14210-25-4

Basic information

• Product Name: 5-CHLORO-1-PHENYL-1H-TETRAZOLE
• Synonyms: RARECHEM AQ NN 0459;1-PHENYL-5-CHLOROTETRAZOLE;5-CHLORO-1-PHENYL-1H-1,2,3,4-TETRAAZOLE;5-CHLORO-1-PHENYL-1H-TETRAZOLE;5-CHLORO-1-PHENYLTETRAZOLE;5-CHLORO-1-PHENYL-1H-TETRAZOL;1H-Tetrazole, 5-chloro-1-phenyl-;5-Chloro-1-phenyl-1H-tetrazole, 98+%
• CAS NO: 14210-25-4
• Molecular Formula: C₇H₅ClN₄
• Molecular Weight: 180.59
• EINECS: 238-065-4
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Tetrazoles;TetrazolesHeterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 14210-25-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 120-123 °C(lit.)
• Boiling Point: 297.55°C (rough estimate)
• Flash Point: 156.9 °C
• Appearance: light yellow to beige crystalline powder
• Density: 1.3947 (rough estimate)
• Vapor Pressure: 0.000117mmHg at 25°C
• Refractive Index: 1.6110 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: dichloromethane: soluble25mg/mL, clear, colorless
• PKA: -0.27±0.10(Predicted)
• BRN: 139070
• CAS DataBase Reference: 5-CHLORO-1-PHENYL-1H-TETRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-1-PHENYL-1H-TETRAZOLE(14210-25-4)
• EPA Substance Registry System: 5-CHLORO-1-PHENYL-1H-TETRAZOLE(14210-25-4)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36
• RIDADR: UN 1325 4.1/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 4.1
• PackingGroup: III
• Hazardous Substances Data: 14210-25-4(Hazardous Substances Data)

Usage

Chemical Properties

light yellow to beige crystalline powder

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.

General Description

5-Chloro-1-phenyl-1H-tetrazole reacts with 2-hydroxyacetophenone to yield 1-phenyl-1H-tetrazol-5-oxy linked compound.

InChI:InChI=1/C7H5ClN4/c8-7-9-10-11-12(7)6-4-2-1-3-5-6/h1-5H

Upstream product

• 5097-82-5 5-phenyl-1H-tetrazolone 
• 5467-78-7 fenamole 
• 1197040-29-1 phenyl isocyanate 
• 622-44-6 phenylcarbonimidic dichloride 
• 55011-47-7 5-chloro-1H-tetrazole 
• 98-80-6 phenylboronic acid 
• 103-72-0 phenyl isothiocyanate 
• 5097-82-5 5-hydroxy-1-phenyltetrazole 

Downstream Products

• 5097-82-5 5-phenyl-1H-tetrazolone 
• 121653-25-6 3-O-(1-phenyltetrazol-5-yl)-N-n-propylnormorphine 
• 55592-66-0 3-O-(1-phenyltetrazol-5-yl)morpholine 
• 748723-43-5 3,6-bis-O-(1-phenyltetrazol-5-yl)morphine 
• 155732-90-4 17-cyclopropylmethyl-4,5α-epoxy-14β-hydroxy-3-[(1-phenyl-1H-tetrazol-5-yl)oxy]-morphinan-6-one 
• 131769-80-7 2-Ethoxy-3,8,9-trimethoxy-12-(1-phenyl-1H-tetrazol-5-yloxy)benzophenanthridine 
• 13449-07-5 1-phenyl-4-(but-3-en-2-yl)-1,4-dihydrotetrazol-5-one 
• 13444-09-2 5-(But-3-en-2-yloxy)-1-phenyltetrazole 
• 95926-77-5 1-(2-Cyclohexen-1-yl)-1,4-dihydro-4-phenyl-5H-tetrazol-5-on 
• 180056-70-6 5-[(E)-3-(4-Nitro-phenyl)-allyloxy]-1-phenyl-1H-tetrazole 
• 13437-77-9 1-phenyl-5-(prop-2-enyloxy)-tetrazole 
• 180056-61-5 1-phenyl-5-[(E)-3-phenylprop-2-enyloxy]-tetrazole 
• 180056-88-6 5-benzyloxy-1-phenyltetrazole 
• 203579-28-6 6-Ethyl-5-methoxy-7-(1-phenyl-1H-tetrazol-5-yloxy)-3H-isobenzofuran-1-one 

Relevant articles and documents

5-Halo-1-phenyltetrazoles

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Recycling method of 1-phenyl-5-hydroxytetrazole

The invention discloses a recycling method of 1-phenyl-5-hydroxytetrazole, and belongs to the technical field of medicinal chemistry. The preparation method comprises the following steps: a byproduct1-phenyl-5-hydroxytetrazole generated in preparation process of a rosuvastatin calcium intermediate is converted into 1-phenyl-5-mercaptotetrazole; and meanwhile, the 1-phenyl-5-mercaptotetrazole is further used for preparing a rosuvastatin calcium intermediate or rosuvastatin calcium. According to the method disclosed by the invention, reasonable recycling of the byproduct 1-phenyl-5-hydroxytetrazole is realized, the raw materials are fully utilized, the production cost of rosuvastatin calcium and the intermediate thereof is reduced, and the emission of three wastes is reduced.

Improved preparation of 5-chloro-1-phenyl-1H-tetrazole and other 5- chlorotetrazoles

Reaction of aryldichloroisocyanides 1a-e with sodium azide and a phase transfer agent has provided 5-chloro-1-aryl-1H-tetrazoles 2a-e in good yield. In particular, the widely-used intermediate, 5-chloro-1-phenyl-1H-tetrazole 2a, can be produced conveniently and safely in yields approaching 100%.