93249-62-8

Basic information

• Product Name: 2-HYDROXY-5-(TRIFLUOROMETHOXY)BENZALDEHYDE
• Synonyms: BUTTPARK 22\04-61;5-(TRIFLUOROMETHOXY)SALICYLALDEHYDE;2-HYDROXY-5-(TRIFLUOROMETHOXY)BENZALDEHYDE;5-(Trifloromethoxy)salicylaldehyde;20HYDROXY-5-(TRIFLUOROMETHOXY)BENZALDEHYDE;2-Hydroxy-5-(trifluoromethoxy)benzaldehyde 99%;2-Hydroxy-5-(trifluoromethoxy)benzaldehyde99%;2-Hydroxy-5-(trifluoromethoxy)benzaldehyde, 98+%
• CAS NO: 93249-62-8
• Molecular Formula: C₈H₅F₃O₃
• Molecular Weight: 206.12
• EINECS: -0
• Product Categories: Aromatic Aldehydes & Derivatives (substituted)
• Mol File: 93249-62-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 31-33 °C(lit.)
• Boiling Point: 82 °C60 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White to pale yellow/Low Melting Solid
• Density: 1.4251 (estimate)
• Vapor Pressure: 0.0894mmHg at 25°C
• Refractive Index: 1.512
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.56±0.18(Predicted)
• Sensitive: Air Sensitive
• BRN: 7023825
• CAS DataBase Reference: 2-HYDROXY-5-(TRIFLUOROMETHOXY)BENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXY-5-(TRIFLUOROMETHOXY)BENZALDEHYDE(93249-62-8)
• EPA Substance Registry System: 2-HYDROXY-5-(TRIFLUOROMETHOXY)BENZALDEHYDE(93249-62-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 93249-62-8(Hazardous Substances Data)

Usage

Uses

2-Hydroxy-5-(trifluoromethoxy)benzaldehyde may be used in the preparation of :2-[(E)-2-hydroxy-5-(trifluoromethoxy)benzylideneamino]-4-methylphenol(E)-2-((3-fluorophenylimino)methyl)-4-(trifluoromethoxy) phenol2-[(E)-(naphthalen-2-ylimino) methyl]-4-(trifluoromethoxy) phenol

General Description

2-Hydroxy-5-(trifluoromethoxy)benzaldehyde is formed as intermediate during the biotransformation pathways of CP-122,721 in humans.

InChI:InChI=1/C8H5F3O3/c9-8(10,11)14-6-1-2-7(13)5(3-6)4-12/h1-4,13H

Upstream product

• 50-00-0 formaldehyd 
• 828-27-3 4-Trifluoromethoxyphenol 
• 710-18-9 1-methoxy-4-(trifluoromethoxy)benzene 
• 145742-65-0 2-methoxy-5-(trifluoromethoxy)benzaldehyde 
• 896732-42-6 2-(4-trifluoromethoxy-phenoxy)-tetrahydro-pyran 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1356218-38-6 (E)-2-[(2-bromophenyl)iminomethyl]-4-trifluoromethoxyphenol 
• 1581705-52-3 dimethylcarbamic acid 2-formyl-4-(trifluoromethoxy)phenyl ester 
• 129644-57-1 TFMSA 

Relevant articles and documents

Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles

A phosphine-catalyzed cascade (2+3)/(2+4) cyclization reaction of γ-vinyl allenoates with aldimine esters has been developed to provide a series of chromeno[4,3-b]pyrrole derivatives that contain three contiguous stereogenic centers. The method gives a good yield, excellent chemoselectivity and diastereoselectivity under mild conditions.

A novel series of 6-substituted 3-(pyrrolidin-1-ylmethyl)chromen-2-ones as selective monoamine oxidase (MAO) A inhibitors

A series of 6-substituted 3-(pyrrolidin-1-ylmethyl)chromen-2-ones (coumarins) have been synthesized and their inhibitory activity to human monoamine oxidase A (MAO A) and B (MAO B) determined. Incorporation of a basic amino function in the C3 position together with substitution at the C6 position produced novel coumarin compounds with selectivity for the MAO A subtype. Substitution in the C6 position with small hydrophilic groups such as hydroxy (19, IC50 = 1.46 μM) or amino (18, IC50 = 3.77 μM) gave the most potent and selective compounds for MAO A. These compounds also showed excellent aqueous solubility properties. Compound 18 [6-amino-3- (pyrrolidin-1-ylmethyl)chromen-2-one] administrated in vivo induced in rat brain a neurotransmitter metabolite profile typical of MAO A inhibition: decreased 3,4-dihydroxyphenylacetic acid (DOPAC) and 5-hydroxyindoleacetic acid (5-HIAA) but increased 3-methoxytyramine (3-MT) levels.

Benzo[b]thiophene-2-carboxamides and benzo[b]furan-2-carboxamides are potent antagonists of the human H3-receptor

Benzo[b]thiophene-2-carboxamides and benzo[b]furan-2-carboxamides have been found to be antagonists on the human histamine-3-receptor, showing a Ki value of as low as 4 nM.