4-Bromobenzaldehyde

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4-Bromobenzaldehyde structure
Structural Feature
Benzaldehyde scaffold
Reactive Feature
Aldehyde Aryl bromide
Synthesis Role
Aromatic building block
Application Context
Basic building block

Bromobenzaldehyde;4-BBA;4-Brombenzaldehyd;4-bromo-benzaldehyd;P-BROMOBENZALDEHYDE;4-BROMOBENZYLALDEHYDE;4-Bromobenzaldehyde99%;BRBA1;DK484;4-BromobenzaL

CAS Number1122-91-4
EC/List No.214-404-6
Molecular FormulaC7H5BrO
Molecular Weight185.02 g/mol
IUPAC Name4-bromobenzaldehyde
Exact Mass183.952380
Monoisotopic Mass183.952380
XLogP2.200000
TPSA17.100000 Ų
H-bond Donors / Acceptors0 / 1
Rotatable Bonds1
AppearanceWhite to light yellow crystalline solid
SolubilityChloroform, Ethyl Acetate
SMILESO=Cc1ccc(Br)cc1
InChIKeyZRYZBQLXDKPBDU-UHFFFAOYSA-N
InChIInChI=1S/C7H5BrO/c8-7-3-1-6(5-9)2-4-7/h1-5H
Description4-Bromobenzaldehyde, a bifunctional aromatic with para-bromo and aldehyde. The aldehyde undergoes condensation, oxidation, and reductive amination; the bromide is a classic substrate for Pd-catalyzed Suzuki, Stille, and Buchwald-Hartwig couplings. Key intermediate for biphenyls, diarylamines, and polysubstituted arenes.
ApplicationsOLED intermediate; pharmaceutical intermediate; Suzuki coupling substrate; aldehyde building block
Hazard ClassAcute Tox. 4 (Oral); Skin Irrit. 2; Skin Sens. 1; Eye Irrit. 2