Name | Isophthalic acid |
Synonyms | M-PHTHALIC ACID m-Phthalic acid Isophthalic acid 1,3-phthalicacid m-Dicarboxybenzene RARECHEM AL BO 0036 1,3-dicarboxybenzene benzene-1,3-dicarboxylate m-benzenedicarboxylicacid 1,3-PHENYL DICARBOXYLIC ACID 1,3-BENZENEDICARBOXYLIC ACID Benzene-1,3-dicarboxylic acid |
CAS | 121-91-5 |
EINECS | 204-506-4 |
InChI | InChI=1/C8H6O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H,(H,9,10)(H,11,12)/p-2 |
InChIKey | QQVIHTHCMHWDBS-UHFFFAOYSA-N |
Molecular Formula | C8H6O4 |
Molar Mass | 166.13 |
Density | 1,54 g/cm3 |
Melting Point | 341-343 °C (lit.) |
Boling Point | 214.32°C (rough estimate) |
Flash Point | 217.281°C |
Water Solubility | 0.01 g/100 mL (25 ºC) |
Solubility | 0.12g/l |
Vapor Presure | 0Pa at 25℃ |
Appearance | Colorless crystal |
Color | White to off-white |
Merck | 14,5197 |
BRN | 1909332 |
pKa | 3.54(at 25℃) |
PH | 3.33(1 mM solution);2.76(10 mM solution);2.24(100 mM solution) |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stable. Incompatible with strong oxidizing agents, strong bases. |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.5100 (estimate) |
MDL | MFCD00002516 |
Physical and Chemical Properties | Traits by water or ethanol crystals are colorless crystals. melting point 345~348 ℃ relative density 1.507 solubility: slightly soluble in water, insoluble in benzene, toluene and petroleum ether, soluble in methanol, ethanol, acetone and glacial acetic acid. |
Use | For the preparation of alkyd resin, unsaturated polyester resin and other polymers and plasticizers, but also for the production of film coupler, fiber dyeing modifier; For the production of alkyd resin, unsaturated Polyester Resin and other polymers and plasticizers, also used in the manufacture of film coupler, coating and polyester fiber dyeing modifier and medicine." |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
WGK Germany | 2 |
RTECS | NT2007000 |
TSCA | Yes |
HS Code | 29173980 |
Raw Materials | m-Xylene Acetic acid Cobalt (II) acetate anhydrous Manganous acetate m-Xylene |
Downstream Products | Diethyl m-phthalate |
Reference Show more | 1. [IF=9.229] Huan Xia et al."Enzymatic Cascade Reactions Mediated by Highly Efficient Biomimetic Quasi Metal–Organic Frameworks."Acs Appl Mater Inter. 2021;13(19):22240–22253 |
crystals crystallized from water or ethanol are colorless crystals. Flammable. Low toxicity. Density 1. 507. The melting point was 345-348 °c. Can sublimate. Slightly soluble in water, insoluble in benzene, toluene and petroleum ether, soluble in methanol, ethanol, acetone and acetic acid.
used in the manufacture of alkyd resins, unsaturated polyester resins and other high polymers and plasticizers, also used in the manufacture of film couplers, coatings and polyester fiber dyeing modifiers and pharmaceuticals.
LogP | 1.66 at 25℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Overview | Isophthalic acid (IPA for short), also known as 1,3-phthalic acid or isophthalic acid, has strong heat resistance, hydrolysis resistance and chemical resistance. It can generate salt, dehydration, hydrogenation, halogenation and other reactions. The biggest use is to be used as an intermediate in the production of unsaturated polyester resins, secondly, it is used to manufacture polyester resin, alkyd resin (main purpose paint manufacturing) and printing ink. In addition, it can also be used for reinforcing plastics and packaging, manufacturing film color forming agents, coatings and polyester fiber dyeing modifiers, and medicine, etc., with broad prospects for development and utilization. |
preparation method | isophthalic acid can be obtained by oxidizing m-xylene with chromic acid, or by melting reaction of potassium formate with potassium m-carboxybenzene sulfonate and potassium m-bromobenzoic acid. |
application field | isophthalic acid is mainly used to produce unsaturated polyester resin, PET copolymerization tree and alkyd resin, among which unsaturated polyester resin accounts for 38.6%,PET copolymerization resin accounts for 39.9%, alkyd resin accounts for 14.9%, and others are 6.6%. In addition, isophthalic acid as a raw material can also be used to prepare polyallyl isophthalate (DAIP) resins that are widely used in the manufacture of precision, complex high-temperature insulation parts and impregnated laminates; preparation of toluene diethyl isophthalate (DEIP) as a special solvent in the production of diisocyanic acid; preparation of polybenzimidazole used as adhesives for aluminum alloy, stainless steel and other metal materials, metal honeycomb structures, polyimide films, silicon wafers and other materials; preparation of colorless oily liquid plasticizer diisooctyl isophthalate for good compatibility with PVC, nitrocellulose, polystyrene and other resins; preparation of light stabilizer raw material with anti-ultraviolet function m-phenylenediamine; preparation of polyisophthalylm-phenylenediamine (PMIA) aramid and other polyaryl polymers The main raw material for the preparation and production of isophthalic diamine (PMIA) aramid and other polyaryl polymers, isophthalyl chloride, etc. |
use | used in the production of alkyd resins, unsaturated polyester resins and other polymers and plasticizers, as well as in the manufacture of film color forming agents, coatings and polyester fiber dyeing modifiers and medicines. Used as a chromatographic analysis reagent and also used in organic synthesis |
production method | industry using m-xylene as raw material, cobalt acetate as catalyst, acetaldehyde as accelerator, acetic acid as solvent, under a pressure of about 0.6MPa at 120 ℃ low temperature liquid phase oxidation to obtain isophthalic acid. Raw material consumption quota: m-xylene (≥ 95%)900kg/t, acetaldehyde (≥ 96%)600kg/t, acetic acid (≥ 96%)500kg/t, cobalt acetate (≥ 98%)25kg/t. In addition, the hydrolysis of isophthalonitrile or the oxidation of m-xylene with potassium permanganate is also a method used in the industry to produce isophthalic acid. |
auto-ignition temperature | 1198 °F |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |