4-(Benzyloxy)benzaldehyde

Base Information

• Chemical Name: 4-(Benzyloxy)benzaldehyde
• CAS No.: 4397-53-9
• Molecular Formula: C14H12O2
• Molecular Weight: 212.248
• Hs Code.: 29124900
• European Community (EC) Number: 224-527-2
• NSC Number: 131669,28298
• DSSTox Substance ID: DTXSID5063441
• Nikkaji Number: J205.777H
• Wikidata: Q63396607
• ChEMBL ID: CHEMBL58010
• Mol file: 4397-53-9.mol

Synonyms:4-Benzyloxybenzaldehyde;4397-53-9;4-(Benzyloxy)benzaldehyde;Benzaldehyde, 4-(phenylmethoxy)-;4-phenylmethoxybenzaldehyde;Benzaldehyde, p-(benzyloxy)-;p-(Benzyloxy)benzaldehyde;p-benzyloxybenzaldehyde;4-Benzyloxy-benzaldehyde;151896-98-9;MFCD00003387;4-(Phenylmethoxy)benzaldehyde;NSC 28298;EINECS 224-527-2;NSC 131669;4-(Benzyl-Oxy)Benzaldehyde;4-benzoxybenzaldehyde;4benzyloxybenzaldehyde;p-Benzyloxy-benzaldehyde;4-benzyloxy benzaldehyde;CBMicro_014912;4-(benzyloxy)-benzaldehyde;Benzyl 4-formylphenyl ether;Cambridge id 5570821;2,4,5-trifluoropropiophenone;CHEMBL58010;SCHEMBL158270;4-formylphenoxy phenyl methane;4-(phenylmethoxy)-benzaldehyde;DTXSID5063441;4-(Benzyloxy)benzaldehyde, 97%;NSC28298;BBL023401;MFCD01632880;NSC-28298;NSC131669;STK198754;AKOS000119543;AC-7256;CS-W015009;NSC-131669;NCGC00321313-01;BP-12836;SY005407;BIM-0014979.P001;AM20061216;B1325;BB 0243317;FT-0617661;FT-0617662;FT-0662862;EN300-15512;AB00306450-03;12P-070;A826467;J-513650;Q63396607;Z26334962;F1997-0010;4-(Benzyloxy)benzaldehyde, Vetec(TM) reagent grade, 97%;5570-82-1;StratoSpheres(TM) PL-CHO (Benzaldehyde) resin, 50-100 mesh, extent of labeling: 3.0 mmol/g loading, 1 % cross-linked

Chemical Property of 4-(Benzyloxy)benzaldehyde

Chemical Property:

• Appearance/Colour: creamish to yellow crystalline powder
• Vapor Pressure: 1.53E-05mmHg at 25°C
• Melting Point: 71-74 °C(lit.)
• Refractive Index: 1.607
• Boiling Point: 197-199 °C (11 mmHg)
• Flash Point: 169.8 °C
• PSA: 26.30000
• Density: 1.142 g/cm³
• LogP: 3.07810
• Storage Temp.: Store below +30°C.
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Sparingly)
• Water Solubility.: insoluble
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

4-Benzyloxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=C(C=C2)C=O
• Uses: 4-Benzyloxybenzaldehyde is a position isomer of the adenylyl cyclase activator 2-Benzyloxybenzaldehyde. 4-Benzyloxybenzaldehyde also has much less potent anticancer activity against HL-60 cells that i ts isomeric counterpart. 4-Benzyloxybenzaldehyde is used in the synthesis of (5-fluoro-(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentanenitrile),an estrogen receptor β-selective ligand. It is a position isomer of the adenylyl cyclase activator 2-benzyloxybenzaldehyde.

Technology Process of 4-(Benzyloxy)benzaldehyde

There total 47 articles about 4-(Benzyloxy)benzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

p-benzyloxystyrene (36438-64-9) → p-benzyloxybenzaldehyde (4397-53-9)

Guidance literature:

With sodium periodate; C₃₁H₂₉Br₂N₃Ru*CH₂Cl₂; In water; ethyl acetate; acetonitrile; at 25 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ja5075294

Reference yield: 97.0%

2-(4-(benzyloxy)phenyl)-1,3-dithiane (39236-04-9) → p-benzyloxybenzaldehyde (4397-53-9)

Guidance literature:

2-(4-(benzyloxy)phenyl)-1,3-dithiane; With acetyl chloride; sodium nitrite; In dichloromethane; at 0 - 5 ℃; for 0.25h;

With water; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1055/s-2003-37115

Reference yield: 94.0%

1,1-Diacetoxy-1-(4-benzyloxyphenyl)methane → p-benzyloxybenzaldehyde (4397-53-9)

Guidance literature:

With indium(III) bromide; In water; for 0.3h; Heating;

DOI:10.1016/j.tetlet.2004.11.161

upstream raw materials:

benzyl bromide

4-hydroxy-benzaldehyde

benzyl chloride

4-benzyloxybenzyl alcohol

Downstream raw materials:

α-(4-Benzyloxybenzyliden)-butyrolacton

(E)-1-(4-(benzyloxy)-2-hydroxyphenyl)-3-(4-(benzyloxy)phenyl)prop-2-en-1-one

(E)-3-(4-(benzyloxy)phenyl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one

(E)-3-(4-(benzyloxy)phenyl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one

Refernces

Synthesis and antiviral activity of new pyrazole and thiazole derivatives

10.1016/j.ejmech.2009.03.038

The research aimed to develop new nonnucleoside antiviral agents by synthesizing and evaluating the antiviral activity of various pyrazole and thiazole derivatives. The study began with the synthesis of key chalcone intermediates (1–4) through the condensation of acetophenone derivatives and 4-benzyloxybenzaldehyde. These intermediates were then used to create N-acetyl pyrazole derivatives (5–8) and N-thiocarbamoyl pyrazole derivatives (9–12) using hydrazine hydrate and thiosemicarbazide, respectively. Further cyclization reactions with ethyl bromoacetate or phenacyl bromides led to the formation of pyrazolothiazol-4(5H)-ones (13–16) and pyrazolothiazoles (17–24). The antiviral activity of these compounds was tested against a broad panel of viruses in different cell cultures. The results showed that N-acetyl 4,5-dihydropyrazole 7 exhibited the best antiviral activity against vaccinia virus in HEL cell cultures, with an EC50 value of 7 mg/ml and a selective index (SI) ranging from 3.6 to 14. Other compounds, such as N-acetyl pyrazole 8 and thiazolone 16, showed moderate activity against vesicular stomatitis virus. The study concluded that while some of the synthesized compounds demonstrated promising antiviral activity, further research is needed to explore their potential as effective antiviral agents against a broader range of viruses.