4-BROMOBENZALDEHYDE DIETHYL ACETAL Chemical Properties

Boiling point:

75 °C0.2 mm Hg(lit.)

Density 

1.274 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.513(lit.)

Flash point:

221 °F

storage temp. 

Storage temp. 2-8°C

form 

Liquid

color 

Clear colorless to pale yellow

BRN 

2448775

InChI

1S/C11H15BrO2/c1-3-13-11(14-4-2)9-5-7-10(12)8-6-9/h5-8,11H,3-4H2,1-2H3

InChIKey

BFSNEBVTOODGHZ-UHFFFAOYSA-N

SMILES

CCOC(OCC)c1ccc(Br)cc1

CAS DataBase Reference

34421-94-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36/37/38

Safety Statements 

24/25-37/39-26

WGK Germany 

3

HS Code 

29110000

Storage Class

10 - Combustible liquids

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-BROMOBENZALDEHYDE DIETHYL ACETAL Usage And Synthesis

Chemical Properties

Clear colorless to pale yellowish liquid

Uses

4-Bromobenzaldehyde diethyl acetal is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Uses

4-Bromobenzaldehyde diethyl acetal may be used in the preparation of 4-ethynylbenzaldehyde diethylacetal.

General Description

4-Bromobenzaldehyde diethyl acetal is also known as p-bromobenzaldehyde dimethyl acetal. It is employed during chemical decomposition of pladienolide D to benzylidene acetal.

Synthesis

In an absolutely anhydrous apparatus, under the protection of nitrogen, the magnesium shavings were covered with 2-methyltetrahydrofuran (10 mL), and 4-bromobenzaldehyde was added, and the reaction was initiated by heating to at 30??C, followed by the dropwise addition of a solution consisting of 4-bromobenzaldehyde and anhydrous 2-methyltetrahydrofuran (40 mL), with controlled titration maintained at 35??C-40??C. The reaction was continued for 1.5h, then cooled down to 15??C-20??C for 30 min under controlled temperature conditions. After addition, the reaction was continued for 1.5h, then cooled down to 15??-20??, and triethyl orthoformate was added dropwise within 30 minutes under controlled temperature conditions. After the addition, continue to react at the same temperature for 6 h. After the reaction is completed, lower the temperature to 5 ?? ~ 7 ??, slowly add 10% dilute cold hydrochloric acid 100mL, separate the organic layer, 10% sodium carbonate to wash the organic layer to neutral, washed with water, anhydrous sodium sulfate drying, distillation and recovery of solvents, to get a colorless liquid 4-bromobenzaldehyde diethyl acetal.

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