ChemicalBook > CAS DataBase List > 4-Dimethylaminobenzaldehyde

4-Dimethylaminobenzaldehyde

Product Name
4-Dimethylaminobenzaldehyde
CAS No.
100-10-7
Chemical Name
4-Dimethylaminobenzaldehyde
Synonyms
P-DIMETHYLAMINOBENZALDEHYDE;p-DAB;DIMETHYLAMINOBENZALDEHYDE;para-Dimethylaminobenzaldehyde;Ehrlichs;Benzaldehyde, 4-(dimethylamino)-;NSC 5517;amino)benzaL;EHRICH'S REAGENT;ERLICH'S REAGENT
CBNumber
CB4484990
Molecular Formula
C9H11NO
Formula Weight
149.19
MOL File
100-10-7.mol
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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)
pka
pK1:1.647(+1) (25°C)
form 
Liquid
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
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
Benzaldehyde, 4-(dimethylamino)- (100-10-7)
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Safety

Hazard Codes 
C,Xn,Xi,F
Risk Statements 
36/37/38-52/53-22-67-41-37/38-10-66-37-34-20-20/21/22-36-11
Safety Statements 
7-16-24/25-26-61-45-39-36/37/39-36
RIDADR 
UN 2920 8/PG 2
WGK Germany 
1
RTECS 
CU5775000
8
Autoignition Temperature
445 °C
TSCA 
Yes
HS Code 
29223900
Toxicity
LD50 orally in Rabbit: > 6400 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.03057
Product name
4-(Dimethylamino)benzaldehyde
Purity
for synthesis
Packaging
100g
Price
$70.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.03057
Product name
4-(Dimethylamino)benzaldehyde
Purity
for synthesis
Packaging
250g
Price
$157
Updated
2024/03/01
Sigma-Aldrich
Product number
8.03057
Product name
4-(Dimethylamino)benzaldehyde
Purity
for synthesis
Packaging
1kg
Price
$405
Updated
2024/03/01
Sigma-Aldrich
Product number
67309
Product name
Kovac’s reagent for indoles
Purity
formicrobiology
Packaging
100mL
Price
$102
Updated
2024/03/01
Sigma-Aldrich
Product number
109762
Product name
4-(Dimethylamino)benzaldehyde
Purity
98%
Packaging
100g
Price
$58.8
Updated
2024/03/01
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4-Dimethylaminobenzaldehyde Chemical Properties,Usage,Production

Chemical Properties

4-Dimethylaminobenzaldehyde is white to off white crystalline powder

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.

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.

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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View Lastest Price from 4-Dimethylaminobenzaldehyde manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
para-Dimethylaminobenzaldehyde 100-10-7
Price
US $75.00-20.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-07
Hebei Weibang Biotechnology Co., Ltd
Product
4-Dimethylaminobenzaldehyde 100-10-7
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-10-25
Hebei Chuanghai Biotechnology Co,.LTD
Product
4-Dimethylaminobenzaldehyde 100-10-7
Price
US $11.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21

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