Isophthalic acid
Product Information
Molecular Formula
C8H6O4
Molecular Weight
166.13
Description
Isophthalic acid (CAS# 121-91-5) is a useful reagent for preparing semiconductor sealing materials, prepregs, build-up films, solder resists, dry films, and printed wiring boards.
Synonyms
benzene-1,3-dicarboxylic acid
IUPAC Name
benzene-1,3-dicarboxylic acid
SMILES
C1=CC(=CC(=C1)C(=O)O)C(=O)O
InChI
InChI=1S/C8H6O4/c9-7(10)5-2-1-3-6(4-5)8(11)12/h1-4H,(H,9,10)(H,11,12)
InChI Key
QQVIHTHCMHWDBS-UHFFFAOYSA-N
Boiling Point
412.3 °C
Melting Point
341-343 °C
Flash Point
217.3°C
Purity
85 %
Density
1.54 g/cm3
Solubility
6.02e-04 M;Soluble in 8000 parts cold water, 460 parts boiling water; freely soluble in alcohol; practically insoluble in petroleum ether;In methanol: 4.0 g/100 g at 25 °C; in propanol: 1.7 g/100 g at 25 °C, 2.7 g/100 g at 50 °C; in glacial acetic acid: 0.23 g/100 g at 25 °C;Insoluble in benzene, ligroin and ether;Water solubility: 120 mg/L at 25 °C, 350 mg/L at 50 °C, 3200 mg/L at 100 °C;In water, 5400 mg/L at 14 °C (pH adjusted water for complete dissociation);Solubility in water: none in cold water, poor in boiling water
Appearance
White solid with a slight unpleasant odor. sinks in water.
Application
Used to make plastics, unsaturated polyester resins, alkyd resins, polyamides, and thermoplastic polyesters; Used as a co-monomer with terephthalic acid to make plastic bottles and specialty resins; Used in formulations for adhesives, inks, wire enamels, and dental materials.
Storage
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
Refractive Index
1.5100 (estimate)
Stability
Stable. Incompatible with strong oxidizing agents, strong bases.
LogP
1.08300
Vapor Pressure
2.6X10-8 mm Hg at 25 °C(est)
Henry's Law Constant
2.18X10-12 atm-cu m/mol at 25 °C(est)
Decomposition
When heated to decomposition it emits acrid smoke and fumes
Dissociation Constants
pKa1 = 3.70; pKa2 = 4.60 at 25 °C
Safety Information
Hazards
H319:
Causes serious eye irritation.
Causes serious eye irritation.
Precautionary Statement
P264:
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
Wash thoroughly after handling.
P280:
Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:
IF IN EYES:
Rinse cautiously with water for several minutes.
Remove contact lenses if present and easy to do. Continue rinsing.
P337+P313:
If eye irritation persists:
Get medical advice/attention.
Computed Properties
XLogP3
1.7
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
2
Exact Mass
166.02660867 g/mol
Monoisotopic Mass
166.02660867 g/mol
Topological Polar Surface Area
74.6Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
179
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| US-10934384-B1 | Polyurethane elastomer compositions, and processes thereof | 2020-09-09 |
| US-10934385-B1 | Polyurethane elastomers, bio-additive foam compositions | 2020-09-09 |
| US-10968041-B1 | High cut/gouge and abrasion resistance conveyor belt cover | 2020-06-19 |
| US-11028329-B1 | Producing C6-C8 aromatics from FCC heavy naphtha | 2020-04-10 |
| US-10767004-B1 | Tricyclodecane dimethanol composition and uses thereof | 2020-01-13 |
| US-2021187361-A1 | Golf ball | 2019-12-23 |
| US-2021187884-A1 | Liquid crystal polymer film and laminate comprising the same | 2019-12-23 |
| US-2021189059-A1 | Laminate, circuit board, and liquid crystal polymer film applied to the same | 2019-12-23 |
| US-2021189075-A1 | Liquid crystal polymer film and laminate comprising the same | 2019-12-23 |
| US-2021189118-A1 | Liquid crystal polymer film and laminate comprising the same | 2019-12-23 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 23643828 | 2013-07-01 | The C1 domain-targeted isophthalate derivative HMI-1b11 promotes neurite outgrowth and GAP-43 expression through PKCα activation in SH-SY5Y cells | Pharmacological research |
| 22954382 | 2012-09-25 | Role of substrate in directing the self-assembly of multicomponent supramolecular networks at the liquid-solid interface | ACS nano |
| 22810849 | 2012-09-07 | ε-Keggin-based coordination networks: Synthesis, structure and application toward green synthesis of polyoxometalate@graphene hybrids | Dalton transactions (Cambridge, England : 2003) |
| 22777783 | 2012-08-30 | Migrating components in a polyurethane laminating adhesive identified using gas chromatography/mass spectrometry | Rapid communications in mass spectrometry : RCM |
| 22862681 | 2012-08-22 | Anion complexation and transport by isophthalamide and dipicolinamide derivatives: DNA plasmid transformation in E. coli | Journal of the American Chemical Society |
| 22747641 | 2012-07-16 | An isomorphous series of cubic, copper-based triazolyl isophthalate MOFs: linker substitution and adsorption properties | Inorganic chemistry |
| 22626499 | 2012-06-04 | Magnetic nanosized {M(II)24}-wheel-based (M = Co, Ni) coordination polymers | Inorganic chemistry |
| 22451532 | 2012-05-01 | Simultaneous determination of nine related substances in p-phthalic acid residue by RP-HPLC | Journal of chromatographic science |
| 22590058 | 2012-05-01 | Poly[[diaqua-[μ(2)-3-carb-oxy-5-(pyridine-4-carboxamido)-benzoato][μ(4)-5-(pyridine-4-carboxamido)-isophthalato]cerium(III)] monohydrate] | Acta crystallographica. Section E, Structure reports online |
| 22590305 | 2012-05-01 | 3-Eth-oxy-carbonyl-2-hy-droxy-6-meth-oxy-4-methyl-benzoic acid | Acta crystallographica. Section E, Structure reports online |
