4-Benzyloxybenzaldehyd

Bezeichnung:4-Benzyloxybenzaldehyd

Englisch Name:4-Benzyloxybenzaldehyde

CBNumberCB3376041

SummenformelC14H12O2

Molgewicht212.24

Synonyma

4-Benzyloxybenzaldehyd

4-Benzyloxybenzaldehyd physikalisch-chemischer Eigenschaften

Schmelzpunkt	71-74 °C (lit.)
Siedepunkt	197-199 °C (11 mmHg)
Dichte	1.1035 (rough estimate)
Brechungsindex	1.6000 (estimate)
Flammpunkt	197-199°C/20mm
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Chloroform (Slightly), Ethyl Acetate (Sparingly)
Aggregatzustand	Crystalline Powder
Farbe	Creamish to yellow
Wasserlöslichkeit	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 Datenbank	4397-53-9(CAS DataBase Reference)
NIST chemische Informationen	Benzyl 4-formylphenyl ether(4397-53-9)
EPA chemische Informationen	Benzaldehyde, 4-(phenylmethoxy)- (4397-53-9)

Sicherheit

Gefahreninformationscode (GHS)

S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
creamish to yellow crystalline powder
Verwenden
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.
Verwenden
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.
Synthesis Reference(s)
Journal of Medicinal Chemistry, 32, p. 192, 1989 DOI: 10.1021/jm00121a035
Allgemeine Beschreibung
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.
Synthese
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%).

Send Inquriy