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A11712 4-Dimethylaminobenzaldehyde, 98%

CAS Number
100-10-7
Synonyms
Ehrlich's Reagent

Stock No. Size Price ($) Quantity Availability
A11712-22 100g 39.70
A11712-36 500g 131.00
A11712-0E 2500g 486.00
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4-Dimethylaminobenzaldehyde, 98%

MDL
MFCD00003381
EINECS
202-819-0

Chemical Properties

Formula
C9H11NO
Formula Weight
149.19
Melting point
73-75°
Boiling Point
176-177°/17mm
Flash Point
164°(327°F)
Storage & Sensitivity
Air Sensitive. Light Sensitive. Store under Argon. Ambient temperatures.
Solubility
Soluble in alcohol, ether, chloroform, acetic acid. Insoluble in water.

Applications

4-Dimethylaminobenzaldehyde is used to prepare colorful Schiff base adducts with amines, pyrroles and indoles. It is often used in the Ehrlich reaction, test for the presence of indoles in a sample containing alkaloids and determination of hydrazine.

Notes

Light sensitive. Stable at room temperature.

Literature References

Reagent for determination of amino acids and peptides.

Color reagent for pyrroles and amines: J. Am. Chem. Soc., 86, 2441 (1964); F. Feigl, Spot Tests, vol. 2, Elsevier, Amsterdam (1954), p. 198.

Reagent for conversion of Grignard reagents to the corresponding aldehydes via the carbinol which is cleaved by an aryldiazonium salt to give the aldehyde and the 4-(dimethylamino)azo compound: J. Org. Chem., 25, 1691 (1960); 27, 279 (1962); Org. Synth. Coll., 5, 46 (1973).

Mariana, R.; Alejandro, D. S.; Juan, M. A.; Diego M. G.; Aída B. A. Ab-initio and DFT calculations on molecular structure, NBO, HOMO-LUMO study and a new vibrational analysis of 4-(Dimethylamino)Benzaldehyde. Spectrochim. Acta, Part A 2015, 136, 635-643.

Francesca, N.; Simona, F.; Elena, C.; Elisa, T.; Nicola, C.; Piero, M. Stabilization through p-dimethylaminobenzaldehyde of a new NLO-active phase of [E-4-(4-dimethylaminostyryl)-1-methylpyridinium]iodide: synthesis, structural characterization and theoretical investigation of its electronic properties. J. Mater. Chem. 2010, 20 (36), 7652-7660.

GHS Hazard and Precautionary Statements

Hazard Statements: H302

Harmful if swallowed.

Precautionary Statements: P264b-P270-P301+P312-P330-P501c

Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Rinse mouth. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,3230
Beilstein
606802
Harmonized Tariff Code
2922.39
TSCA
Yes
RTECS
CU5775000

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