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Sigma-Aldrich

4-(Dimethylamino)benzaldehyde

puriss. p.a., reag. Ph. Eur., ≥99% (perchloric acid titration)

Synonym(s):

Ehrlich’s reagent

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About This Item

Linear Formula:
(CH3)2NC6H4CHO
CAS Number:
100-10-7
Molecular Weight:
149.19
Beilstein/REAXYS Number:
606802
EC Number:
202-819-0
MDL number:
MFCD00003381
UNSPSC Code:
12352100
PubChem Substance ID:
57648761
NACRES:
NA.21

agency

USP/NF
reag. Ph. Eur.

Quality Level

200

grade

puriss. p.a.

assay

≥99% (perchloric acid titration)

ign. residue

≤0.1% (as SO4)

loss

≤0.5% loss on drying

mp

72-75 °C (lit.)
73-75 °C

solubility

ethanol: 0.1 g/10 mL

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤50 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

CN(C)c1ccc(C=O)cc1

InChI

1S/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H3

InChI key

BGNGWHSBYQYVRX-UHFFFAOYSA-N

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General description

4-(Dimethylamino)benzaldehyde is also commonly referred as Ehrlich′s reagent. Its crystal structure has been investigated by X-ray analysis. Its crystals belong to the monoclinic crystal system and exhibits space group P21/n. 4-(Dimethylamino)benzaldehyde exhibits dual fluorescence. Its dipole moment in various excited states has been evaluated using their electronic spectra and Bilot-Kawski theory.

Application

4-(Dimethylamino)benzaldehyde in micelle (sodium dodecyl sulphate) containing medium may be used for the quantification of hydroxyproline in meat samples by spectrophotometric methods.
Forms colored condensation products (Schiff bases) with pyrroles and primary amines.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1B

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

327.2 °F - closed cup

flash_point_c

164 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5641
BCCL1094
BCCH7024
BCCJ3397
BCCG2556

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4-(Dimethylamino) benzaldehyde.
Gao B and Zhu J-L.
Acta Crystallographica Section E, Structure Reports Online, 64(7), 1182-1182 (2008)
Kawski A, et al.
Chemical Physics Letters, 448(4), 208-212 (2007)
Determination of pyrrole derivatives and hydroxyproline with 4-(dimethylamino) benzaldehyde in a micellar medium.
Esteve-Romero JS, et al.
Analytical Letters, 27(8), 1557-1567 (1994)
M Stefek et al.
Biochimica et biophysica acta, 1502(3), 398-404 (2000-11-09)
In the present work, pepsin digests of tail tendons from streptozotocin-diabetic rats were found to contain material that reacted rapidly at room temperature with p-dimethylaminobenzaldehyde (Ehrlich's reagent) to give an adduct with an absorbance spectrum characteristic of the Ehrlich chromogen
Rosario Zamora et al.
Journal of agricultural and food chemistry, 52(13), 4166-4171 (2004-06-24)
The Ehrlich reaction was optimized to determine the formation of pyrrolized phospholipids in edible oils in an attempt to understand the color reversion produced during the deodorization of poorly degummed edible oils. The procedure consisted of the treatment of the
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