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4-Bromobenzaldehyde diethyl acetal

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Name

4-Bromobenzaldehyde diethyl acetal

EINECS -0
CAS No. 34421-94-8 Density 1.287 g/cm3
PSA 18.46000 LogP 3.52070
Solubility N/A Melting Point N/A
Formula C11H15BrO2 Boiling Point 276.2 °C at 760 mmHg
Molecular Weight 259.143 Flash Point 104.4 °C
Transport Information N/A Appearance Clear colorless to pale yellowish liquid
Safety 24/25-37/39-26 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 34421-94-8 (4-BROMOBENZALDEHYDE DIETHYL ACETAL) Hazard Symbols HarmfulXn
Synonyms

Benzaldehyde,p-bromo-, diethyl acetal (8CI);1-Bromo-4-(diethoxymethyl)benzene;p-Bromobenzaldehyde diethyl acetal;

Article Data 26

4-Bromobenzaldehyde diethyl acetal Synthetic route

64-17-5

ethanol

1122-91-4

4-bromo-benzaldehyde

34421-94-8

4-bromobenzaldehyde diethyl acetal

Conditions
ConditionsYield
With Eosin Y In acetonitrile at 20℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation; chemoselective reaction;99%
With CoCl2 for 1.1h; Heating;91%
With thiourea-containing isoreticular metal-organic framework-3 In neat (no solvent) at 20℃; for 12h;91%
1122-91-4

4-bromo-benzaldehyde

122-51-0

orthoformic acid triethyl ester

34421-94-8

4-bromobenzaldehyde diethyl acetal

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 4h; Reflux;98%
With hydrogenchloride In ethanol; water for 4h; Inert atmosphere; Schlenk technique; Reflux;98%
With hydrogenchloride In ethanol for 4h; Reflux; Inert atmosphere; Schlenk technique;98%
64-17-5

ethanol

1122-91-4

4-bromo-benzaldehyde

122-51-0

orthoformic acid triethyl ester

34421-94-8

4-bromobenzaldehyde diethyl acetal

Conditions
ConditionsYield
With povidone-iodine at 30℃; for 3h; Green chemistry;97.8%
18620-02-5

(4-bromophenyl)magnesium bromide

122-51-0

orthoformic acid triethyl ester

34421-94-8

4-bromobenzaldehyde diethyl acetal

122-51-0

orthoformic acid triethyl ester

etheric 4-bromo-phenyl magnesium bromide solution

etheric 4-bromo-phenyl magnesium bromide solution

34421-94-8

4-bromobenzaldehyde diethyl acetal

Conditions
ConditionsYield
With benzene
98-10-2

benzenesulfonamide

34421-94-8

4-bromobenzaldehyde diethyl acetal

36176-88-2

N-(phenylsulfonyl)-p-bromobenzaldehyde imine

Conditions
ConditionsYield
at 160 - 170℃; Inert atmosphere;99%
34421-94-8

4-bromobenzaldehyde diethyl acetal

109-77-3

malononitrile

2826-24-6

4-bromobenzylidenemalononitrile

Conditions
ConditionsYield
With PS-perazine; PS-N-SO3 In ethyl acetate at 50℃; for 3h;97%
With 5,10,15,20-Tetrakis[4-(2H-tetrazol-5-yl)phenyl]porphyrin-Fe(III) catalyst (PCN-527-Fe) Knoevenagel Condensation;
34421-94-8

4-bromobenzaldehyde diethyl acetal

5798-75-4

Ethyl 4-bromobenzoate

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate In acetonitrile at 20℃; under 760 Torr; for 8h;94%
Multi-step reaction with 2 steps
1.1: triethylsilyl trifluoromethyl sulfonate / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
2.1: sodium hexamethyldisilazane; triethylamine / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 1 h
View Scheme
34421-94-8

4-bromobenzaldehyde diethyl acetal

105-56-6

ethyl 2-cyanoacetate

42205-33-4

(E)-ethyl 3-(4-bromophenyl)-2-cyanoacrylate

Conditions
ConditionsYield
With PS-perazine; PS-N-SO3 In ethyl acetate at 50℃; for 3h;93%

(S)-1,1'-binaphthyl-2,2'-diyl phosphoramide

34421-94-8

4-bromobenzaldehyde diethyl acetal

C27H17BrNO3P

Conditions
ConditionsYield
at 170℃; for 0.166667h;92%

4-Bromobenzaldehyde diethyl acetal Specification

The Benzene,1-bromo-4-(diethoxymethyl)-, with CAS registry number 34421-94-8, belongs to the following product categories: (1)Adehydes, Acetals & Ketones; (2)Bromine Compounds; (3)Acetals/Ketals/Ortho Esters; (4)Organic Building Blocks; (5)Oxygen Compounds. It has the systematic name of 1-bromo-4-(diethoxymethyl)benzene. This chemical is a kind of cear colorless to pale yellowish liquid. And it should be stored in cool, dry place.

Physical properties of Benzene,1-bromo-4-(diethoxymethyl)-: (1)ACD/LogP: 4.07; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 5; (6)Polar Surface Area: 18.46 Å2; (7)Index of Refraction: 1.516; (8)Molar Refractivity: 60.88 cm3; (9)Molar Volume: 201.4 cm3; (10)Polarizability: 24.13×10-24cm3; (11)Surface Tension: 35.5 dyne/cm; (12)Enthalpy of Vaporization: 49.4 kJ/mol; (13)Vapour Pressure: 0.00819 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-bromo-benzaldehyde and ethanol. The yield is about 84%.

When you are using this chemical, please be cautious about it as the following:
The Benzene,1-bromo-4-(diethoxymethyl)- irritates to eyes, respiratory system and skin. And this chemical is harmful if swallowed. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc1ccc(cc1)C(OCC)OCC
(2)InChI: InChI=1/C11H15BrO2/c1-3-13-11(14-4-2)9-5-7-10(12)8-6-9/h5-8,11H,3-4H2,1-2H3
(3)InChIKey: BFSNEBVTOODGHZ-UHFFFAOYAQ
(4)Std. InChI: 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
(5)Std. InChIKey: BFSNEBVTOODGHZ-UHFFFAOYSA-N

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