4-Dimethylaminobenzaldehyde
4-Dimethylaminobenzaldehyde
CAS: 100-10-7
Molecular Formula: C9H11NO
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
4-Dimethylaminobenzaldehyde - Reference
| Reference Show more | 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.
Last Update：2022-10-16 17:11:18
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 |
Last Update：2024-04-09 19:55:45
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View History
4-Dimethylaminobenzaldehyde
3-nitrosalicaldehyde
4-氨基-1-戊醇
4-Cyclohexene-1,2-dicarboxylic acid 1-[5-hydroxy-3-(hydroxymethyl)pentyl] ester
(R)-4-CYANO-3-HYDROXY-BUTYRIC ACID METHYL ESTER
萘普生(外消旋)
2,3-二苯基喹喔啉-6-羧酸
2-Butyl-4-chloro-1H-imidazole-5-carboxaldehyde
2,4,6-TRIFLUOROPHENOL
Sodium benzenesulfonate monohydrate
3-nitrosalicaldehyde
4-氨基-1-戊醇
4-Cyclohexene-1,2-dicarboxylic acid 1-[5-hydroxy-3-(hydroxymethyl)pentyl] ester
(R)-4-CYANO-3-HYDROXY-BUTYRIC ACID METHYL ESTER
萘普生(外消旋)
2,3-二苯基喹喔啉-6-羧酸
2-Butyl-4-chloro-1H-imidazole-5-carboxaldehyde
2,4,6-TRIFLUOROPHENOL
Sodium benzenesulfonate monohydrate
Raw Materials for 4-Dimethylaminobenzaldehyde