4-Benzyloxybenzaldehyde Chemical Properties

Melting point:

71-74 °C (lit.)

Boiling point:

197-199 °C (11 mmHg)

Density 

1.1035 (rough estimate)

refractive index 

1.6000 (estimate)

Flash point:

197-199°C/20mm

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Ethyl Acetate (Sparingly)

form 

Crystalline Powder

color 

Creamish to yellow

Water Solubility 

insoluble

Sensitive 

Air Sensitive

BRN 

1242385

InChI

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

InChIKey

ZVTWZSXLLMNMQC-UHFFFAOYSA-N

SMILES

[H]C(=O)c1ccc(OCc2ccccc2)cc1

LogP

3.360 (est)

CAS DataBase Reference

4397-53-9(CAS DataBase Reference)

NIST Chemistry Reference

Benzyl 4-formylphenyl ether(4397-53-9)

EPA Substance Registry System

Benzaldehyde, 4-(phenylmethoxy)- (4397-53-9)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

F 

9-23

TSCA 

TSCA listed

HazardClass 

IRRITANT

HS Code 

29124900

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:4-Benzyloxybenzaldehyde
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

4-Benzyloxybenzaldehyde Usage And Synthesis

Chemical Properties

creamish to yellow crystalline powder

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.

Uses

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.

Synthesis Reference(s)

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

General Description

4-(Benzyloxy)benzaldehyde was used in the synthesis of (5-fluoro-(2R*,3S*)-2,3-bis(4-hydroxyphenyl)pentanenitrile),an estrogen receptor β-selective ligand.

Synthesis

P-hydroxybenzaldehyde 5g (41mmol) and potassium carbonate 11.3g into a three-necked flask, add N, N-dimethylformamide (DMF) 25ml, stirring for 15min to form a suspension, dropwise addition of benzyl chloride 5.7g (45mmol), the reaction at room temperature of 6-8h, TLC tracking reaction to the end of the ice-water mixture was poured into a large number of solids precipitation, filtration, washed a number of times with water. Filtered, washed with water for several times, dried to obtain a white solid 4-benzyloxybenzaldehyde 8.13g (yield 94%).

4-Benzyloxybenzaldehyde(4397-53-9)Related Product Information

• 4-Methoxybenzylchloride
• 4-Hydroxybenzaldehyde
• 4-Dimethylaminobenzaldehyde
• p-Anisaldehyde
• 3-(Trifluoromethyl)benzaldehyde
• Monobenzone
• 2-Nitrobenzaldehyde
• Benzaldehyde
• o-Anisaldehyde
• 3-(METHOXYMETHOXY)BENZALDEHYDE
• 5-(4-FLUOROPHENYL)VALERIC ACID
• ent-EzetiMibe
• EzetiMibe (3R,4R,3'S)-IsoMer
• (R)-3-((S)-5-(4-fluorophenyl)-5-hydroxypentanoyl)-4-phenyloxazolidin-2-one
• (3R,4R)-1-(4-fluorophenyl)-3-((R)-3-(4-fluorophenyl)-3-hydroxypropyl)-4-(4-hydroxyphenyl)azetidin-2-one
• (4S)-3-(2,2-dimethylpropanoyl)-4-phenyl-1,3-oxazolidin-2-one
• 4-BENZOYLBUTYRIC ACID
• 5-(2-FLUOROPHENYL)-5-OXOVALERIC ACID