Structure via PubChem · Public domain (PubChem)
p-dimethylaminobenzaldehyde
Sign in to saveAlso known as 4-dimethylaminobenzaldehyde, p-Formyl-N,N-dimethylaniline, p-Formyldimethylaniline, N,N-Dimethyl-p-aminobenzaldehyde, Ehrlich's reagent, p-(Dimethylamino)benzaldehyde, p-(N,N-Dimethylamino)benzaldehyde
'''para-Dimethylaminobenzaldehyde''' is an organic compound containing amine and aldehyde moieties which is used in Ehrlich's reagent and Kovac's reagent to test for indoles. The carbonyl group typically reacts with the electron rich 2-position of the indole but may also react at the C-3 or N-1 positions. It may also be used for determination of hydrazine.
Chemical data
- Formula
- C9H11NO
- Molecular weight
- 149.19 g/mol
- IUPAC name
- 4-(dimethylamino)benzaldehyde
- SMILES
- CN(C)C1=CC=C(C=C1)C=O
- InChIKey
- BGNGWHSBYQYVRX-UHFFFAOYSA-N
- XLogP
- 1.8
- Polar surface area
- 20.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
212 papers- p-Dimethylaminobenzaldehyde-based chemosensor for on-site sensing of ammonia precursor in concrete.Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy · 2021
- An improved and validated p-dimethylaminobenzaldehyde procedure for the spectrophotometric determination of urea.Analytica chimica acta · 2025
- THE DETERMINATION OF UREA WITH P-DIMETHYLAMINOBENZALDEHYDE.Clinica chimica acta; international journal of clinical chemistry · 1964
- p-Dimethylaminobenzaldehyde thiosemicarbazone: a simple novel selective and sensitive fluorescent sensor for mercury(II) in aqueous solution.Talanta · 2006
- Vapor-phase staining of cyanoacrylate-fumed latent fingerprints using p-dimethylaminobenzaldehyde.Journal of forensic sciences · 2012
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 149.084
Show 5 more facts
- chemical formula
- C₉H₁₁NO
- canonical SMILES
- CN(C)C1=CC=C(C=C1)C=O
- density
- 1.0254
- melting point
- 74
- Commons category
- Para-Dimethylaminobenzaldehyde
via Wikidata · CC0
~3 min read
Encyclopedic overview
5 sectionsContents
- Ehrlich's reagent
- Hydrazine determination
- Isaac Asimov essay
- See also
- References
'''para-Dimethylaminobenzaldehyde''' is an organic compound containing amine and aldehyde moieties which is used in Ehrlich's reagent and Kovac's reagent to test for indoles. The carbonyl group typically reacts with the electron rich 2-position of the indole but may also react at the C-3 or N-1 positions. It may also be used for determination of hydrazine.
==Ehrlich's reagent== para-Dimethylaminobenzaldehyde is the main ingredient in Ehrlich's reagent. It acts as a strong electrophile which reacts with the electron-rich α-carbon (2-position) of indole rings to form a blue-colored adduct. It can be used to detect the presence of indole alkaloids. Not all indole alkaloids give a colored adduct as result of steric hindrance which does not allow the reaction to proceed.
Excerpted from Wikipedia’s “p-dimethylaminobenzaldehyde” article, available under the CC BY-SA 4.0 licence.