4,4'-Carbonyldiphthalic anhydride (HCID 75498)

Names & identifiers

Preferred name: 4,4'-Carbonyldiphthalic anhydride
IUPAC: 5-(1,3-dioxo-2-benzofuran-5-carbonyl)-2-benzofuran-1,3-dione
English name: 3,3',4,4'-Benzophenonetetracarboxylic dianhydride
Molecular formula: C17H6O7
Molecular weight: 322.23

Names & synonyms

2421-28-53,3',4,4'-Benzophenonetetracarboxylic dianhydrideBenzophenonetetracarboxylic dianhydride1,3-Isobenzofurandione, 5,5'-carbonylbis-4,4'-Carbonyldiphthalic anhydrideBenzophenonetetracarboxylic acid dianhydride4,4'-Carbonylbis(phthalic anhydride)4,4'-Diphthalic anhydride ketonePhthalic anhydride, 4,4'-carbonyldi-DTXSID3029233NSC 784803,3',4,4'-Benzophenonetetracarboxylic acid dianhydride

Show more names

BTDANOTAVAILABLE5,5'-Carbonylbis(isobenzofuran-1,3-dione)Benzophenone-3,3',4,4'-tetracarboxylic dianhydrideBenzophenone-3,3',4,4'-tetracarboxylic dianhydride5,5'-CarbonylbisLABOTEST-BB LT02097910

3,3',4,4'-Tetracarboxybenzophenone dianhydrideY61GVA8097EINECS 219-348-1NSC-78480DTXCID409233EC 219-348-1Benzophenone-3,3':4,4'-tetracarboxylic dianhydride5,5'-CARBONYLBIS(1,3-ISOBENZOFURANDIONE)

Database identifiers

CAS: 2421-28-5
PubChem CID: 75498
DTXSID: DTXSID3029233
ChEMBL: CHEMBL3183537
UNII: Y61GVA8097
EC Number: 219-348-1
Nikkaji: J39.692C

Properties

Computed structural properties

XLogP: 2
Topological polar surface area: 104 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 7
Rotatable bonds: 2
Heavy atoms: 24
Formal charge: 0
Complexity: 597

Physicochemical properties

Melting point: 218 · 218-222 °C (lit.)
Boiling point: 320 °C · 320°C 5mm
Density: 1 · 1,57 g/cm3
vapor density: 1.4 · 1.4 (vs air)
vapor pressure: 0.1 mm · <0.1 mm Hg ( 0 °C)
refractive index: 1.638 · 1.6380 (estimate)
Flash point: 324 °C · 324 °C
storage temp.: Inert atmosphere,Room Temperature
solubility: 0.1 g/mL, · DMF: 0.1 g/mL, clear
form: Needles or Crystalline Powder
color: Off-white to brown
explosive limit: 16 % · 16%
Water Solubility: REACTS
Sensitive: Moisture Sensitive
λmax: 580 nm · 580nm(CH3CN)(lit.)
Sublimation: 220 · 220-230 ºC
BRN: 761777 · 761777
Stability: Hygroscopic
InChI: 1S/C17H6O7/c18-13(7-1-3-9-11(5-7)16(21)23-14(9)19)8-2-4-10-12(6-8)17(22)24-15(10)20/h1-6H
InChIKey: VQVIHDPBMFABCQ-UHFFFAOYSA-N
SMILES: O=C1OC(=O)c2cc(ccc12)C(=O)c3ccc4C(=O)OC(=O)c4c3
LogP: 3.3 at · 3.3 at 25℃
EWG's Food Scores: 4 · 4
FDA UNII: 61 GVA8097 · Y61GVA8097
NIST Chemistry Reference: Bis-(3-phthalyl anhydride) ketone(2421-28-5)
EPA Substance Registry System: Benzophenonetetracarboxylic dianhydride (2421-28-5)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 319 · H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P304+P340+P312-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37
Safety Statements: 25 · 25
WGK Germany: 1 · 1
F: 21 · 21
Autoignition Temperature: 975 °F · 975 °F
TSCA: TSCA listed
HS Code: 29183000 · 29183000
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 STOT · Eye Irrit. 2STOT SE 3
REACH Registrations: Active

Safety & regulation

Safety data

F: 21
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 1
tsca: TSCA listed
hs_code: 29183000
risk_code: 36/37
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 25
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H319-H335
REACH Registrations: Active
Hazard Classifications: Eye Irrit. 2STOT SE 3
Autoignition Temperature: 975 °F
Precautionary statements: P261-P264-P271-P280-P304+P340+P312-P305+P351+P338

Chemistry & industry

Applications · 6 items

Description3,3',4,4'-Benzophenonetetracarboxylic dianhydride (BTDA) is used as intermediate and in polycondensation (fiber and powder production) to manufacture plastic products or fine chemicals in the industrial sector. Consumer risk is very unlikely as BTDA is manufactured and handled under closed conditions in industrial settings only. The environmental effects, ecotoxicology and toxicology information available for BTDA is provided based on studies and/or a reliable evaluation of its hazardous properties.

UsesBTDA is used as intermediate in the manufacture of plastic products or fine chemicals in the industrial sector.

UsesUsed in the synthesis of polyimides.

UsesBTDA is important monomer of polyimide, and used for production of polyimide material.

Uses3,3',4,4'-Benzophenonetetracarboxylic dianhydride (BTDA) polymer fine free-flowing powder suitable for general purposes. BTDA Microfine Micronized powder facilitates mixing in epoxy resins. BTDA ultrapure high-purity, high-assay powder for critical polyimide synthesis.

General DescriptionBenzophenone-3,3′,4,4′-tetracarboxylic acid is formed by hydrolysis, it can be converted to the dianhydride by treating with Ac2O (molar ratio 4 to 1 of acid).The dianhydride is used to synthesize polyimides, which are highly flexible in nature due to the presence of keto and carbonyl groups in the dianhydride molecule. The keto and carbonyl groups subsequently increase the spacing between the imide rings enhancing the solubility and processibility.