ChemicalBook CAS DataBase List 34841-06-0

34841-06-0

Name	3-Bromo-4-methoxybenzaldehyde
CAS	34841-06-0
EINECS(EC#)	252-241-8
Molecular Formula	C8H7BrO2
MDL Number	MFCD00016599
Molecular Weight	215.04
MOL File	34841-06-0.mol

Chemical Properties

Appearance	WHITE TO BEIGE SOLID
Melting point	51-54 °C (lit.)
Boiling point	108-110°C 1mm
density	1.5313 (rough estimate)
refractive index	1.5500 (estimate)
Fp	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 Data

Hazard Codes	Xn,Xi
Risk Statements	R36/37/38:Irritating to eyes, respiratory system and skin . R22:Harmful if swallowed. less more
Safety Statements	S37/39:Wear suitable gloves and eye/face protection . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . less more
WGK Germany	3
HazardClass	IRRITANT, AIR SENSITIVE
HS Code	29130000
Storage Class	13 - Non Combustible Solids

Hazard Information

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

2973-78-6

74-88-4

34841-06-0

(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

Material Safety Data Sheet(MSDS)

Spectrum Detail

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