52085-14-0

Basic information

• Product Name: 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE
• Synonyms: 2-hydroxy-4-phenylmethoxybenzaldehyde;4-BENZYLOXY-2-HYDROXYBENZALDEHYDE;4-Benzyloxysalicylaldehyde;Benzaldehyde, 2-hydroxy-4-(phenylmethoxy)-
• CAS NO: 52085-14-0
• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24
• EINECS: -0
• Mol File: 52085-14-0.mol
• Article Data: 58

Chemical Properties

• Melting Point: 78-80°C
• Boiling Point: 390.9 °C at 760 mmHg
• Flash Point: 149.9 °C
• Appearance: /
• Density: 1.238g/cm³
• Vapor Pressure: 1.14E-06mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.80±0.10(Predicted)
• Sensitive: Air Sensitive
• BRN: 982995
• CAS DataBase Reference: 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE(52085-14-0)
• EPA Substance Registry System: 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE(52085-14-0)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50-43
• Safety Statements: 26-36-61-36/37
• Hazardous Substances Data: 52085-14-0(Hazardous Substances Data)

Usage

Description

4-BENZYLOXY-2-HYDROXYBENZALDEHYDE, also known as 2-hydroxy-4-benzyloxybenzaldehyde, is a chemical compound characterized by the molecular formula C14H12O3. It is a white solid with a melting point of 113-114 degrees Celsius. 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE is recognized for its reactivity and versatility in organic chemistry, making it a valuable intermediate in the synthesis of a variety of pharmaceuticals and organic compounds.

Uses

Used in Pharmaceutical Industry:
4-BENZYLOXY-2-HYDROXYBENZALDEHYDE is used as an intermediate for the synthesis of drugs with therapeutic properties. Its role in the development of pharmaceuticals is crucial due to its ability to participate in various chemical reactions, facilitating the creation of new medicinal compounds.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE is utilized as a building block for the synthesis of complex organic materials. Its reactivity allows it to be a key component in the formation of a wide range of organic compounds.
Used in Dye Production:
4-BENZYLOXY-2-HYDROXYBENZALDEHYDE is also used in the development of dyes. Its chemical structure contributes to the color-producing properties of various dyes, making it an important component in the dye industry.
Overall, 4-BENZYLOXY-2-HYDROXYBENZALDEHYDE is a multifaceted chemical intermediate with applications spanning across pharmaceuticals, organic synthesis, and dye production, highlighting its significance in these industries.

InChI:InChI=1/C14H12O3/c15-9-12-6-7-13(8-14(12)16)17-10-11-4-2-1-3-5-11/h1-9,16H,10H2

Upstream product

• 100-44-7 benzyl chloride 
• 95-01-2 2,4-Dihydroxybenzaldehyde 
• 64-17-5 ethanol 
• 141-52-6 sodium ethanolate 
• 100-39-0 benzyl bromide 
• 24677-78-9 2,3-dihydroxybenzaldehyde 
• 108-46-3 recorcinol 
• 1194-98-5 2,5-Dihydroxybenzaldehyde 
• 50-00-0 formaldehyd 
• 3769-41-3 3-Benzyloxyphenol 
• 412339-25-4 4-benzyloxy-salicylalcohol 
• 1634-04-4 tert-butyl methyl ether 
• 1024-41-5 benzyl tosylate 
• 13246-46-3 2,4-dibenzyloxybenzaldehyde 

Downstream Products

• 122443-91-8 diethyl 6-(benzyloxy)-3-hydroxybenzofuran-2,2(3H)-dicarboxylate 
• 191280-97-4 N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)[2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide 
• 58026-14-5 4-(benzyloxy)-2-methoxybenzaldehyde 
• 860184-70-9 6-(benzyloxy)-2-(4-benzyloxyphenyl)benzofuran 
• 474295-91-5 4-benzyloxy-2-(methoxymethoxy)benzaldehyde 
• 110060-70-3 6-benzyloxy-benzofuran-2-carboxylic acid ethyl ester 
• 1070874-05-3 3-tert-butoxycarbonylamino-3-(4-hydroxy-2-methoxymethoxyphenyl)propionic acid ethyl ester 
• 474296-04-3 dimethyl-carbamic acid 1-[2-(4-nitro-phenoxy)-ethyl]-2,3-dihydro-1H-benzo[c]azepin-7-yl ester 
• 402933-56-6 [6-(2-hydroxyethyl)-2-pyridinyl]carbamic acid,1,1-dimethylethyl ester 

Relevant articles and documents

Choline chloride based eutectic solvent for the efficient synthesis of 2-amino-4H-chromen-4-yl phosphonate derivatives via multicomponent reaction under mild conditions

Synthesis of 2-amino-4H-chromen-4-ylphosphonate derivatives has been accomplished by the one-pot three-component reaction of salicylaldehyde, malononitrile/ethylcyanoacetate and dialkyl phosphites in the presence of reusable deep eutectic solvent (DES) under mild conditions. The advantages of this method are mild reaction conditions, simple work-up procedure, use of DES as a green solvent and an economical protocol for the preparation of important biologically active phosphorus-containing compounds.

Semicarbazone derivatives bearing phenyl moiety: Synthesis, anticancer activity, cell cycle, apoptosis-inducing and metabolic stability study

A series of semicarbazone derivatives bearing phenyl moiety were synthesized and evaluated for the vitro anticancer activities in four human cancer cell lines (human colon cancer (HT29), human neuroblastoma (SK-N-SH), human breast cancer (MDA-MB-231), and human gastric cancer (MKN45)). Biological evaluation led to the identification of 11q and 11s, which showed excellent anticancer activities against tested cancer cell lines with IC50 values ranging from 0.32 to 1.57μM, respectively, while exhibiting weak cytotoxicity on the normal cells (human umbilical vein endothelial cell (HUVEC)). Flow cytometric assay for cell cycle and apoptosis revealed that 11q and 11s caused an arrest in the Sub-G1 cell cycle and inhibited proliferation of cancer cells by inducing apoptosis in a dose-dependent manner. Further enzymatic assay suggested that 11q and 11s could significantly activated procaspase-3 to caspase-3. Metabolic stability study indicated that 11q and 11s showed moderate stability in vitro in human and rat liver microsomes. In view of promising pharmacological activities of 11q and 11s, which had emerged as the valuable lead for further development in the treatment for cancer.

Choline hydroxide: An efficient and biodegradable catalyst for the synthesis of 2-amino-3-nitro-4H-chromene derivatives in an aqueous medium

An expedient, eco-friendly and efficient procedure for the synthesis of novel 2-amino-3-nitro-4H-chromene derivatives has been developed through the reaction of various 2-hydroxybenzaldehydes and (E)-N-methyl-1-(methylthio)-2-nitroethenamine in the presence of the basic ionic liquid catalyst (choline hydroxide (ChOH)) at room temperature an aqueous medium. The advantageous of this method is a biodegradable and recyclable catalyst, mild, environmentally friendly and high products yields (83-96%) in short reaction times.