ISOPHTHALOYL DICHLORIDE

PRODUCT IDENTIFICATION

CAS NO. 99-63-8

ISOPHTHALOYL DICHLORIDE

EINECS NO. 202-774-7
FORMULA C6H4(COCl)2
MOL WT. 203.02

H.S. CODE

 

TOXICITY

Oral rat LD50; 2200 mg/kg
SYNONYMS Isophthaloyl Chloride; ICI; m-Phthaloyl chloride;
m-Benzenedicarbonyl chloride; m-Phthalic dichloride; Isophthalic acid chloride; Isophthalyl chloride; Isophthalyl dichloride; Isothaloyl chloride; m-Phthalyl chloride; 1,3-Benzenedicarbonyl chloride; m-Phthalyl dichloride; Dichlorid Kyseliny Isoftalove; m-Phthaloyl dichloride; 1,3-Bis(chlorocarbonyl)benzene;
SMILES  

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

white crystal

MELTING POINT

43 - 45 C

BOILING POINT 276 C
SPECIFIC GRAVITY 1.389

SOLUBILITY IN WATER

Slightly soluble
pH  
VAPOR DENSITY 6.9

AUTOIGNITION

 

REFRACTIVE INDEX

Health: -; Flammability:1 ; Reactivity: 0

REFRACTIVE INDEX

 

FLASH POINT

156 C

STABILITY Stable under ordinary conditions

APPLICATIONS

Phthalic Acid, also called Benzenedicarboxylic Acid with formula C6H4(COOH)2, is the name of any of three isomers.  The ortho form (1,2-benzenecarboxylic acid) is called simply phthalic acid. It is a white crystals decomposing at 191°C and slightly soluble in water and ether. This compound is mainly  produced and marketed in the form of its anhydride produced by the oxidation of orthoxylene and naphthalene. Its wide application is based on the ortho related carboxylic acid groups as their dehydration is highly reactive with broad processing conditions to produce various downstream products. It is used to make simple esters widely used as plasticizers. It is used as in making unsaturated polyester resins, alkyd resins, polyester polyols, dyes and pigments, halogenated anhydrides, polyetherimide resins, isatoic anhydride and insect repellents. The meta form is isophthalic acid (1,3-benzenecarboxylic acid). It is a white crystals subliming at 345°C slightly soluble in water, alcohol and acetic acid (insoluble in benzene). It is obtained by oxidizing meta-xylene with chromic acid, or by fusing potassium meta-sulphobenzoate, or meta-brombenzoate with potassium formate. IPA has excellent performance characteristics in coatings including excellent hardness, corrosion and stain resistance, hydrolytic stability of coatings and gel coats, excellent thermal stability and low resin color. It is a key ingredient in FRP markets for such products as marine, automotive, and corrosion resistant pipes and tanks. Polyesters containing isophthalic acid are also used extensively in industrial coatings applications for home appliances, automobiles, aluminum siding, and metal office furniture. It used as an intermediate for polyesters, polyurethane resins, plasticizers. The para form, known as terephthalic acid  (1,4-benzenecarboxylic acid) is a combustible white powder insoluble in water, alcohol and ether; (soluble in alkalies), sublimes at 300°C. It can be produced by oxidizing caraway oil, a mixture of cymene and cuminol or by oxidizing para-diderivatives of benzene with chromic acid. TPA has been used mainly as a raw material of polyester fiber but lately it has been exploited for various uses such as non-fiber field, PET-bottle, PET-film and engineering plastics and as poultry feed additives. Phthalic acid derivatives are also widely used to make dyes, medicine, and synthetic perfumes, pesticides, and other chemical compounds.

Acyl is a radical formed from an organic acid by removal of a hydroxyl group. The general formula of acyl compound is RCO-. Acyl halide is one of a large group of organic substances containing the halocarbonyl group, have the general formula RCO·X, where X is a halogen atom (fluorine, chlorine, bromine, iodine, and astatine) and R may be aliphatic, alicyclic, aromatic, and H etc. In substitutive chemical nomenclature, their names are formed by adding '-oyl' as a suffix to the name of the parent compound; ethanoyl chloride, CH3COCl, is an example. The terms acyl and aroyl halides refer to aliphatic or aromatic derivatives, respectively. Acyl halides are made by replacing the -OH group in carboxylic acids by halogen using halogenating agents. They react readily with water, alcohols, and amines and are widely used in organic synthetic process whereby the acyl group is incorporated into the target molecules by substitution of addition-elimination sequence called acylation reaction.  Acylation reaction involves substitution by an electron donor (nucleophile) at the electrophilic carbonyl group (C=O). Common nucleophiles in the acylation reaction are aliphatic and aromatic alcohols, both of which give rise to esters and amines (RNH2) which give amides. The carboxylic acid (X = OH) itself can function as an acylating agent when it is protonated by a strong acid catalyst as in the direct esterification of an alcohol. Two common acylation agents, with the general formula RCOX, are acid halides (X = halogen atom) and anhydrides (X = OCOR). Schotten-Baumann reaction is an acylation reaction that uses an acid chloride in the presence of dilute alkali to acylate the hydroxyl and amino group of organic compounds. There are also other acylating agents.

Isophthaloyl Chloride is used as an additive in polymers and fibers to improve flame, chemical and weather resistance and flexibility. It is used as a stabilizer for urethane prepolymers.

SALES SPECIFICATION

APPEARANCE

white crystal

PURITY

98.0% min

MELTING POINT

42 C

TRANSPORTATION
PACKING 260kgs in drum
HAZARD CLASS 8
UN NO. 1759
PRICES

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