5-Chloro-1-phenyl-1H-tetrazole

Base Information

• Chemical Name: 5-Chloro-1-phenyl-1H-tetrazole
• CAS No.: 14210-25-4
• Molecular Formula: C7H5ClN4
• Molecular Weight: 180.596
• Hs Code.: 29339990
• European Community (EC) Number: 238-065-4
• DSSTox Substance ID: DTXSID9065730
• Nikkaji Number: J269K
• Wikidata: Q81992357
• Mol file: 14210-25-4.mol

Synonyms:5-Chloro-1-phenyl-1H-tetrazole;14210-25-4;5-Chloro-1-phenyltetrazole;1H-Tetrazole, 5-chloro-1-phenyl-;5-Chloro-1-phenyl-1H-tetrazol;1H-Tetrazole,5-chloro-1-phenyl-;5-Chloro-1-Phenyl-1H-1,2,3,4-Tetrazole;EINECS 238-065-4;AI3-61645;1-phenyl-5-chlorotetrazole;MFCD00003128;1-Phenyl-5-chlortetrazol;N-phenyl-5-chlorotetrazole;1-phenyl-5-chloro-tetrazole;5-chloro-1-phenyl tetrazole;5-chloro-1-phenyl-tetrazole;SCHEMBL215500;5-chloro-1phenyl-1H-tetrazole;DTXSID9065730;AMY25174;1-phenyl-1h-tetrazol-5-yl chloride;5-Chloro-1-phenyl-1H-tetraazole #;BBL027418;STK802368;AKOS000120268;CCG-350349;5-Chloro-1-phenyl-1H-tetrazole, 97%;AS-60938;BP-10894;CS-0074734;FT-0620218;EN300-19562;VU0422110-2;D95254;A807852;J-007597;F9995-0214;Z104474232

Chemical Property of 5-Chloro-1-phenyl-1H-tetrazole

Chemical Property:

• Appearance/Colour: light yellow to beige crystalline powder
• Vapor Pressure: 0.000117mmHg at 25°C
• Melting Point: 120-123 °C(lit.)
• Refractive Index: 1.702
• Boiling Point: 335.8 °C at 760 mmHg
• PKA: -0.27±0.10(Predicted)
• Flash Point: 156.9 °C
• PSA: 43.60000
• Density: 1.47 g/cm³
• LogP: 1.31570
• Storage Temp.: Store below +30°C.
• Solubility.: dichloromethane: soluble25mg/mL, clear, colorless
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.0202739
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Chloro-1-phenyl-1H-tetrazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C(=NN=N2)Cl
• Uses: 5-Chloro-1-phenyl-1H-tetrazole is used as a reactant in the preparation of biaryls via phosphine-catalyzed Suzuki-Miyaura coupling of aryl halides with arylboronic acids.

Technology Process of 5-Chloro-1-phenyl-1H-tetrazole

There total 9 articles about 5-Chloro-1-phenyl-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%

phenylcarbonimidic dichloride (622-44-6) → 5-Chloro-1-phenyltetrazole (14210-25-4)

Guidance literature:

With sodium azide; tetrabutylammomium bromide; In water; toluene; for 1.5h; Ambient temperature;

DOI:10.1080/00397919708004134

Reference yield: 70.0%

5-hydroxy-1-phenyltetrazole (5097-82-5) → 5-Chloro-1-phenyltetrazole (14210-25-4)

Guidance literature:

With phosphorus pentachloride; In toluene; for 10h; Reagent/catalyst; Solvent; Reflux;

Reference yield: 69.0%

phenyl isocyanate (1197040-29-1,931-54-4) → 5-Chloro-1-phenyltetrazole (14210-25-4)

Guidance literature:

With N-chloro-succinimide; sodium azide; tetramethylammonium bromide; In chloroform; water; 1.) 0 deg C, 5 min, 2.) 0 deg C, 45 min;

DOI:10.1021/jo00107a032

upstream raw materials:

5-phenyl-1H-tetrazolone

fenamole

phenyl isocyanate

phenylcarbonimidic dichloride

Downstream raw materials:

5-phenyl-1H-tetrazolone

(+)-(1-phenyl-1H-5-tetrazolyl)-17-methylmorphinan

Refernces

• 1、 Venkateswarlu, Katta,Rao, Kanusu Umamaheswara. "Cu(OAc)2-porphyrins as an efficient catalytic system for base-free, nature mimicking Chan–Lam coupling in water". . . Retrieved 2021/03/03.
• 2、 Rayat, Sundeep,Chhabra, Radhika,Alawode, Olajide,Gundugola, Aditya S.. "Electronic properties of 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thiones: An experimental and theoretical study". experimental part. p. 38 - 45. Retrieved 2010/02/16.