3315-19-3

Basic information

• Product Name: 4-(1,3-benzoxazol-2-yl)benzenol
• Synonyms: 4-(1,3-benzoxazol-2-yl)benzenol;4-BENZOOXAZOL-2-YL-PHENOL;Zinc03101849;4-(BENZO[D]OXAZOL-2-YL)PHENOL
• CAS NO: 3315-19-3
• Molecular Formula: C₁₃H₉NO₂
• Molecular Weight: 211.219
• Mol File: 3315-19-3.mol
• Article Data: 46

Chemical Properties

• Melting Point: 250 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 355.8±25.0 °C(Predicted)
• Appearance: /
• Density: 1.293±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 8.89±0.15(Predicted)
• CAS DataBase Reference: 4-(1,3-benzoxazol-2-yl)benzenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1,3-benzoxazol-2-yl)benzenol(3315-19-3)
• EPA Substance Registry System: 4-(1,3-benzoxazol-2-yl)benzenol(3315-19-3)

Safety Data

• Hazardous Substances Data: 3315-19-3(Hazardous Substances Data)

Usage

Description

4-(1,3-benzoxazol-2-yl)benzenol, also known as 2-hydroxy-4-(2'-hydroxyphenyl)benzoxazole, is a chemical compound that belongs to the class of benzoxazole derivatives. It is characterized by its white to off-white powder form and its solubility in organic solvents such as methanol and ethyl acetate. 4-(1,3-benzoxazol-2-yl)benzenol is recognized for its diverse applications, particularly in the pharmaceutical industry, where it serves as a building block in the synthesis of various pharmaceutical drugs. Moreover, it has demonstrated potential as a fluorescence probe for detecting metal ions, making it valuable in analytical and environmental chemistry. However, due to potential health hazards, it is crucial to handle this compound with care.

Uses

Used in Pharmaceutical Industry:
4-(1,3-benzoxazol-2-yl)benzenol is used as a building block for the synthesis of pharmaceutical drugs, contributing to the development of new medications due to its chemical properties and reactivity.
Used in Analytical and Environmental Chemistry:
4-(1,3-benzoxazol-2-yl)benzenol is used as a fluorescence probe for the detection of metal ions, providing a sensitive and selective method for ion analysis in various samples, which is crucial for environmental monitoring and quality control in chemical processes.

Upstream product

• 767-00-0 4-cyanophenol 
• 95-55-6 2-amino-phenol 
• 615-18-9 2-chloro-1,3-benzoxazole 
• 174412-29-4 4-hydroxy-N-(2-hydroxyphenyl)benzamide 
• 1040034-32-9 C₁₃H₁₀INO₂ 
• 838-34-6 2-(p-methoxyphenyl)benzoxazole 
• 117649-29-3 2-(4-methoxybenzylideneamino)phenol 
• 123-08-0 4-hydroxy-benzaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 17065-03-1 4-hydroxybenzylidene-2-hydroxyaniline 
• 17065-03-1 cis-N-(p-Hydroxybenzylidene)-o-aminophenol 
• 7464-55-3 N-(o-methoxyphenyl)-4-methoxybenzamide 
• 90-04-0 2-methoxy-phenylamine 

Downstream Products

• 1236771-70-2 2-[4-(5-bromopentyloxy)phenyl]-1,3-benzoxazole 
• 1334551-95-9 2-(4-(4-bromobutoxy)phenyl)benzo[d]oxazole 

Relevant articles and documents

Synthesis, Characterization and DFT-D Studies of 2-Aminoethoxycalix[4]resorcinarenes: A Novel Heterogeneous Organocatalyst

The present article reports the synthesis of two novel supramolecular architectures, Phenyl(octa-2-aminoethoxy)calix[4]resorcinarene and 2-Aminoethoxyphenyl-(octa-2-aminoethoxy)calix[4]resorcinarene via surface functionalization and describes their applic

2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms

The high mortality rate and the increasing prevalence of Mtb resistance are the major concerns for the Tuberculosis (TB) treatment in this century. To counteract the prevalence of Mtb resistance, we have synthesized 2-aryl benzazole based dual targeted molecules. Compound 9m and 9n were found to be equally active against replicating and non-replicating form of Mtb (MIC(MABA) 1.98 and 1.66 μg/ml; MIC(LORA) 2.06 and 1.59 μg/ml respectively). They arrested the cell division (replicating Mtb) by inhibiting the GTPase activity of FtsZ with IC50 values 45 and 64 μM respectively. They were also capable of kill Mtb in non-replicating form by inhibiting the biosynthesis of menaquinone which was substantiated by the MenG inhibition (IC50 = 11.62 and 7.49 μM respectively) followed by the Vit-K2 rescue study and ATP production assay.

Sulfur-Promoted Synthesis of Benzoxazoles from 2-Aminophenols and Aldehydes

Elemental sulfur (S8) was found to be an excellent stoichiometric oxidant to promote oxidative condensation of 2-aminophenols with a wide range of aldehydes, including aliphatic aldehyde such as cyclohexanecarboxaldehyde. The reactions were catalyzed by sodium sulfide in the presence of DMSO as an additive. The benzoxazole products were obtained in satisfactory yields. The reaction conditions could be applied to larger syntheses (10–50 mmol).