51-44-5 Usage
Description
3,4-Dichlorobenzoic acid is a chemical compound belonging to the class of chlorobenzoic acids, characterized by the presence of two chlorine atoms at the 3rd and 4th positions on the benzene ring. It is a white to light yellow crystal powder, which is widely utilized in various applications due to its unique chemical properties.
Uses
Used in Pharmaceutical Analysis:
3,4-Dichlorobenzoic acid is used as an internal standard in the multiresidue analysis of pharmaceuticals and personal care products. It is employed in ultra performance liquid chromatography-positive/negative electrospray tandem mass spectrometry to ensure accurate and reliable results in the detection and quantification of various compounds.
Used in Metabolic Studies:
In the field of biochemistry, 3,4-dichlorobenzoic acid is utilized to study the metabolic fate of 4-chloro-3,5-dinitrobenzoic acid. This application aids in understanding the metabolic pathways and transformations that occur within biological systems, which is crucial for the development of new drugs and the assessment of their potential effects on the human body.
Used in Chemical Synthesis:
3,4-Dichlorobenzoic acid serves as a valuable intermediate in the synthesis of various organic compounds, particularly those with pharmaceutical or agrochemical applications. Its unique structure and reactivity make it a versatile building block for the development of new molecules with specific biological activities.
Used in Environmental Analysis:
Due to its stability and specificity, 3,4-dichlorobenzoic acid is also employed in environmental analysis to monitor and assess the presence of pollutants in water, soil, and air samples. This helps in understanding the extent of contamination and the need for appropriate remediation strategies.
Synthesis Reference(s)
Journal of the American Chemical Society, 98, p. 843, 1976 DOI: 10.1021/ja00419a038
Safety Profile
Poison by
subcutaneous route. When heated to
decomposition it emits toxic fumes of Cl-.
Purification Methods
Crystallise the acid from aqueous EtOH (charcoal) or acetic acid. [Beilstein 9 IV 1006.] Aromatic acid impurities (to <0.05%) can be removed via the (±)--methylbenzylamine salt as described for 2,4-dichlorobenzoic acid [Ley & Yates Organic Process Research & Development 12 120 2008.]
Check Digit Verification of cas no
The CAS Registry Mumber 51-44-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 1 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 51-44:
(4*5)+(3*1)+(2*4)+(1*4)=35
35 % 10 = 5
So 51-44-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H4Cl2O2/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3H,(H,10,11)/p-1
51-44-5Relevant articles and documents
Chantooni,Kolthoff
, p. 7025,7027 (1970)
1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 under Clean Conditions
Ou, Jinhua,Tan, Hong,He, Saiyu,Wang, Wei,Hu, Bonian,Yu, Gang,Liu, Kaijian
, p. 14974 - 14982 (2021/10/25)
Herein, we report the first example of an effective and green approach for the oxidative cleavage of olefins to carboxylic acids using a 1,2-dibutoxyethane/O2 system under clean conditions. This novel oxidation system also has excellent functional-group tolerance and is applicable for large-scale synthesis. The target products were prepared in good to excellent yields by a one-pot sequential transformation without an external initiator, catalyst, and additive.
Cobalt-catalyzed carboxylation of aryl and vinyl chlorides with CO2
Wang, Yanwei,Jiang, Xiaomei,Wang, Baiquan
supporting information, p. 14416 - 14419 (2020/12/01)
The transition-metal-catalyzed carboxylation of aryl and vinyl chlorides with CO2 is rarely studied, and has been achieved only with a Ni catalyst or combination of palladium and photoredox. In this work, the cobalt-catalyzed carboxylation of aryl and vinyl chlorides and bromides with CO2 has been developed. These transformations proceed under mild conditions and exhibit a broad substrate scope, affording the corresponding carboxylic acids in good to high yields.
Green synthesis method of aromatic acid
-
Paragraph 0048-0122; 0246-0250; 0271-0272, (2020/05/01)
The invention discloses a green synthesis method of aromatic acid. Nickel-catalyzed carbonyl insertion is carried out on aryl iodine in the presence of formate, acid anhydride, a phosphine ligand andan organic solvent by using a nickel catalyst to obtain the aromatic acid. Efficient catalytic conversion is realized by utilizing the cheap nickel catalyst, the reaction conditions are mild, and theoperation is simple.
