5896-17-3

Basic information

• Product Name: 2-Benzyloxybenzaldehyde
• Synonyms: OTAVA-BB BB7018801948;O-(BENZYLOXY)BENZALDEHYDE;AKOS AU36-M26;2-BENZYLOXYBENZALDEHYDE;ASISCHEM N43068;2-(Phenylmethoxy)benzaldehyde;CCY1a;2-Benzyloxybenzaldehyde,98%
• CAS NO: 5896-17-3
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.24
• Product Categories: Aromatic Aldehydes & Derivatives (substituted);Aldehydes;C10 to C21;Carbonyl Compounds
• Mol File: 5896-17-3.mol
• Article Data: 103

Chemical Properties

• Melting Point: 46-47°C
• Boiling Point: 326 °C(lit.)
• Flash Point: >230 °F
• Appearance: Colorless to yellow/Liquid
• Density: 1.339 g/mL at 25 °C(lit.)
• Vapor Pressure: 2.45E-05mmHg at 25°C
• Refractive Index: n20/D 1.6(lit.)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform, Methanol (Slightly)
• Water Solubility: Insoluble in water.
• Sensitive: Air Sensitive
• BRN: 780307
• CAS DataBase Reference: 2-Benzyloxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzyloxybenzaldehyde(5896-17-3)
• EPA Substance Registry System: 2-Benzyloxybenzaldehyde(5896-17-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 5896-17-3(Hazardous Substances Data)

Usage

Description

2-Benzyloxybenzaldehyde is a benzaldehyde derivative characterized by its clear pale yellow liquid appearance. It is known for its enantioselective cyanoformylation properties when reacted with ethyl cyanoformate in the presence of a vanadium(V) chiral salen complex and imidazole, leading to the formation of the corresponding cyanohydrin carbonate.

Uses

Used in Organic Chemical Synthesis:
2-Benzyloxybenzaldehyde is utilized as an organic chemical synthesis intermediate, playing a crucial role in the creation of various complex organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Benzyloxybenzaldehyde is used as a key intermediate for the synthesis of several pharmaceutical compounds, including:
1. 2-Benzyloxy-2′-hydroxy-3′,4′,6′-trimethoxychalcone
2. N2-(2-Benzyloxy)benzylidenyl isonicotinic acid hydrazide
3. 2-Hydroxy-2′-methoxybenzophenone
4. 2′-Hydroxy-5,6,7-trimethoxyflavone
These synthesized compounds have potential applications in the development of new drugs and therapeutic agents, highlighting the importance of 2-Benzyloxybenzaldehyde in the pharmaceutical sector.

InChI:InChI=1/C14H12O2/c15-10-13-8-4-5-9-14(13)16-11-12-6-2-1-3-7-12/h1-10H,11H2

Upstream product

• 100-39-0 benzyl bromide 
• 90-02-8 salicylaldehyde 
• 100-44-7 benzyl chloride 
• 89-95-2 2-methyl-benzyl alcohol 
• 56052-43-8 2-(2-Benzyloxyphenyl)ethanol 
• 23915-08-4 2-benzyloxybenzyl chloride 
• 3381-87-1 2-benzyloxybenzyl alcohol 
• 1135146-42-7 C₁₇H₂₀O₂Si 
• 121124-96-7 2-(2-(benzyloxy)-5-bromophenyl)-1,3-dioxane 
• 1761-61-1 5-bromosalicyclaldehyde 
• 108-95-2 phenol 
• 1875-48-5 N-aminophthalamide 
• 87950-15-0 (E)-3-(2-Benzyloxy-phenyl)-acrylic acid methyl ester 
• 698-88-4 (2,2-dichlorovinyl)benzene 

Downstream Products

• 35175-76-9 4-((Z)-2-benzyloxy-benzylidene)-2-phenyl-4H-oxazol-5-one 
• 289636-10-8 2-benzyloxy-2'-hydroxy-4'-methoxy-chalcone 
• 121124-94-5 2-benzyloxy-5-bromobenzaldehyde 
• 1346145-41-2 (E)-2-(2-(benzyloxy)benzylidene)hydrazinecarbothioamide 
• 15563-60-7 o-Benzyloxy-benzyliden-bisbenzamid 
• 40276-09-3 (E)-1-(benzyloxy)-2-(2-nitrovinyl)benzene 
• 35175-71-4 (2-benzyloxy-phenyl)-morpholin-4-yl-acetonitrile 
• 134952-41-3 3-(2-benzyloxyphenyl)-1-(2-methyloxiran-2-yl)prop-2-en-1-one 
• 132477-92-0 Z-<(benzyloxy-2-)-phenylmethylene>-3-furandione-2,4(3H,5H) 
• 132477-93-1 E-<(benzyloxy-2-)-phenylmethylene>-3-furandione-2,4(3H,5H) 
• 110827-87-7 2-(2-benzyloxy)-benzylidene-cyclohexanone 
• 110827-88-8 (2E,6E)-2,6-bis(2-(benzyloxy)benzylidene)cyclohexanone 
• 88023-94-3 Diethyl 1,4-dihydro-4-(2-benzyloxyphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate 
• 153333-22-3 methyl 3-(2-benzyloxyphenyl)-3-hydroxy-2-methylene propanoate 

Relevant articles and documents

A Short, Atom-Economical Entry to Tetrahydroxanthenones

A reaction that takes to water: The domino Michael addition/aldol condensation of salicylic aldehydes like 1 as the nucleophile and 2-cyclohexen-1-one (2) as the Michael acceptor provides 2,3,4,4a-tetrahydroxanthen-1-ones such as 3 in good yields. DABCO =

Synthesis and antiviral activity of 1-hydroxy-2-(2-hydroxyphenyl)imidazoles against vaccinia virus

2-(2-Hydroxyplienyl)imidazole derivatives were synthesized and tested for antiviral activity against vaccinia virus in Vero cell culture. 1-Methylimidazole 3-oxides, 1-methoxyimidazoles, and 1H-imidazoles showed no activity, whereas some 1-hydroxyimidazole derivatives hold promise, exhibiting antiviral activity and weak cytotoxicity.

Enantioselective Reduction of Ketones and Synthesis of 2-Methyl-2,3-dihydro-1-benzofuran Catalyzed by Chiral Spiroborate Ester

Abstract: Asymmetric reduction of homobenzylic ketones was achieved through the use of chiral spiroborate ester catalyst. The catalyst is applicable for both analytical and industrial purposes since it is not sensitive to air and moisture. A rapid synthetic route has been developed for the preparation of (S)-2-methyl-2,3-dihydro-1-benzofuran via enantioselective reduction of homobenzylic ketone in the presence of a chiral spiroborate catalyst as the key step.

Tetrahydroquinazoline derivatives and pharmaceutical composition for preventing or treating psoriasis comprising the same

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