Basic information
- CAS
4411-19-2- Standard SMILES
O=C1OC(=O)C2C1C1C(=O)OC(=O)C21- InChIKey
YGYCECQIOXZODZ-UHFFFAOYSA-N- Molecular formula
- C8H4O6
- Average molar mass
- 196.11 g/mol
- Monoisotopic mass
- 196.00078785
Names & identifiers
- Preferred name
- 1,2,3,4-Cyclobutanetetracarboxylic dianhydride
- IUPAC
- 4,9-dioxatricyclo[5.3.0.02,6]decane-3,5,8,10-tetrone
- English name
- 1,2,3,4-Cyclobutanetetracarboxylic Dianhydride
- Molecular formula
- C8H4O6
- Molecular weight
- 196.11
Names & synonyms
Show more names
Database identifiers
- CAS
4411-19-2、4415-87-6- PubChem CID
- 107280
- DTXSID
DTXSID00196058- UNII
- P1DOQ7P28N
- EC Number
- 224-577-5
- Nikkaji
- J1.098.952C、J80.830J
Properties
Computed structural properties
- XLogP
- -1.2
- Topological polar surface area
- 86.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 323
Physicochemical properties
- Melting point
- 300 °C · >300 °C (lit.)
- Boiling point
- 545.3 · 545.3±50.0 °C(Predicted)
- Density
- 1.823 · 1.823±0.06 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- soluble in Toluene
- form
- powder to crystal
- color
- White to Light yellow
- Sensitive
- Moisture Sensitive
- BRN
- 1430553 · 1430553
- InChI
- InChI=1S/C8H4O6/c9-5-1-2(6(10)13-5)4-3(1)7(11)14-8(4)12/h1-4H
- InChIKey
- YGYCECQIOXZODZ-UHFFFAOYSA-N
- SMILES
- O1C(=O)C2C3C(C2C1=O)C(=O)OC3=O
- CAS DataBase Reference
- 4415 · 4415-87-6(CAS DataBase Reference)
- FDA UNII
- 1 DOQ7P28N · P1DOQ7P28N
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36
- RIDADR
- 1759 · 1759
- WGK Germany
- 3 · 3
- F
- 9 · 9-21
- HazardClass
- 8 · 8
- PackingGroup
- III
- HS Code
- 29172090 · 29172090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 145 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- F
- 9-21
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- ridadr
- 1759
- hs_code
- 29172090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- hazard_class
- 8
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionCyclobutane-1,2,3,4-tetracarboxylic dianhydride (CBDA) is an anhydride with a cis-trans-cis configuration. It can be used to synthesise polyimide films. Polymer films have excellent heat resistance, are transparent and colourless, with transmittance ranging from 81.5% to 85.8%, and are suitable for use in high quality display materials such as liquid crystal displays. The polymers made with pyrrolidine dianhydride instead of CBDA are dark yellow in colour and have a lower transmittance in the range of 48% to 63.9%.
UsesReactant for:Preparation of biologically and pharmacologically active moleculesPreparation of photosensitive polyimide material for high performance organic thin-film transistorsSelective crosslinking of polyimide for photonic devices
Uses1,2,3,4-Cyclobutanetetracarboxylic Dianhydride and diamine monomer are used for preparation a polyimide (PI), the type of polyimide has excellent electrical characteristics and optical type, with the material prepared the PI film, in addition to having a higher rate cast visible outside, and can withstand high temperatures thirty-four Baidu. Its performance is very good, is the preparation of a liquid crystal display with an ideal material for the film.
Preparation methods
PreparationPreparation of 1,2,3,4- cyclobutanetetracarboxylic acid dianhydride (CBDA)To a 2L quartz glass photoreactor equipped with sixteen UV lamps (300nm) , a stirrer and a cooler were attached and 250ml of ethyl acetate and 100g of maleic anhydride were added thereto followed by stirring for complete mixing. To avoid an excessive temperature increase, an air-cooling type cooler was first run and then UV light was illuminated for a photoreaction for 24h with stirring so as not to have the reactants adhered to the reactor walls. As a result, 71g of white solid was obtained. After the filtration, the white solid was dried for 24h in a vacuum dryer at 60°C Thus-obtained solid was then added to acetic anhydride, dissolved therein and slowly heated to 150°C followed by the reaction for 24h . Hot reaction solution was filtered through a filter paper to remove impurities and kept in a freezer at the temperature of 0°C or less for recrystallization for 24h to obtain a yellow solid. Thus-obtained solid was filtered and washed three times with 1,4-dioxane to remove acetic anhydride, and then dried in a vacuum oven at 60°C for 48h to obtain 64g of 1, 2, 3, 4 -cyclobutane tetracarboxylic acid dianhydride (CBDA) .
Suppliers100 total
Related reactions
Compound notes
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