19219-99-9

Basic information

• Product Name: 5-Chloro-2-methylbenzoxazole
• Synonyms: 5-CHLORO-2-METHYLBENZO[D]OXAZOLE;5 CHLORO 2-METHYL BENZOXAZOL;5-CHLORO-2-METHYLBENZOXAZOLE;2-METHYL-5-CHLORO BENZOXAZOLE;2-methyl-5-chlor bezoxazole;7-Chloro-2-Mercato Benzoxazole;Chloro-2-methylbenzoxazole;5-Chloro-2-methylbenzooxazole
• CAS NO: 19219-99-9
• Molecular Formula: C₈H₆ClNO
• Molecular Weight: 167.59
• EINECS: 242-888-4
• Product Categories: Isoxazoles, Oxadiazoles, Oxazoles;Oxazole&Isoxazole
• Mol File: 19219-99-9.mol
• Article Data: 24

Chemical Properties

• Melting Point: 55-57 °C(lit.)
• Boiling Point: 218-220 °C(lit.)
• Flash Point: 99.9 °C
• Appearance: Beige crystalline chunks
• Density: 1.2295 (rough estimate)
• Vapor Pressure: 0.0552mmHg at 25°C
• Refractive Index: 1.5430 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: -0.45±0.10(Predicted)
• CAS DataBase Reference: 5-Chloro-2-methylbenzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-methylbenzoxazole(19219-99-9)
• EPA Substance Registry System: 5-Chloro-2-methylbenzoxazole(19219-99-9)

Safety Data

• Hazard Codes: C,Xi
• Statements: 20/21/22-34-36/37/38-37/38-36
• Safety Statements: 26-27-36/37/39-45-36/39
• RIDADR: UN 1759 8/PG 2
• WGK Germany: 3
• RTECS: DM4790000
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 19219-99-9(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE CRYSTALLINE CHUNKS

InChI:InChI=1/C8H6ClNO/c1-5-10-7-4-6(9)2-3-8(7)11-5/h2-4H,1H3

Upstream product

• 26488-93-7 N-(5-chloro-2-hydroxyphenyl)acetamide 
• 87974-51-4 5'-chloro-2'-hydroxyacetophenoneoxime 
• 55682-66-1 deca-1,3-diyne 
• 95-85-2 2-hydroxy-5-chloro-aniline 
• 1445-45-0 Trimethyl orthoacetate 
• 53088-03-2 4-chloro-2-ethylideneamino-phenol 
• 60-35-5 acetamide 
• 78-39-7 Triethyl orthoacetate 
• 123-54-6 acetylacetone 
• 17749-24-5 3-oxo-dithiobutyric acid methyl ester 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 1019187-32-6 5'-chloro-2'-hydroxyacetophenone imine 
• 106-41-2 4-bromo-phenol 
• 7693-52-9 4-bromo-2-nitrophenol 

Downstream Products

• 13452-16-9 5-chloro-2-methyl-6-nitrobenzoxazole 
• 88787-40-0 4-amino-2-chloro-5-hydroxy-benzenesulfonic acid 
• 848178-09-6 C₁₅H₉BrClNO 
• 1013565-29-1 C₁₆H₁₂ClNO₂ 
• 879424-17-6 C₁₆H₁₂ClNO₂ 
• 903556-80-9 2-methylbenzo[d]oxazole-5-carbonitrile 
• 61931-68-8 2-methyl-5-phenylbenzo[d]oxazole 
• 1459695-33-0 C₂₅H₂₂ClF₂N₃O₄ 
• 1459695-32-9 C₂₅H₂₂ClF₂N₃O₃ 
• 1459695-31-8 C₂₀H₂₀ClF₂N₃O₃ 
• 5676-57-3 5-Methoxy-2-methyl-benzoxazole 
• 72745-76-7 5-amino-2-methylbenzoxazole 
• 1445972-36-0 C₁₆H₁₃N₃O₂ 
• 136663-38-2 (2-methyl-1,3-benzoxazol-5-yl)methanol 

Relevant articles and documents

Use of zeolite catalysts for efficient synthesis of benzoxazoles via Beckmann rearrangement

Substituted benzoxazoles have been synthesized in very good yields starting from o-acylphenol oximes via Beckmann rearrangement using zeolite catalysis.

Multicatalytic Beckmann rearrangement of 2-hydroxylarylketone oxime: Switchable synthesis of benzo[d]oxazoles and N-(2-hydroxylaryl)amides

A switchable synthesis route is developed for benzo[d]oxazole derivatives and (2-hydroxylaryl)benzamide from 2-hydroxylbenzeneketoxime using organomolecules (BOP-Cl, and CNC) and Lewis acid cocatalyzed Beckmann rearrangement (BR) reaction. Further, this reaction is switched using different organocatalysts.

p-Toluenesulfonic acid-catalyzed metal-free formal [4?+?1] heteroannulation via N[sbnd]H/O[sbnd]H/S[sbnd]H functionalization: One-pot access to 2-aryl/hetaryl/alkyl benzazole derivatives

A concise and direct one-pot [4?+?1] synthetic strategy for the construction of 2-substituted benzazoles such as benzoxazoles and benzothiazoles has been disclosed in high yields (80–98%) by cascade coupling reaction of 2-amino(thio)phenols with β-oxodithioesters. The current approach enables N[sbnd]H/O[sbnd]H/S[sbnd]H functionalization in one-pot under solventless condition leading to diverse benzazoles without use of any external metal. A wide range of 2-amino(thio)phenols and β-oxodithioesters are compatible toward this transformation with excellent functional group tolerance. Furthermore, we preempt the wider implications of this novel strategy by demonstrating its compatibility toward versatile diversification of DNA Topoisomerase-II inhibitors.