109243-80-3

Basic information

• Product Name: BENZOOXAZOL-2-YL-PHENYL-METHANOL
• Synonyms: BENZOOXAZOL-2-YL-PHENYL-METHANOL
• CAS NO: 109243-80-3
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.246
• Mol File: 109243-80-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 388.6°C at 760 mmHg
• Flash Point: 188.8°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 9.83E-07mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: BENZOOXAZOL-2-YL-PHENYL-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: BENZOOXAZOL-2-YL-PHENYL-METHANOL(109243-80-3)
• EPA Substance Registry System: BENZOOXAZOL-2-YL-PHENYL-METHANOL(109243-80-3)

Safety Data

• Hazardous Substances Data: 109243-80-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11NO2/c16-13(10-6-2-1-3-7-10)14-15-11-8-4-5-9-12(11)17-14/h1-9,13,16H

Upstream product

• 67-56-1 methanol 
• 2008-07-3 2-benzyl-1,3-benzoxazole 
• 98-88-4 benzoyl chloride 
• 37952-93-5 N-benzoyl saccharin 
• 536-74-3 phenylacetylene 
• 74966-68-0 2,2-diiodo-1-phenylethan-1-one 
• 2648-61-5 2,2-dichloroacetophenone 
• 13665-04-8 2,2-dibromoacetophenone 
• 3897-39-0 N-(2-hydroxy-phenyl)-toluene-4-sulfonamide 
• 70-11-1 α-bromoacetophenone 
• 28458-93-7 benzo[d]oxazol-2-yl(phenyl)methanone 
• 1628073-20-0 phenyl(3-tosyl-2,3-dihydrobenzo[d]oxazol-2-yl)methanone 
• 1613144-06-1 N-(2-hydroxyphenyl)-4-methyl-N-(2-oxo-2-phenylethyl)benzenesulfonamide 
• 95-55-6 2-amino-phenol 

Downstream Products

• 32729-63-8 1-(benzo[d]oxazol-2-yl)-1-phenylethan-1-ol 
• 28458-93-7 benzo[d]oxazol-2-yl(phenyl)methanone 

Relevant articles and documents

PdII-Catalyzed methoxylation of C(sp3)-H bonds adjacent to benzoxazoles and benzothiazoles

The Pd(OAc)2/PhI(OAc)2 catalyst system promotes the highly regioselective dehydrogenative methoxylation of a C(sp3)-H bond adjacent to benzoxazole and benzothiazole rings. The title transformation constitutes the first example of a Pd-catalyzed C(sp3)-H activating methoxylation at the proximal-selective α-position with regard to a directing auxiliary and provides expedient access to an important class of azole-decorated methyl ethers (up to 90% isolated yield). The synthetic practicality of the methodology was demonstrated by achieving α-methoxyacetic acids via the elimination of the benzoxazole auxiliaries and by obtaining the precursor of an O-methylated Breslow intermediate.

Synthesis of 2-Keto(hetero)aryl Benzox(thio)azoles through Base Promoted Cyclization of 2-Amino(thio)phenols with α,α-Dihaloketones

An interesting base-promoted protocol for the synthesis of 2-keto(hetero)aryl benzox(thi)azoles has been developed. Starting from commercially available 2-amino(thio)phenols and α,α-dihaloketones, moderate to good yields of the corresponding heterocycles can be achieved. Notably, only EtNH2 was required as the promoter here, and the reaction can be easily performed on a large scale.

Ruthenium catalyzed hydrohydroxyalkylation of isoprene with heteroaromatic secondary alcohols: Isolation and reversible formation of the putative metallacycle intermediate

Heteroaromatic secondary alcohols react with isoprene to form products of hydrohydroxyalkylation in the presence of ruthenium(0) catalysts generated from Ru3(CO)12 and tricyclohexylphosphine, enabling direct conversion of secondary to tertiary alcohols in the absence of premetalated reagents or stoichiometric byproducts. The putative oxaruthenacycle intermediate has been isolated and characterized, and reversible metallacycle formation has been demonstrated.