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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;ERLICH'S REAGENT;EHRICH'S REAGENT
CBNumber:
CB4484990
Molecular Formula:
C9H11NO
Molecular Weight:
149.19
MDL Number:
MFCD00003381
MOL File:
100-10-7.mol
MSDS File:
SDS
Last updated:2023-09-07 14:58:50

4-Dimethylaminobenzaldehyde Properties

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)
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H317
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P362+P364
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
NFPA 704
0
1 0

4-Dimethylaminobenzaldehyde price More Price(76)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.03057 4-(Dimethylamino)benzaldehyde for synthesis 100-10-7 100g $70.9 2024-03-01 Buy
Sigma-Aldrich 8.03057 4-(Dimethylamino)benzaldehyde for synthesis 100-10-7 250g $157 2024-03-01 Buy
Sigma-Aldrich 8.03057 4-(Dimethylamino)benzaldehyde for synthesis 100-10-7 1kg $405 2024-03-01 Buy
Sigma-Aldrich 67309 Kovac’s reagent for indoles formicrobiology 100-10-7 100mL $102 2024-03-01 Buy
Sigma-Aldrich 109762 4-(Dimethylamino)benzaldehyde 98% 100-10-7 100g $58.8 2024-03-01 Buy
Product number Packaging Price Buy
8.03057 100g $70.9 Buy
8.03057 250g $157 Buy
8.03057 1kg $405 Buy
67309 100mL $102 Buy
109762 100g $58.8 Buy

4-Dimethylaminobenzaldehyde Chemical Properties,Uses,Production

Chemical Properties

4-Dimethylaminobenzaldehyde is white to off white crystalline powder

Uses

Used as derivitizing agent.

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

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-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.]

31362-12-6
100-10-7
Synthesis of 4-Dimethylaminobenzaldehyde from Benzenamine, 4-(1,3-dithiolan-2-yl)-N,N-dimethyl-
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View Lastest Price from 4-Dimethylaminobenzaldehyde manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Dimethylaminobenzaldehyde pictures 2024-03-28 4-Dimethylaminobenzaldehyde
100-10-7
US $2.00 / KG 1KG ≥99% 500mt/year Jinan Finer Chemical Co., Ltd
4-Dimethylaminobenzaldehyde pictures 2023-09-07 4-Dimethylaminobenzaldehyde
100-10-7
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
4-Dimethylaminobenzaldehyde pictures 2023-03-27 4-Dimethylaminobenzaldehyde
100-10-7
US $5.00 / KG 1KG 0.99 25 XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
4-Dimethylaminobenzaldehyde 、p-Dimethylaminobenzaldehyde HYDRAZINE METER SOLUTION ERLICH'S REAGENT EHRLICH'S REAGENT EHRLICH'S REAGENT SICC EHRLICH'S SOLUTION EHRICH'S REAGENT EHRLICH ALDEHYDE REAGENT EHRLICH ALDEHYDE REAGENT, ALCOHOLIC EHRLICH ALDEHYDE REAGENT, WALLACE-DIAMOND Benzaldehyde, p-(dimethylamino)- benzaldehyde,-(dimethylamino)- Dimethylaminobenzenecarbonal N,N-Dimethyl-4-formylaniline 4-(dimethylamino)-benzaldehyd 4-Formyl-N,N-dimethylaniline 4-Dimethyiaminobenzene carbonal, Ehrlich’s reagent N-Dimethyl-4-aminobenzaldehyde P-DIMETHYLAMINOBENZALDEHYDE CRYSTALLINE 4-(DIMETHYLAMINO)BENZALDEHYDE, 99%, A.C. S. REAGENT 4-(DIMETHYLAMINO)BENZALDEHYDE SOLUTION, READY-TO-USE 4-(N,N-DIMETHYLAMINO)-BENZALDEHYDE R. G. , REAG. ACS, REAG. PH. EUR. KOVAC'S REAGENT FOR INDOLES, FOR MICROBI OLOGY (+/-)-4-VINYL-1-CYCLOHEXENE DIEPOXIDE, 9 7%, MIXTURE OF ISOMERS P-DIMETHYLAMINOBENZALDEHYDE ACS REAGENT P-DIMETHGL ANUINOTENZALDEHYDE (N,N-Dimethylamino)-Benzaldehyde P-DimethylAminoBenzaldehydeGr-(Ehrlich'SReagent) 4-(N,N-Dimethylamine)Benzaldehyde P-DimethylAminoBenzaldehydeGr 4-Dimethylaminobenzaldehyde, 99+% 4-Dimethylaminobenzaldehyde, ACS reagent p-DIMETHYLAMINOBENZALDEHYDE REAGENT (ACS) 4-(dimethylamino)benzaldehyde solution 4-dimethylaminobenzaldehyde, acs NSC 5517 4-DiMethylaMinobenzaldehyde, 99+% 100GR 4-DiMethylaMinobenzaldehyde, 99+% 25GR 4-DiMethylaMinobenzaldehyde, ACS reagent 100GR 4-DiMethylaMinobenzaldehyde, ACS reagent 25GR 4-DiMethylaMinobenzaldehyde, ACS reagent 500GR Indole reagent according to Kovac 4-(DIMETHYLAMINO)BENZALDEHYDE GR FOR ANA 4-(DIMETHYLAMINO)BENZALDEHYDE FOR SYNTHE Benzaldehyde, p-(diMethylaMino)- (8CI) p-(dimethylamino)-benzaldehyd p-(N,N-Dimethylamino)benzaldehyde Reagens ehrlichovo reagensehrlichovo 4-(DIMETHYLAMINO)BENZALDEHYDE,CRYSTAL,REAGENT,ACS Hydrazine-p-Dimetylaminobenzaldehyde HYDRAZINE-REAGENT Dimethylamino)benzaldehyde, p-( P-(N,N-DIMETHYLAMINE)BENZALDEHYDE p-DIMETHYLAMINO-BENZALDEHYDE extrapure AR P-FORMYLDIMETHYLANILINE p-formyl-n,n-dimethylaniline N,N-DIMETHYL-P-AMINO BENZALDEHYDE