3-Bromo-4-methoxybenzaldehyde Chemical Properties

Melting point:

51-54 °C (lit.)

Boiling point:

108-110°C 1mm

Density 

1.5313 (rough estimate)

refractive index 

1.5500 (estimate)

Flash point:

108-110°C/1mm

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, DMSO, Ethyl Acetate

form 

Solid

color 

Off-White

Sensitive 

Air Sensitive

BRN 

1636939

InChI

InChI=1S/C8H7BrO2/c1-11-8-3-2-6(5-10)4-7(8)9/h2-5H,1H3

InChIKey

QMPNFQLVIGPNEI-UHFFFAOYSA-N

SMILES

C(=O)C1=CC=C(OC)C(Br)=C1

CAS DataBase Reference

34841-06-0(CAS DataBase Reference)

NIST Chemistry Reference

3-Bromo-4-methoxybenzaldehyde(34841-06-0)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

36/37/38-22

Safety Statements 

37/39-26

WGK Germany 

3

HazardClass 

IRRITANT, AIR SENSITIVE

HS Code 

29130000

MSDS

• Language:English Provider:3-Bromo-4-methoxybenzaldehyde
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3-Bromo-4-methoxybenzaldehyde Usage And Synthesis

Chemical Properties

WHITE TO BEIGE SOLID

Uses

3-Bromo-4-methoxybenzaldehyde may be used in the following studies:

• Asymmetric synthesis of a novel β-hydroxy-α-amino acid derivative, via Mukaiyama aldol reaction.
• Synthesis of 2-(3-bromo-4-methoxyphenyl)-5-fluorobenzothiazole.
• Preparation of 5-[(Z)-2-(3-bromo-4-methoxyphenyl)vinyl]-1,2-3-trimethoxybenzene.
• Total synthesis of engelhardione.
• Starting reagent for the synthesis of (2E)-3-(3-bromo-4-methoxyphenyl)-1-(4-methylphenyl)prop-2-en-1-one.

Synthesis Reference(s)

Tetrahedron, 41, p. 2903, 1985 DOI: 10.1016/S0040-4020(01)96614-1

General Description

3-Bromo-4-methoxybenzaldehyde is formed by the solvent-free bromination of 4-methoxybenzaldehyde using 1,3-di-n-butylimidazolium tribromide, as a brominating reagent.

Synthesis

(2) In a 4000 mL three-necked flask protected by passing nitrogen, 740.7 g of 3-bromo-4-hydroxybenzaldehyde, 2000 g of N,N-dimethylformamide and 558.0 g of potassium carbonate were added. The reaction system was cooled to 0~5 °C and 775 g of iodomethane was added dropwise slowly. After the dropwise addition, the reaction solution was concentrated and poured into ice water to precipitate a solid. After filtration and recrystallization, a white crystalline product 3-bromo-4-methoxybenzaldehyde was obtained as 752.7 g, yield 95.0%.

References

[1] Patent: CN107118087, 2017, A. Location in patent: Paragraph 0015; 0031; 0035; 0039; 0043; 0047

3-Bromo-4-methoxybenzaldehyde(34841-06-0)Related Product Information

• p-Anisidine
• Veratraldehyde
• 2,4-Dimethoxybenzaldehyde
• 4-Dimethylaminobenzaldehyde
• o-Anisaldehyde
• (Trifluoromethoxy)benzene
• p-Anisaldehyde
• Anisole
• 3-Methoxybenzaldehyde
• 4-Hydroxybenzaldehyde
• Benzaldehyde
• 3-BROMO-4-METHOXYBENZOIC ACID
• 2,3-Dimethoxybenzaldehyde
• 2,6-Dimethoxybenzaldehyde
• 2,5-Dimethoxybenzaldehyde
• 3,5-Dimethoxybenzaldehyde
• Bromine
• METHYL 3-BROMO-4-METHOXYBENZOATE 98