4-Dimethylaminobenzaldehyde CAS 100-10-7

4-Dimethylaminobenzaldehyde - Names and Identifiers

Name	4-Dimethylaminobenzaldehyde
Synonyms	Ehrlichs ERLICH'S REAGENT EHRLICH'S REAGENT EHRLICH'S REAGENT SICC HYDRAZINE METER SOLUTION DIMETHYLAMINOBENZALDEHYDE 4-Dimethylaminobenzaldehyde p-Dimethylaminobenzaldehyde P-(Dimethylamino)benzaldehyde 4-dimethyl amino benzaldehyde 4-amino-2,3-dimethylbenzaldehyde N,N-dimethyl-4-amino benzaldehyde 4-(N,N-Dimethyl)aminobenzaldehyde P-dimethylaminobenzaldehyde test solution(ChP) 4-(Dimethylamino)benzaldehyde test solution(ChP)
CAS	100-10-7
EINECS	202-819-0
InChI	InChI=1/C9H11NO/c1-6-7(2)9(10)4-3-8(6)5-11/h3-5H,10H2,1-2H3
InChIKey	BGNGWHSBYQYVRX-UHFFFAOYSA-N

4-Dimethylaminobenzaldehyde - Physico-chemical Properties

Molecular Formula	C9H11NO
Molar Mass	149.19
Density	1.10g/mLat 20°C
Melting Point	72-75°C(lit.)
Boling Point	176-177 °C (17 mmHg)
Flash Point	164 °C
Water Solubility	0.3 g/L (20 ºC)
Solubility	Soluble in alcohol, ether, acetone, chloroform and acetic acid, slightly soluble in water.
Appearance	White or pale yellow leafy crystals or powder
Color	White to pale yellow
Odor	Characteristic odor
Merck	14,3230
BRN	606802
pKa	pK1:1.647(+1) (25°C)
Storage Condition	2-8°C
Stability	Stable, but light sensitive. Incompatible with bases, strong oxidizing agents.
Sensitive	Air Sensitive
Refractive Index	n20/D 1.417
MDL	MFCD00003381
Physical and Chemical Properties	White or yellowish leaf-like crystals or powder. Melting Point 74 ℃, boiling point 176-177 ℃(2.27kPa), flash point 164 ℃. Soluble in alcohol, ether, acetone, chloroform and acetic acid, water-soluble. Benzaldehyde-like odor, light gradient red.
Use	Used as a dye intermediate

4-Dimethylaminobenzaldehyde - Risk and Safety

Risk Codes	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. R36 - Irritating to the eyes R11 - Highly Flammable
Safety Description	S7 - Keep container tightly closed. S16 - Keep away from sources of ignition. 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 sheets.  S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S39 - Wear eye / face protection. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S36 - Wear suitable protective clothing.
UN IDs	UN 2920 8/PG 2
WGK Germany	1
RTECS	CU5775000
FLUKA BRAND F CODES	8
TSCA	Yes
HS Code	29223900
Toxicity	LD50 orally in Rabbit: > 6400 mg/kg

4-Dimethylaminobenzaldehyde - Upstream Downstream Industry

Raw Materials

Acetic acid xylidine mixture of isomers Ammonia Formaldehyde Methenamine

4-Dimethylaminobenzaldehyde - Reference

Reference

1. Dong Ruizhen, Li Piwu, Shi Feng et al. Effect of glmU gene single function knockout on glucosamine production by Escherichia coli [J]. Chinese brewing 2018 037(004):23-27. 2. Guo Tailin, Kang Tingguo, Zhang Hui. Determination of Saikosaponin in Bupleurum from North to South from Different Producing Areas [J]. Journal of Tianjin University of Traditional Chinese Medicine 2020 v.39(02):107-111. 3. Wang Shupei. Study on the Control Effect and Mechanism of Metschnikowia citriensis of Orange Meiqi Yeast on Postharvest Acid Rot of Citrus Fruits [D]. Southwest University, 2020.

4-Dimethylaminobenzaldehyde - Introduction

Determination of indole, skatole, urine blue mother, tryptophan, albumin, hydrogen peroxide, arsine sodium, o-aminobenzoic acid, antipyrine ergot, etc., and it is also used to distinguish serum rash and red fever.

4-Dimethylaminobenzaldehyde - Reference Information

NIST chemical information	Information provided by: webbook.nist.gov (external link)
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
introduction	p-dimethylaminobenzaldehyde is an organic intermediate, which can be prepared from N,N-dimethylaniline and DMF. It is reported in the literature that p-dimethylaminobenzaldehyde can be used to prepare high-purity DAST source powder, and can also be used to make a color solution to analyze amino hydroxyurea.
application	1. dye intermediates and analytical reagents. The product is used for the determination of indole, skatole, urine blue mother, tryptophan and ergot alkali, etc., and is also used to distinguish serum rash and scarlet fever. 2. In terms of dyes, it can be used to synthesize pressure-sensitive dyes. It is also used in the production of cationic brilliant red G(C.I.BasicRed52). It can also be used as a dye intermediate; used as a reagent for the determination of urobilin, indole, alkaloids, etc. and a chromatographic analysis reagent. 3. Determination of indole, skatole, urine blue mother, tryptophan, albumin, hydrogen peroxide, arsine sodium, o-aminobenzoic acid, antipyrine ergot, etc. It is also used to distinguish serum rash and red fever. 4. Make dyes. 5. Reagents used to detect amino acids, peptides, amines, indole, hydrazine, hydrogen peroxide, anthranilic acid, antipyrine and ergot alkali; used as a chromogenic agent for tryptophan; used to detect tryptophan in protein; used to identify indole-producing microorganisms Test reagents; can react with pyrrole and primary amine to form colored condensation products (Schiff base).
preparation	in a 100ml three-mouth bottle, add 4.9g(0.032mol) of phosphorus oxychloride, slowly add 2.5g(0.031mol) of DMF in an ice bath, finish dropping (8min), stir for 10min, slowly add 3.66g(0.03mol) of N,N-dimethylaniline (10min) to the three-mouth bottle, and finish dropping, move the reaction solution to a boiling water bath for 2 hours. After the reaction, pour the reaction solution into 20ml of ice water, adjust the PH = 4 with 30% sodium hydroxide solution, stand for crystallization, filter the next day to obtain a light yellow or nearly colorless solid, and recrystallize with 30ml of ethanol-water (1:2.5V/V) to obtain the product p-dimethylaminobenzaldehyde.
uses	dye intermediates and analytical reagents. The product is used for the determination of indole, skatole, urine blue mother, tryptophan and ergot alkali, etc., and is also used to distinguish serum rash and scarlet fever. In terms of dyes, it can be used to synthesize pressure-sensitive dyes. It is also used in the production of cationic brilliant red G(C.I.Basic Red 52). Used as a dye intermediate Used as a reagent for the determination of urobilin, indole, alkaloids, etc. and chromatographic analysis reagent Determination of indole, skatole, urine blue mother, tryptophan, Albumin, hydrogen peroxide, arsine sodium, o-aminobenzoic acid, antipyrine ergot alkali, etc., are also used to distinguish serum rash and red fever. Making dyes. Reagents used to detect amino acids, peptides, amines, indole, hydrazine, hydrogen peroxide, anthranilic acid, antipyrine and ergot alkali; used as a chromogenic agent for tryptophan; used to detect tryptophan in protein; test reagents used to identify indole-producing microorganisms; can react with pyrrole and primary amine to form colored condensation products (Schiff base) also known as Euclidean solution/E reagent, mainly used for the identification of Enterobacteriaceae, non-fermenting bacteria, demanding bacteria, and anaerobic bacteria, and the detection of indole derivatives and amines
production method	using N,N-dimethylaniline as raw material, two methods can be used for production. (1) Methylene-N,N-dimethylaminobenzylamine is generated by the reaction of urotropine, and N,N-dimethylbenzyleneamine is generated by translocation, and then the product is hydrolyzed. (2) Reacts with dimethylformamide in the presence of phosphorus oxychloride. In addition, there is a laboratory preparation method that uses N,N-dimethylaniline, sodium nitrite, and formaldehyde as raw materials.
spontaneous combustion temperature	445°C