpholin-4-yl-5-(trifluoromethyl)benzeneboronic acid, pinacol ester

Chemical Property of 5-(4-chlorophenyl)-1H-tetrazole

Chemical Property:

• Vapor Pressure: 2.98E-05mmHg at 25°C
• Melting Point: 262-264 °C
• Refractive Index: 1.631
• Boiling Point: 356.2 °C at 760 mmHg
• PKA: 3.95±0.10(Predicted)
• Flash Point: 200.4 °C
• PSA: 54.46000
• Density: 1.448 g/cm³
• LogP: 1.52010
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.0202739
• Heavy Atom Count: 12
• Complexity: 146

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=NNN=N2)Cl

Technology Process of 5-(4-chlorophenyl)-1H-tetrazole

There total 21 articles about 5-(4-chlorophenyl)-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-Cyanochlorobenzene (623-03-0) → 5-(4-chlorophenyl)-1H-tetrazole (16687-61-9)

Guidance literature:

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

DOI:10.1590/S0103-50532013005000005

Reference yield: 99.0%

4-chlorobenzaldoxime (3848-36-0) → 5-(4-chlorophenyl)-1H-tetrazole (16687-61-9)

Guidance literature:

With diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 5,5-dimethyl-1,3-cyclohexadiene; for 4h; Solvent; Reflux; Green chemistry;

DOI:10.1055/s-0036-1591851

Reference yield: 98.0%

4-chlorobenzaldehyde (104-88-1) → 5-(4-chlorophenyl)-1H-tetrazole (16687-61-9)

Guidance literature:

With sodium azide; hydroxylamine hydrochloride; In water; at 20 ℃; for 0.116667h; Green chemistry;

DOI:10.1039/c6ra19631d

upstream raw materials:

4-Cyanochlorobenzene

4-chlorobenzamide

4-chlorobenzaldehyde

4-chlorothiobenzamide

Downstream raw materials:

3-[5-(4-Chloro-phenyl)-tetrazol-2-yl]-propionitrile

N-[1-[5-(4-Chloro-phenyl)-tetrazol-2-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine

N-[1-[5-(4-Chloro-phenyl)-tetrazol-1-yl]-1-phenyl-meth-(Z)-ylidene]-N'-(4-nitro-phenyl)-hydrazine

5-(4′-chlorophenyl)-2-methyltetrazole

Refernces

• 1、 Nowrouzi, Najmeh,Farahi, Soghra,Irajzadeh, Maryam. "4-(N,N-Dimethylamino)pyridinium acetate as a recyclable catalyst for the synthesis of 5-substituted-1H-tetrazoles". . p. 739 - 742. Retrieved 2015.
• 2、 Galani, Sunil M.,Panda, Asit Baran. "Enhanced Thermocatalytic Activity of Porous Yellow ZnO Nanoflakes: Defect- and Morphology-Induced Perspectives". . p. 612 - 620. Retrieved 2019.
• 3、 Paudel, Suresh,Min, Xiao,Acharya, Srijan,Khadka, Daulat Bikram,Yoon, Goo,Kim, Kyeong-Man,Cheon, Seung Hoon. "Triple reuptake inhibitors: Design, synthesis and structure–activity relationship of benzylpiperidine–tetrazoles". . p. 5278 - 5289. Retrieved 2017.
• 4、 Qi, Gang,Dai, Yong. "γ-Fe2O3: A magnetic separable catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide". . p. 1029 - 1032. Retrieved 2010.
• 5、 Karimian, Azam,Emarloo, Nahid,Salari, Samira. "The mineral alum: an effective and low-cost heterogeneous catalyst for the successful synthesis of 5-substituted-1H-tetrazoles". . p. 91 - 100. Retrieved 2020/06/01.
• 6、 Mittal, Rupali,Kumar, Amit,Awasthi, Satish Kumar. "Practical scale up synthesis of carboxylic acids and their bioisosteres 5-substituted-1H-tetrazoles catalyzed by a graphene oxide-based solid acid carbocatalyst". . p. 11166 - 11176. Retrieved 2021/03/31.