1,2,3,4-Cyclobutanetetracarboxylic dianhydride

HCID 107280

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

4415-87-61,2,3,4-Cyclobutanetetracarboxylic dianhydrideCyclobutanetetracarboxylic dianhydrideP1DOQ7P28NEINECS 224-577-5Tetrahydrocyclobuta(1,2-c:3,4-c')difuran-1,3,4,6-tetraoneCyclobutane-1,2,3,4-tetracarboxylic acid dianhydridetetrahydrocyclobuta[1,2-c:3,4-c']difuran-1,3,4,6-tetraoneDTXSID00196058Cyclobuta(1,2-c:3,4-c')difuran-1,3,4,6-tetrone, tetrahydro-RefChem:410485DTXCID10118549
Show more names
CDBA-tetraoneMaleic anhydride cyclic dimer.Cyclobutane-1,2,3,4-tetracarboxylic1,2,3,4-cyclobutanetramacetic acidi
224-577-5Cyclobutane-1,2,3,4-tetracarboxylic dianhydrideCyclobuta[1,2-c:3,4-c']difuran-1,3,4,6(3aH,3bH,6aH,6bH)-tetraone4,9-dioxatricyclo[5.3.0.02,6]decane-3,5,8,10-tetroneCyclobutane-1,2,3,4-tetracarboxylicdianhydrideMFCD000049441,2,3,4-cyclobutane tetracarboxylic dianhydride4411-19-2

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

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

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

Chemistry & industry

Applications · 3 items

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 · 1 item

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

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海凌凯科技股份有限公司58950110 13124863828 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

8 records

Compound notes

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