Basic information
- Standard SMILES
O=c1oc(=O)c2cc3c(=O)oc(=O)c3cc12- InChIKey
ANSXAPJVJOKRDJ-UHFFFAOYSA-N- Molecular formula
- C10H2O6
- Average molar mass
- 218.12 g/mol
- Monoisotopic mass
- 217.98513778
Names & identifiers
- Preferred name
- Pyromellitic dianhydride
- IUPAC
- furo[3,4-f][2]benzofuran-1,3,5,7-tetrone
- English name
- Pyromellitic Dianhydride
- Molecular formula
- C10H2O6
- Molecular weight
- 218.12
Names & synonyms
Show more names
Database identifiers
- CAS
89-32-7- PubChem CID
- 6966
- DTXSID
DTXSID1026536- ChEMBL
CHEMBL3182140- UNII
- 2Z22T30QZQ
- EC Number
- 201-898-9
- Nikkaji
- J4.301J
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 86.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 349
Physicochemical properties
- Melting point
- 283 · 283-286 °C(lit.)
- Boiling point
- 397 · 397-400 °C(lit.)
- Density
- 1 · 1,68 g/cm3
- bulk density
- 400 · 400-600kg/m3
- vapor pressure
- 0 Pa · 0Pa at 25℃
- refractive index
- 1.6 · 1.6000 (estimate)
- Flash point
- 380 °C · 380 °C
- storage temp.
- 2 · 2-30°C
- solubility
- Soluble in dimethyl sulfoxide, acetone, chloroform, ethyl ether, n-hexane and benzene.
- form
- Fine Powder
- pka
- 5.45 · 5.45[at 20 ℃]
- color
- White to pale yellow
- Water Solubility
- decomposes
- Sensitive
- Moisture Sensitive
- BRN
- 213583 · 213583
- Henry's Law Constant
- 1.3 · 1.3×103 mol/(m3Pa) at 25℃, HSDB (2015)
- InChI
- 1S/C10H2O6/c11-7-3-1-4-6(10(14)16-8(4)12)2-5(3)9(13)15-7/h1-2H
- InChIKey
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N
- SMILES
- O=C1OC(=O)c2cc3C(=O)OC(=O)c3cc12
- LogP
- -2.03 at · -2.03 at 21.5℃
- CAS DataBase Reference
- 89 · 89-32-7(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- PYROMELLITIC DIANHYDRIDE
- FDA 21 CFR
- 177.163 · 177.1630
- FDA UNII
- 2 Z22T30QZQ · 2Z22T30QZQ
- NIST Chemistry Reference
- 1 · 1,2,4,5-Benzenetetracarboxylic anhydride(89-32-7)
- EPA Substance Registry System
- 1 H,3H-Benzo[1,2-c:4,5-c']difuran-1,3,5,7-tetrone · 1H,3H-Benzo[1,2-c:4,5-c']difuran-1,3,5,7-tetrone (89-32-7)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 5 · GHS05,GHS08
- Signal word
- Danger
- Hazard statements
- 303 · H303-H315-H318-H317-H334
- Precautionary statements
- 501 · P501-P261-P272-P264-P280-P284-P302+P352-P342+P311-P362+P364-P304+P340-P333+P313-P305+P351+P338+P310
- Hazard Codes
- Xn
- Risk Statements
- 41 · 41-42/43
- Safety Statements
- 22 · 22-24-26-37/39
- WGK Germany
- 1 · 1
- RTECS
- 9300000 · DB9300000
- F
- 10 · 10-21
- Autoignition Temperature
- 630 °C · 630°C
- TSCA
- TSCA listed
- HS Code
- 29173980 · 29173980
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 1 Resp · Eye Dam. 1Resp. Sens. 1Skin Sens. 1
- Hazardous Substances Data
- 89 · 89-32-7(Hazardous Substances Data)
- REACH Registrations
- Active
Safety & regulation
Safety data
- F
- 10-21
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- DB9300000
- hs_code
- 29173980
- risk_code
- 41-42/43
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS08
- hazard_code
- Xn
- safety_code
- 22-24-26-37/39
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H303-H315-H318-H317-H334
- REACH Registrations
- Active
- Hazard Classifications
- Eye Dam. 1Resp. Sens. 1Skin Sens. 1
- Autoignition Temperature
- 630°C
- Precautionary statements
- P501-P261-P272-P264-P280-P284-P302+P352-P342+P311-P362+P364-P304+P340-P333+P313-P305+P351+P338+P310
- Hazardous Substances Data
- 89-32-7(Hazardous Substances Data)
Chemistry & industry
Applications
UsesPyromellitic dianhydride (PMDA) is employed as a curing agent for epoxy agent resins used for casting, laminating, the manufacture of moulding powders, adhesives and coatings.
UsesPyromellitic dianhydride is used as a monomer in the preparation of polyimide polymers such as kapton; thermoplastics such as polyesters, polyethers, plasticizers, and expoxy resins. It is involved in the preparation of high performance coatings due to its mechanical, thermal and oxidative stability properties. It acts as a curing agent for epoxy resins which find application in adhesives, coatings and molding powders. As an intermediate, it plays an important role in polyimide based materials like printed circuit boards, tape automated bonding and magnetic wire insulation.
General DescriptionPyromellitic dianhydride (PMDA) is an acidic anhydride that can be used as a repair agent and as a chain extender in the formation of polyethylene terephthalate (PET) based chain extensions. It is mainly used in the production of thermoplastics and other coating applications.
Preparation methods
PreparationPyromellitic Dianhydride is prepared by gas-phase oxidation of 1,2,4,5-tetramethylbenzene (or related tetrasubstituted benzene derivatives). An idealized equation is:C6H2(CH3)4 + 6 O2 → C6H2(C2O3)2 + 6 H2OIn the laboratory, it can be prepared by dehydration of pyromellitic acid using acetic anhydride.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
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