4397-53-9

Basic information

• Product Name: 4-Benzyloxybenzaldehyde
• Synonyms: AKOS AU36-M28;AKOS BBS-00003143;4-BENZYLOXYBENZALDEHYDE;LABOTEST-BB LT00233210;ASISCHEM R39515;TIMTEC-BB SBB000526;P-(BENZYLOXY)BENZALDEHYDE;P-BENZYLOXY BENZALDEYHDE
• CAS NO: 4397-53-9
• Molecular Formula: C14H12O2
• Molecular Weight: 212.24
• EINECS: 224-527-2
• Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;Aldehydes;C10 to C21;Carbonyl Compounds;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 4397-53-9.mol
• Article Data: 217

Chemical Properties

• Melting Point: 71-74 °C(lit.)
• Boiling Point: 197-199 °C (11 mmHg)
• Flash Point: 197-199°C/20mm
• Appearance: Creamish to yellow/Crystalline Powder
• Density: 1.1035 (rough estimate)
• Vapor Pressure: 1.53E-05mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Ethyl Acetate (Sparingly)
• Water Solubility: insoluble
• Sensitive: Air Sensitive
• BRN: 1242385
• CAS DataBase Reference: 4-Benzyloxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzyloxybenzaldehyde(4397-53-9)
• EPA Substance Registry System: 4-Benzyloxybenzaldehyde(4397-53-9)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 9-23
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 4397-53-9(Hazardous Substances Data)

Usage

Description

4-Benzyloxybenzaldehyde is an organic compound that is a position isomer of the adenyly cyclase activator 2-Benzyloxybenzaldehyde. It is characterized by its unique chemical structure and properties, making it a valuable compound for various applications.

Uses

Used in Pharmaceutical Industry:
4-Benzyloxybenzaldehyde is used as an intermediate in the synthesis of various pharmaceutical compounds. One such example is the synthesis of (5-fluoro-(2R,3S)-2,3-bis(4-hydroxyphenyl)pentanenitrile), an estrogen receptor β-selective ligand. 4-Benzyloxybenzaldehyde has potential applications in the development of drugs targeting estrogen receptor-related diseases.
Used in Cancer Research:
Although 4-Benzyloxybenzaldehyde has much less potent anticancer activity against HL-60 cells compared to its isomer, it still holds potential for cancer research. Further studies and modifications to its structure may lead to the development of more effective anticancer agents.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 32, p. 192, 1989 DOI: 10.1021/jm00121a035

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

Upstream product

• 100-44-7 benzyl chloride 
• 123-08-0 4-hydroxy-benzaldehyde 
• 74994-62-0 4-(benzyloxy)-3-iodobenzaldehyde 
• 100-51-6 benzyl alcohol 
• 123-11-5 4-methoxy-benzaldehyde 
• 100-39-0 benzyl bromide 
• 836-43-1 4-benzyloxybenzyl alcohol 
• 6547-53-1 2-[4-(benzyloxy)benzyl]acetic acid 
• 76193-67-4 4-benzyloxybenzaldehyde oxime 
• 140174-89-6 (2S)-2-N-Boc-amino-3-(4-benzyloxyphenyl)propyl acetate 
• 188038-47-3 3'-[4-(phenylmethoxy)phenyl][5,6]fullereno-C₆₀-I_h-[1,9-d]isoxazole 
• 205578-45-6 9-(4-Benzyloxy-benzyl)-9H-carbazole 
• 74317-66-1 p-benzyloxybenzaldehyde dimethyl acetal 
• 69455-12-5 4-benzyloxy-3-bromobenzaldehyde 

Downstream Products

• 73839-66-4 α-(4-Benzyloxybenzyliden)-butyrolacton 
• 61439-56-3 p-[p-(Benzyloxy)benzylamino]benzoic Acid 
• 65183-31-5 2-(4-benzyloxy-benzylidene)-6-nitro-benzo[4,5]imidazo[2,1-b]thiazol-3-one 
• 95307-62-3 α-(4-benzyloxyphenyl)-α-morpholinoacetonitrile 
• 118842-92-5 3-Acetyloxy-4'-benzyloxystilben-2-carbonsaeuremethylester 
• 126582-19-2 (E)-3-(4-Benzyloxy-phenyl)-2-(4-methoxy-phenyl)-acrylic acid 
• 111391-34-5 (E)-3-(4-Benzyloxy-phenyl)-1-(2-hydroxy-5-methoxy-phenyl)-propenone 
• 81109-12-8 (3R,4S)-3-(4-Benzyloxy-phenyl)-8-hydroxy-1-oxo-isochroman-4-carboxylic acid 
• 81109-12-8 (3S,4S)-3-(4-Benzyloxy-phenyl)-8-hydroxy-1-oxo-isochroman-4-carboxylic acid 
• 82427-69-8 4-benzyloxy-2'-hydroxy-5'-methoxyfurano(3',4'-4,5)chalcone 
• 72011-45-1 <(benzyloxy-4 phenyl) hydroxymethyl>-3 (methylenedioxy-3,4 benzyl)-4 dihydro-3H-furannone-2 
• 87030-11-3 ethyl 3-(4-(benzyloxy)phenyl)acrylate 
• 84184-52-1 (E)-3-(4-(benzyloxy)phenyl)prop-2-en-1-ol 
• 111391-44-7 (E)-3-(4-Benzyloxy-phenyl)-1-(2-hydroxy-5-methyl-phenyl)-propenone 

Relevant articles and documents

Coordination chemistry of [methyl-3-(4-benzyloxyphenyl)methylene] dithiocarbazate with divalent metal ions: Crystal structures of the N,S Schiff base and of its bis-chelated nickel(II) complex

The condensation of 4-benzyloxybenzaldehyde with S-methyldithiocarbazate (SMDTC) yielded the Schiff base methyl-3-[(4-benzyloxyphenyl)methylene] dithiocarbazate (HL) that, upon reaction with different metal ions, afforded bis-chelated complexes, ML2

Decatungstate Catalyzed Synthesis of Trifluoromethylthioesters from Aldehydes via a Radical Process

Here we report a mild and general method for the trifluoromethylthiolation of aldehydes using N-trifluoromethylthiosaccharin as the CF3S radical source and sodium decatungstate (NaDT) as the photocatalyst. This reaction proceeds via hydrogen at

Total synthesis and biological evaluation of 7-hydroxyneolamellarin A as hypoxia-inducible factor-1α inhibitor for cancer therapy

7-Hydroxyneolamellarin A (7-OH-Neo A, 1), a natural marine product derived from sponge Dendrilla nigra, was first synthesized with 10% overall yield under the instruction of convergent synthetic strategy. We found that 7-OH-Neo A could attenuate the accum

Method for preparing novel crystalline forms of 1-(4-benzyloxy-benzyl)-3-methyl-thiourea

The present disclosure relates to a method for preparing 1-(4-benzyloxy-benzyl)-3-methyl-thiourea and a method for preparing a novel stable crystalline form A of 1-(4-benzyloxy-benzyl)-3-methyl-thiourea.