ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatic aldehydes 2-Bromo-4-methylbenzaldehyde

2-Bromo-4-methylbenzaldehyde

Product Name2-Bromo-4-methylbenzaldehyde
CAS824-54-4
MFC8H7BrO
MW199.04
EINECS625-357-5
MOL File824-54-4.mol

Chemical Properties

Melting point	30-35 °C (lit.)
Boiling point	114-115 °C(Press: 5 Torr)
Density	1.490±0.06 g/cm3(Predicted)
Flash point	>230 °F
storage temp.	Keep in dark place,Inert atmosphere,Room temperature
form	powder
color	Yellow
Sensitive	Air Sensitive
InChI	InChI=1S/C8H7BrO/c1-6-2-3-7(5-10)8(9)4-6/h2-5H,1H3
InChIKey	MUZMDYCVUCMIDC-UHFFFAOYSA-N
SMILES	C(=O)C1=CC=C(C)C=C1Br

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
WGK Germany	3
HS Code	29124990
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Chemical Properties

White to yellow solid

Uses

Reactant involved in:

Carbonylative Stille couplings followed by isomerization and intramolecular Heck reactions
Knoevenagel condensation
Cyclization of N-(α-methyl-p-methoxybenzyl)-imino-esters
Imination and oxidative heterocyclization / carbonylation
Intramolecular amination
Intermolecular and intramolecular hydroacylation of alkenes by aromatic aldehydes

Uses

Reactant involved in:• ;Carbonylative Stille couplings followed by isomerization and intramolecular Heck reactions1• ;Knoevenagel condensation2• ;Cyclization of N-(α-methyl-p-methoxybenzyl)-imino-esters3• ;Imination and oxidative heterocyclization / carbonylation4• ;Intramolecular amination5• ;Intermolecular and intramolecular hydroacylation of alkenes by aromatic aldehydes6

Uses

2-Bromo-4-methylbenzaldehyde is a useful intermediate for organic synthesis.

Synthesis

824-53-3

824-54-4

General method: benzyl alcohol substrate (2-bromo-4-methylphenyl) methanol (0.2 mmol), FeCl3-6H2O (0.002 mmol, 5.4 mg) and triphenylmethanol (0.2 mmol, 52 mg) were mixed in a dry reaction vessel. Subsequently, the reaction mixture was heated at 55 °C for 1 h under microwave radiation. Upon completion of the reaction, the crude product was purified by fast column chromatography to afford the target product 2-bromo-4-methylbenzaldehyde.

References

[1] New Journal of Chemistry, 2017, vol. 41, # 22, p. 13377 - 13381
[2] Tetrahedron, 2015, vol. 71, # 38, p. 6744 - 6748

2-Bromo-4-methylbenzaldehyde

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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