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4-Dimethylaminobenzaldehyde

4-Dimethylaminobenzaldehyde Structure
4-Dimethylaminobenzaldehyde
  • CAS No.100-10-7
  • Chemical Name:4-Dimethylaminobenzaldehyde
  • CBNumber:CB4484990
  • Molecular Formula:C9H11NO
  • Formula Weight:149.19
  • MOL File:100-10-7.mol
4-Dimethylaminobenzaldehyde Property
  • Melting point: :72-75 °C(lit.)
  • Boiling point: :176-177 °C (17 mmHg)
  • Density  :1.10 g/mL at 20 °C
  • vapor pressure  :<0.1 hPa (20 °C)
  • refractive index  :n20/D 1.417
  • Flash point: :164 °C
  • storage temp.  :2-8°C
  • solubility  :alcohol: passes test (APHA ≤60)
  • form  :Liquid
  • pka :pK1:1.647(+1) (25°C)
  • color  :White to pale yellow
  • Odor :Characteristic odor
  • Water Solubility  :0.3 g/L (20 ºC)
  • Sensitive  :Air Sensitive
  • Merck  :14,3230
  • BRN  :606802
  • Stability: :Stable, but light sensitive. Incompatible with bases, strong oxidizing agents.
  • InChIKey :BGNGWHSBYQYVRX-UHFFFAOYSA-N
  • CAS DataBase Reference :100-10-7(CAS DataBase Reference)
  • EWG's Food Scores :1
  • FDA UNII :V7E88PR1YB
  • NIST Chemistry Reference :Benzaldehyde, 4-(dimethylamino)-(100-10-7)
  • EPA Substance Registry System :Benzaldehyde, 4-(dimethylamino)- (100-10-7)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordDanger
  • Hazard statements H225-H319-H336-H226-H290-H314-H332-H335-H302-H315-H318
  • Precautionary statements P280a-P304+P340-P405-P501a-P264-P270-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501-P210-P261-P305+P351+P338-P280-P303+P361+P353-P304+P340+P310
4-Dimethylaminobenzaldehyde Price More Price(82)
  • Brand: Sigma-Aldrich
  • Product number: 67309
  • Product name : Kovac’s reagent for indoles
  • Purity: formicrobiology
  • Packaging: 100 mL
  • Price: $80.7
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 8.03057
  • Product name : 4-(Dimethylamino)benzaldehyde
  • Purity: for synthesis
  • Packaging: 100 g
  • Price: $48.28
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 109762
  • Product name : 4-(Dimethylamino)benzaldehyde
  • Purity: 98%
  • Packaging: 100g
  • Price: $50.2
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 8.03057
  • Product name : 4-(Dimethylamino)benzaldehyde
  • Purity: for synthesis
  • Packaging: 250 g
  • Price: $106.37
  • Updated: 2021/12/16
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 1.03058
  • Product name : 4-(Dimethylamino)benzaldehyde
  • Purity: GR for analysis Reag. Ph Eur
  • Packaging: 100 g
  • Price: $148.92
  • Updated: 2021/12/16
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4-Dimethylaminobenzaldehyde Chemical Properties,Usage,Production

  • Chemical Properties 4-Dimethylaminobenzaldehyde is white to off white crystalline powder
  • Uses In the presence of oxygen, some bacteria, like E.coli, are able to split tryptophan into indole and alpha-aminopropionic acid. This reagent is for detecting the indole and identify the indole-positive and indole-negative microorganisms.
  • Uses Forms colored condensation products (Schiff bases) with pyrroles1 and primary amines.2
  • Uses In the presence of oxygen, some bacteria, like E. coli, are able to split tryptophan into indole and α-aminopropionic acid. This reagent is for detecting the indole and identifying the indole-positive and indole-negative microorganisms.
  • Uses 4-(Dimethylamino)benzaldehyde is used in Ehrlich's reagent for spectrophotometric determination of hydrazine as it reacts to form azo dyes. 4-(Dimethylamino)benzaldehyde is used for determination of u rine bilirubin and porphobilinogen.
  • Uses Used as derivitizing agent.
  • Uses 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.
  • Definition 4-Dimethylaminobenzaldehyde is a mamber of the class of benzaldehydes carrying a dimethylamino substituent at position 4. Used as an indicator for detection of indoles and hydrazine.
  • Synthesis Reference(s) Journal of Heterocyclic Chemistry, 26, p. 1563, 1989
    Organic Syntheses, Coll. Vol. 4, p. 331, 1963
    Tetrahedron Letters, 30, p. 287, 1989 DOI: 10.1016/S0040-4039(00)95181-5
  • General Description
    Kovac′s reagent for indoles is a solution of 4-(dimethylamino)benzaldehyde and hydrochloric acid in n-butanol.
  • Biochem/physiol Actions Kovac′s reagent detects the indole and aids in identifying the indole-positive and indole-negative microorganisms. E. coli can split tryptophan into indole and α-aminopropionic acid in the presence of the enzyme tryptophanase. p-Aminobenzaldehyde present in the reagent reacts with indole to form a cherry-red complex, that is soluble in alcohol, ether, and chloroform. It is recommended to use glucose free media and peptone with a high tryptophan content for the test.
  • Purification Methods Crystallise DMAB from water, hexane, or from EtOH (2mL/g), after charcoal treatment, by adding excess of water. Alternatively dissolve it in aqueous acetic acid, filter, and precipitate it with ammonia. Finally recrystallise it from EtOH. It is used for the detection of pyrroles [Iyer et al. J Org Chem 59 6038 1994]. [Beilstein 14 IV 51.]
4-Dimethylaminobenzaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
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