13209-31-9

Usage

Appearance

White to off-white crystalline solid

Solubility

Soluble in organic solvents

Uses

a. Intermediate in the synthesis of pharmaceuticals and agrochemicals
b. Building block in the production of dyes and pigments
c. Manufacture of polymers and resins

Safety precautions

Potential skin and eye irritant; proper handling and precautions required

Upstream product

• 118-45-6 4-chlorophthalic anhydride 
• 104-88-1 4-chlorobenzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 95-64-7 4-amino-o-xylene 
• 615-60-1 4-chloro-1,2-dimethylbenzene 
• 89-20-3 4-chlorophthalic acid 
• 110706-49-5 4-chloro-2-(hydroxymethyl)benzyl alcohol 
• 13386-36-2 4-chloro-α,α,α',α',-tetrabromo-o-xylene 

Downstream Products

• 590369-87-2 methyl 6-chloroisoquinoline-3-carboxylate 
• 1316054-16-6 (E)-4-chloro-2-[(2-hydroxy-3-nitrocyclohex-2-en-1-yliden)methyl]benzaldehyde 
• 1316054-19-9 (E)-5-chloro-2-[(2-hydroxy-3-nitrocyclohex-2-en-1-yliden)methyl]benzaldehyde 
• 627909-53-9 5-chloro-2-hydroxymethyl-benzoic acid 

Relevant academic research and scientific papers

Site-Selective Functionalization of (sp3)C?H Bonds Catalyzed by Artificial Metalloenzymes Containing an Iridium-Porphyrin Cofactor

The selective functionalization of one C?H bond over others in nearly identical steric and electronic environments can facilitate the construction of complex molecules. We report site-selective functionalizations of C?H bonds, differentiated solely by rem

Two chemodivergent anionic domino processes from cyclic α-nitroketones and aromatic aldehydes

Treatment of cyclic α-nitroketones and aromatic 1,2-dialdehydes with DBU in tetrahydrofuran containing small amounts of water proceeded through two chemodivergent one-pot domino pathways, whose outcome depended on the ring size of the starting nitroketone. Thus, α-nitrocyclohexanone underwent diastereoselective α′-arylmethylenation reactions through a nitroaldol/aldol/reverse nitroaldol mechanism. On the other hand, α-nitrocycloheptanone and α-nitrocyclooctanone afforded 2-nitroindane-1,2-diols containing three contiguous stereocenters in a highly diastereoselective fashion through a nitroaldol/retro-Dieckmann/intramolecular nitroaldol process.

Alpha-hydroxy sulfonate aldehydes, germicidal compositions containing the alpha-hydroxy sulfonate aldehydes, or mixtures of alpha-hydroxy sulfonate aldehydes and phthalaldehydes, and methods of using the compounds or compositions for disinfection or sterilization

Disclosed herein are α-Hydroxy sulfonate aldehydes and synthesis methods therefor. Germicidal compositions including the α-hydroxy sulfonate aldehydes, are also disclosed. In one aspect, a germicidal composition may include a diluent, and a germicidally effective amount of a water-soluble germicidal compound including an aldehyde group and an α-hydroxy sulfonate group. The water-soluble compound may have a solubility of at least 5 (w/v) % in water. In a further aspect, the compound may include 1-hydroxy-3-oxo-2-phenyl-propane-1-sulfonic acid salt, (2-formyl-phenyl)-hydroxy-methane sulfonic acid salt, 1-hydroxy-2-(4-methanesulfonyl-2-nitro-phenyl)-3-oxo-propane-1-sulfonic acid salt, 2-bromo-1-hydroxy-3-oxo-propane-1-sulfonic acid salt, 2-chloro-1-hydroxy-3-oxo-propane-1-sulfonic acid salt, 2-(1-formyl-2-hydroxy-2-sulfo-ethyl)-isonicotinic acid salt, 2-benzooxazol-2-yl-1-hydroxy-3-oxo-propane-1-sulfonic acid salt, or 1-hydroxy-2-(4-methoxy-phenyl)-3-oxo-propane-1-sulfonic acid salt. Germicidal compositions including a mixture of an α-hydroxy sulfonate aldehyde and one or more phthalaldehydes, such as phthalaldehyde, isophthalaldehyde, terephthalaldehyde, or a combination thereof, are also disclosed. Methods of using the compounds or compositions for killing bacteria, disinfection, or sterilization, are also disclosed.

Synthesis of 4-substituted phthalaldehyde

Disclosed herein are methods of synthesizing a 4-substituted-benzene-1,2-carbaldehyde. In one aspect, a method may include reacting a 4-substituted-1,2-bis(dibromomethyl) benzene with sulfuric acid to form a reaction product, introducing a solid sodium bicarbonate into the reaction product, and hydrolyzing the reaction product to form a 4-substituted-benzene-1,2-carbaldehyde, after introducing the bicarbonate.

Germicidal compositions containing phenylmalonaldehyde-type compounds, or mixtures of phenylmalonaldehyde-type compounds and phthalaldehydes, and methods of using such compositions for disinfection or sterilization

Germicidal compositions containing phenylmalonaldehyde-type compounds, or mixtures of phenylmalonaldehyde-type compounds and phthalaldehydes, and methods of using such compositions for killing bacteria, disinfection, or sterilization, are disclosed. In one aspect, a germicidal composition may include a diluent, and a germicidal compound having the formula: wherein Ar is an aryl group that is selected from the group consisting of phenyl, 4-pyrimidinyl, and 2-(2-nitro-3-formyl-phenyl). In a further aspect, the composition may also include a germicidal efficacy enhancer such as isophthalaldehyde or a combination of isophthalaldehyde and terephthalaldehyde.

Germicidal compositions containing halogenated phthalaldehyes, and methods of using such compositions for disinfection or sterilization

Germicidal compositions including a diluent, and a germicidal compound having the formula: wherein X is a halogen, and methods of using such compositions for killing bacteria, disinfection, or sterilization are disclosed. In one aspect, the composition may include a germicidally effective amount of the compound. For example, the composition may include an amount of the compound that is effective to kill at least 1×106 Mycobacterium terrae bacteria in contact with the composition in less than one hour with a bacteria suspension test at a temperature of 20° C. In another aspect, the compound may have a staining property that is less than that of phthalaldehyde.

Azabicyclic compounds for the treatment of disease

The invention provides compounds of Formula I: wherein Azabicyclo is W is a six-membered heterocyclic ring system having 1-2 nitrogen atoms or a 10-membered bicyclic-six-six-fused-ring system having up to two nitrogen atoms within either or both rings, provided that no nitrogen is at a bridge of the bicyclic-six-six-fused-ring system, and further having 1-2 substitutents independently selected from R3. These compounds may be in the form of pharmaceutical salts or compositions, may be in pure enantiomeric form or racemic mixtures, and are useful in pharmaceuticals to treat diseases or conditions in which α7 is known to be involved.

Oxidation of aromatic 1,2-dimethanols by activated dimethyl sulfoxide

A series of substituted ortho-phthalaldehydes were prepared under mild conditions in respectable yields by oxidation of the corresponding dimethanols using oxalyl chloride activated dimethyl sulfoxide.