4755-50-4

Basic information

• Product Name: 4-DIMETHYLAMINOBENZOYL CHLORIDE
• Synonyms: 4-DIMETHYLAMINOBENZOYL CHLORIDE;4-(Dimethylamino)benzoic acid chloride;p-(Dimethylamino)benzoyl chloride;4-(Dimethylamino)benzoyl chloride,97%;4-(Dimethylamino)benzoyl chloride, 95%, 95%;[4-(diMethylaMino)phenyl]carbonylchloranuide;Benzoyl chloride,4-(diMethylaMino)-;4-(Chlorocarbonyl)-N,N-dimethylaniline, 4-(Chloroformyl)-N,N-dimethylaniline
• CAS NO: 4755-50-4
• Molecular Formula: C₉H₁₀ClNO
• Molecular Weight: 183.63
• Product Categories: Carbonyl Chlorides;Phenyls & Phenyl-Het;Carbonyl Chlorides;Phenyls & Phenyl-Het;Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 4755-50-4.mol
• Article Data: 75

Chemical Properties

• Melting Point: 145-149 °C(lit.)
• Boiling Point: 180℃ (15 Torr)
• Flash Point: 122.5 °C
• Appearance: White to tan crystalline powder
• Density: 1.193 g/cm³
• Vapor Pressure: 0.00412mmHg at 25°C
• Refractive Index: 1.574
• PKA: 0.98±0.12(Predicted)
• Water Solubility: Reacts with water.
• Sensitive: Moisture Sensitive
• BRN: 1100858
• CAS DataBase Reference: 4-DIMETHYLAMINOBENZOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-DIMETHYLAMINOBENZOYL CHLORIDE(4755-50-4)
• EPA Substance Registry System: 4-DIMETHYLAMINOBENZOYL CHLORIDE(4755-50-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 4755-50-4(Hazardous Substances Data)

Usage

Description

4-Dimethylaminobenzoyl chloride, also known as 4-(chloroformyl)-N,N-dimethylaniline, is a white to tan crystalline powder. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, and agrochemicals.

Uses

Used in Organic Synthesis:
4-Dimethylaminobenzoyl chloride is used as a key intermediate for the synthesis of various organic compounds. Its unique chemical structure allows it to participate in a range of reactions, making it a versatile building block in the creation of new molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Dimethylaminobenzoyl chloride is used as a starting material for the development of new drugs. Its reactivity and functional groups enable the formation of a wide array of medicinal compounds, contributing to the advancement of pharmaceutical research and drug discovery.
Used in Agrochemicals:
4-Dimethylaminobenzoyl chloride is also utilized in the agrochemical sector as a precursor for the synthesis of various agrochemical products. Its role in creating effective and targeted compounds helps improve crop protection and management strategies.

InChI:InChI=1/C9H10ClNO/c1-11(2)8-5-3-7(4-6-8)9(10)12/h3-6H,1-2H3

Upstream product

• 157119-18-1 (4-dimethylamino-phenyl)-oxoacetyl chloride 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 75-44-5 phosgene 
• 121-69-7 N,N-dimethyl-aniline 
• 79-37-8 oxalyl dichloride 
• 89165-28-6 1-(p-dimethylamino)benzoyl-3-methylimidazolium chloride 
• 150-13-0 4-amino-benzoic acid 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 141-75-3 butyryl chloride 

Downstream Products

• 32987-59-0 4,4'-bis-dimethylamino-2-methyl-benzophenone 
• 860563-96-8 4-dimethylamino-4'-phenyl-benzophenone 
• 93808-08-3 4-dimethylamino-benzoic acid-(3-dimethylamino-propyl ester) 
• 77016-80-9 dodecyl 4-(N,N-dimethylamino)benzoate 
• 125628-90-2 n-hexadecyl 4-dimethylaminobenzoate 
• 15024-12-1 phenyl 4-(N,N-dimethylamino)benzoate 
• 63193-70-4 4-dimethylamino-benzoyl isothiocyanate 
• 6083-47-2 4-(dimethylamino)benzamide 
• 619-84-1 p-N,N-dimethylaminobenzoic acid 
• 1230-64-4 4-(dimethylamino)-N-(4-(dimethylamino)phenyl)benzamide 
• 21566-11-0 N,N-dimethyl-p-(dimethylamino)benzamide 
• 3765-62-6 4-(dimethylamino)-N-phenylbenzamide 
• 55198-74-8 4-dimethylamino-2'-methylbenzanilide 
• 20934-81-0 4-(benzo[d]oxazol-2-yl)aniline 

Relevant articles and documents

Synthesis and activity of four (N,N-dimethylamino)benzamide non-steroidal anti-inflammatory drugs based on thiazole and thiazoline

Four compounds derived from 2-aminothiazole and 2-amino-2-thiazoline were prepared by coupling the respective bases with the acid chlorides of either 3- or 4-(N,N-dimethylamino)benzoic acid. Products were identified using infrared spectroscopy. 1/su

Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2

The direct carboxylation of inert aryl C?H bond catalyzed by abundant and cheap nickel is still facing challenge. Herein, we report the Ni-catalyzed direct carboxylation of aryl C?H bonds in benzamides under 1 atm of CO2 to afford various methyl carboxylates or phthalimides, dealing with different post-processing. The reaction displays excellent functional group tolerance and affords moderate to high carboxylation yields under mild conditions. Detail mechanistic studies suggest that a Ni(0)?Ni(II)?Ni(I) catalytic cycle may be involved in this reaction. (Figure presented.).

Biocatalytic Strategy for the Highly Stereoselective Synthesis of CHF2-Containing Trisubstituted Cyclopropanes

The difluoromethyl (CHF2) group has attracted significant attention in drug discovery and development efforts, owing to its ability to serve as fluorinated bioisostere of methyl, hydroxyl, and thiol groups. Herein, we report an efficient biocat

AMINE CO-INITIATOR MIXTURE

The invention relates to a co-initiator comprising the aminobenzoate derivative according to Formula (I) and at least one ancillary amine, wherein the reactivity and solubility of said co-imitator in UV-curable resins is sufficiently high that the co-initiator can be used in UV radiation curing processes. Formula (I) wherein R1 and R2 independently represent methyl or ethyl groups; and j, k, l and m are independently 0 to 20.