4657-56-1

Basic information

• Product Name: Benzoic acid, 4-chloro-2-formyl-
• Synonyms: Benzoic acid, 4-chloro-2-formyl-
• CAS NO: 4657-56-1
• Molecular Formula: C₈H₅ClO₃
• Molecular Weight: 184.5765
• Mol File: 4657-56-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 184-186 °C
• Boiling Point: 347.3±27.0 °C(Predicted)
• Appearance: /
• Density: 1.469±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.34±0.10(Predicted)
• CAS DataBase Reference: Benzoic acid, 4-chloro-2-formyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 4-chloro-2-formyl-(4657-56-1)
• EPA Substance Registry System: Benzoic acid, 4-chloro-2-formyl-(4657-56-1)

Safety Data

• Hazardous Substances Data: 4657-56-1(Hazardous Substances Data)

Usage

Uses

4-Chloro-2-formylbenzoic Acid?is a useful reagent to prepare 3-(3-oxoalkyl)isocoumarins by tandem reductive rearrangement of 3-furylphthalides. ?It is also a suitable compound to synthesize 2-substituted-3-(1H-indol-3-yl)isoindolin-1-one derivatives in water without catalyst.

Upstream product

• 936-08-3 2-bromo-4-chlorobenzoic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 1001336-16-8 methyl 4-chloro-2-formylbenzoate 
• 19641-29-3 6-chlorophthalide 
• 640286-60-8 2-formyl-4-chloro-N-methylbenzamide 
• 65399-05-5 5-amino-3H-isobenzofuran-1-one 
• 54109-03-4 5-chloro-3H-isobenzofuran-1-one 
• 4673-39-6 3-bromo-5-chloroisobenzofuran-1(3H)-one 

Downstream Products

• 1460037-18-6 5-chloro-2-(morpholine-4-carbonyl)benzaldehyde 
• 1594103-36-2 C₁₄H₁₀ClNO 
• 1001336-16-8 methyl 4-chloro-2-formylbenzoate 
• 1449517-45-6 2-oxopropyl 4-chloro-2-formylbenzoate 
• 1605303-07-8 2-benzyl-5-chloro-3-(1H-indol-3-yl)isoindolin-1-one 
• 124556-78-1 1,6-dichlorophthalazine 
• 871502-98-6 {2-[bis-(5-methyl-furan-2-yl)-methyl]-4-chloro-phenyl}-methanol 
• 871502-91-9 4-chloro-2-bis(5-methyl-2-furyl)methylbenzoic acid 
• 57835-96-8 6-chlorophthalazine-1(2H)-one 

Relevant articles and documents

Indium-Catalyzed C?F Bond Transformation through Oxymetalation/β-Fluorine Elimination to Access Fluorinated Isocoumarins

Fluorinated heterocycles have attracted much attention in the pharmaceutical and agrochemical industries. Many strategies have already been developed to achieve the synthesis of fluorinated heterocycles. Formidable challenges remain, however, in the synthesis of fluorinated isocoumarin derivatives that are among the most alluring structural motifs. Herein, the indium-catalyzed C?F bond transformation of 2-(2,2-difluorovinyl) benzoates is reported, which are readily accessible compounds, to give a diverse array of fluorinated isocoumarins. The present reaction proceeds smoothly using inexpensive reagents: a catalytic amount of indium salt in the presence of zinc salt. A theoretical calculation of potential energy profiles showed that the reaction consists of oxymetalation with the elimination of alkyl halide and the β-fluorine elimination.

Highly enantioselective synthesis of 2,3-dihydro-1 H-imidazo[2,1-a isoindol-5(9b H)-ones via catalytic asymmetric intramolecular cascade imidization-nucleophilic addition-lactamization

Highly enantioselective catalytic asymmetric intramolecular cascade imidization-nucleophilic addition-lactamization of N1-alkylethane-1,2-diamine with methyl 2-formylbenzoate catalyzed by a chiral phosphoric acid represents the first efficient method for the preparation of medicinally interesting chiral 2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-ones with high yields and excellent enantioselectivities. This strategy has been shown to be quite general toward various methyl 2-formylbenzoates.

Asymmetric organocatalytic synthesis of trans -3,4-disubstituted isochromanones via an intramolecular aldol reaction

The diastereo- and enantioselective synthesis of 3-acetyl-4- hydroxyisochroman-1-ones via an intramolecular trans-selective aldol reaction employing proline-type organocatalysts is described. Good yields (64-88%) and high stereoselectivities (87 to >95% de, 84-99% ee) are obtained, thus potentially enabling, for example, a new direct entry to carbazolelactone alkaloid natural products. Georg Thieme Verlag Stuttgart, New York.