| Identification | More | [Name]
4-Dimethylaminobenzaldehyde | [CAS]
100-10-7 | [Synonyms]
4-(DIMETHYLAMINO)BENZALDEHYDE
4-(DIMETHYLAMINO)BENZENECARBONAL
4-(N,N-DIMETHYLAMINO)-BENZALDEHYDE
4-N,N-DIMETHYLBENZALDEHYDE
AKOS BBS-00003188
DIMETHYLAMINOBENZALDEHYDE
EHRICH'S REAGENT
EHRLICH ALDEHYDE REAGENT
EHRLICH ALDEHYDE REAGENT, ALCOHOLIC
EHRLICH ALDEHYDE REAGENT, WALLACE-DIAMOND
EHRLICH'S REAGENT
EHRLICH'S REAGENT SICC
EHRLICH'S SOLUTION
ERLICH'S REAGENT
HYDRAZINE METER SOLUTION
HYDRAZINE-REAGENT
n,n-dimethyl-4-amino benzaldehyde
N,N-DIMETHYL-P-AMINO BENZALDEHYDE
P-DIMETHYLAMINOBENZALDEHYDE
P-FORMYLDIMETHYLANILINE | [EINECS(EC#)]
202-819-0 | [Molecular Formula]
C9H11NO | [MDL Number]
MFCD00003381 | [Molecular Weight]
149.19 | [MOL File]
100-10-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off white crystalline powder | [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
| [Fp ]
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 | [Stability:]
Stable, but light sensitive. Incompatible with bases, strong oxidizing agents. | [Water Solubility ]
0.3 g/L (20 ºC) | [Sensitive ]
Air Sensitive | [Merck ]
14,3230 | [BRN ]
606802 | [InChIKey]
BGNGWHSBYQYVRX-UHFFFAOYSA-N | [LogP]
1.810 | [CAS DataBase Reference]
100-10-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzaldehyde, 4-(dimethylamino)-(100-10-7) | [EPA Substance Registry System]
100-10-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xn,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R22:Harmful if swallowed.
R67:Vapors may cause drowsiness and dizziness.
R41:Risk of serious damage to eyes.
R37/38:Irritating to respiratory system and skin .
R10:Flammable.
R66:Repeated exposure may cause skin dryness or cracking.
R37:Irritating to the respiratory system.
R34:Causes burns.
R20:Harmful by inhalation.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S7:Keep container tightly closed .
S16:Keep away from sources of ignition-No smoking .
S24/25:Avoid contact with skin and eyes .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S39:Wear eye/face protection .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
1
| [RTECS ]
CU5775000
| [F ]
8 | [Autoignition Temperature]
445 °C | [TSCA ]
Yes | [HS Code ]
29223900 | [Toxicity]
LD50 orally in Rabbit: > 6400 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
4-Dimethylaminobenzaldehyde is white to off white crystalline powder
| [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]
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]
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]
Used as derivitizing agent. | [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.] |
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