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100-10-7 - 4-Dimethylaminobenzaldehyde, 98% - Ehrlich's Reagent - A11712 - Alfa Aesar

A11712 4-Dimethylaminobenzaldehyde, 98%

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

Size Price ($) Quantity Availability
100g 35.01
500g 101.60
2500g 377.60
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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)
Sensitivity
Air & Light Sensitive
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-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P301+P312-P312-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

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

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