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39070 Fluka

4-(Dimethylamino)benzaldehyde

for the determination of hydroxyproline, ≥99.0% (HPLC)

Synonym: Ehrlich’s reagent

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Properties

Related Categories Aldehydes, Amines, Amino Acids, Analytical Reagents, Analytical Reagents for General Use,
assay   ≥99.0% (HPLC)
quality   for the determination of hydroxyproline
ign. residue   ≤0.1% (as SO4)
loss   ≤0.5% loss on drying
mp   72-75 °C(lit.)
  73-75 °C
anion traces   chloride (Cl-): ≤50 mg/kg
  sulfate (SO42-): ≤50 mg/kg
cation traces   Ca: ≤10 mg/kg
  Cd: ≤5 mg/kg
  Co: ≤5 mg/kg
  Cr: ≤5 mg/kg
  Cu: ≤5 mg/kg
  Fe: ≤10 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

Description

Application

Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2

Other Notes

Analytical reagent for the determination of amino acids and peptides, amines, indoles, hydrazines and hydrogen peroxides; spray reagent for tryptophan3,4; For the determination of tryptophan in proteins5; Used in microbiology as test reagent for the identification of indole-producing microorganisms.; For Kovacs reagent dissolve 10 g 4-dimethylamino-benzaldehyde in 150 mL 1-pentanol and add 50 mL hydrochloric acid conc.

Price and Availability

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4-<WBR>(Dimethylamino)<WBR>benzaldehyde

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4-<WBR>(Dimethylamino)<WBR>benzaldehyde solution

10 g/L in isopropanol, for TLC derivatization

Safety & Documentation

Safety Information

WGK Germany 
1
RTECS 
CU5775000
Flash Point(F) 
327.2 °F
Flash Point(C) 
164 °C

Protocols & Articles

Articles

Determination of Water Content in 4-Dimethylaminobenzaldehyde Using Karl Fischer Titration

Aldehydes have a tendency to form acetals. At the same time water is formed. Water is bound in the bisulfite addition. Short chain aldehydes show a strong tendency to acetal formation, aromatic aldeh...
Keywords: Size-exclusion chromatography, Titrations

Peer-Reviewed Papers

References

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1. J. Org. Chem. 59, 6038, (1994)

2. J. Am. Chem. Soc. 116, 3760, (1994)

3. J.E. Darney, S.R. Harvey, T.S. Hermann J. Chromatogr. A 45, 82, (1968)

4. Sequence determination of peptides by mass spectrometry: methods for combining "wet" separation techniques with mass spectrometry. H. Falter et al. Anal. Biochem. 67, 359, (1975)

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5. Sequence of amino acids of the NH 2 -terminal region of a mouse-clonal immunoglobulin heavy chain. A. Bourgois, M. Fourgerau, C. de Preval Eur. J. Biochem. 24, 446, (1972)

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[Spectrophotometric method for determination of sulfoxides]. Kosian AM Ukr. Biokhim. Zh. 70(1), 125-30, (1998)

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Histochemical staining of ducts in submandibular glands by DMAB-nitrite detects stored tissue kallikreins. Shori DK, Proctor GB, Garrett JR, et al. Biochem. Soc. Trans. 25(1), 28S, (1997)

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Comparative evaluation of determination of beta-lactam intermediates. Deshpande BS, Ambedkar SS, and Shewale JG Hindustan Antibiot. Bull. 35(3-4), 195-8, (1993)

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Determination of bopindolol by sequential injection technique with spectrophotometric detection. Satínský D, Sklenárová H, Huclová J, et al. Il Farmaco 58(10), 1057-62, (2003)

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Chromatographic detection of captopril using 4-dimenthylaminobenzaldehyde as spray reagent. Ajali U and Chukwurah BK Boll. Chim. Farm. 140(5), 365-6, (2001)

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Contribution of phospholipid pyrrolization to the color reversion produced during deodorization of poorly degummed vegetable oils. Zamora R, Olmo C, Navarro JL, et al. J. Agric. Food Chem. 52(13), 4166-71, (2004)

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Spectrophotometric determination of certain cephalosporins through oxidation with cerium(IV) and 1-chlorobenzotriazole. Ayad MM, Shalaby AA, Abdellatef HE, et al. J. Pharm. Biomed. Anal. 20(3), 557-64, (1999)

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Cloud point formation based on mixed micelle in the presence of electrolyte for extraction, preconcentration, and spectrophotometric determination of trace amounts of hydrazine in water and biological samples. Zarei AR Anal. Biochem. 369(2), 161-7, (2007)

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A spectrophotometric method for the determination of proteins damaged by oxidized lipids. Hidalgo FJ, Alaiz M, and Zamora R Anal. Biochem. 262(2), 129-36, (1998)

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FlaA1, a new bifunctional UDP-GlcNAc C6 Dehydratase/ C4 reductase from Helicobacter pylori. Creuzenet C, Schur MJ, Li J, et al. J. Biol. Chem. 275(45), 34873-80, (2000)

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Colorimetric method for the estimation of total limonoid aglycones and glucoside contents in citrus juices. Breksa AP and Ibarra P J. Agric. Food Chem. 55(13), 5013-7, (2007)

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Selective differentiation of indoleacetic acid and indolebutyric acid using colorimetric recognition after Ehrlich reaction. Guo JM, Xin YY, and Yin XB J. Agric. Food Chem. 58(11), 6556-61, (2010)

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p-Dimethylaminobenzaldehyde-reactive substances in tail tendon collagen of streptozotocin-diabetic rats: temporal relation to biomechanical properties and advanced glycation endproduct (AGE)-related fluorescence. Stefek M, Gajdosik A, Gajdosikova A, et al. Biochim. Biophys. Acta 1502(3), 398-404, (2000)

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Structural characterization of pyrrolic cross-links in collagen using a biotinylated Ehrlich's reagent. Brady JD and Robins SP J. Biol. Chem. 276(22), 18812-8, (2001)

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The influence of operating conditions on the efficiency of vapor phase hydrogen peroxide in the degradation of 4-(dimethylamino)benzaldehyde. Svrcek J, Marhoul A, Kacer P, et al. Chemosphere 81(5), 617-25, (2010)

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Vibrational spectra and normal coordinate analysis of 4-(dimethylamino)benzaldehyde and selected isotopic derivatives. Kushto GP and Jagodzinski PW Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 54A(6), 799-819, (1998)

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Spectrophotometric determination of 6-aminopenicillanic and 7-aminocephalosporanic acids as the Schiff bases with para-dimethylaminobenzaldehyde in the presence of sodium dodecyl sulfate micelles. Yatsimirskaya NT, Sosnovskaya IN, and Yatsimirsky AK Anal. Biochem. 229(2), 249-55, (1995)

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Solving electrolyte disturbances with the Ehrlich reagent. Schreiber A, Elitok S, and Kettritz R Nephrol. Dial. Transplant. 18(6), 1217-9, (2003)

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Biodegradable, effective substitute for xylene in the Ehrlich indole procedure. Miller JM, Miller MD, Driscoll PE, et al. J. Clin. Microbiol. 32(8), 2028-30, (1994)

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A 1:1 cocrystal of 4-(dimethylamino)benzaldehyde and 6-phenyl-1,3,5-triazine-2,4-diamine. Habibi MH, Zendehdel M, Barati K, et al. Acta Crystallogr. C 63(Pt 8), o474-6, (2007)

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[E-Z ratio and stability of halogenated benzylidene derivatives formed during the detection of glycine conjugates]. Oelschläger H, Seeling A, Radman M, et al. Pharmazie 55(11), 825-8, (2000)

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[Color reactions for identification of nalidixic acid]. Görlitzer K, Badia G, Jones PG, et al. Pharmazie 55(1), 17-21, (2000)

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A convenient TLC method for the identification of local anesthetics. Schmidt M and Bracher F Pharmazie 61(1), 15-7, (2006)

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Microsomal deacetylation of ring-hydroxylated 2-(acetylamino)fluorene isomers: effect of ring position and molecular mechanics considerations. Castañeda-Acosta J, Bounds PL, and Winston GW J. Biochem. Mol. Toxicol. 13(5), 279-86, (1999)

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Tryptophan metabolites interfere with the Ehrlich reaction used for the measurement of kynurenine. Alegre E, López AS, and González A Anal. Biochem. 339(1), 188-9, (2005)

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Merck 14,3230

Beil. 14,IV,51

Fieser 1,273 / Fieser 2,146

Aldrich MSDS 1, 743:C / Corp MSDS 1 (1), 1331:C / FT-IR 2 (2), 2531:C / FT-IR 1 (2), 112:B / FT-NMR 1 (2), 943:C / IR-Spectra (3), 915:E / IR-Spectra (2), 801:C / NMR-Reference 2 (2), 111:A / RegBook 1 (2), 1719:B / Sax 6, 1109 / Stains and Dyes Ref, 259 / Structure Index 1, 273:A:1 / Vapor Phase 3, 1292:A

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