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ChemicalBook > CAS DataBase List > 3,4'-Oxydiphthalic Anhydride

3,4'-Oxydiphthalic Anhydride

Appearance
Product Name
3,4'-Oxydiphthalic Anhydride
CAS No.
50662-95-8
Chemical Name
3,4'-Oxydiphthalic Anhydride
Synonyms
a-ODPA;α-ODPA;alpha-ODPA;3,4'-Oxydiphthalic Anhydride;3,4'-Oxydiphthalic Anhydride;3,4'-OxydiphthalicAnhydride>97%, 3,4'-Oxydiphthalic Anhydride;4,5'-Oxibis(isobenzofrane-1,3-dione);2,3,3',4'-Diphenylether tetracar boxylic;2,3,3',4'-diphenyl ether tetracarboxylic acid
CBNumber
CB42514529
Molecular Formula
C16H6O7
Formula Weight
310.21
MOL File
50662-95-8.mol
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3,4'-Oxydiphthalic Anhydride Property

Melting point:
180 °C
Boiling point:
554.4±35.0 °C(Predicted)
Density 
1.665
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
form 
powder to crystal
color 
White to Orange to Green
InChI
InChI=1S/C16H6O7/c17-13-8-5-4-7(6-10(8)15(19)22-13)21-11-3-1-2-9-12(11)16(20)23-14(9)18/h1-6H
InChIKey
OPVHOFITDJSMOD-UHFFFAOYSA-N
SMILES
C1(=O)C2=C(C(OC3C=CC4C(=O)OC(=O)C=4C=3)=CC=C2)C(=O)O1
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Safety

HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical
Product number
O0384
Product name
3,4'-Oxydiphthalic Anhydride
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$22
Updated
2024/03/01
TCI Chemical
Product number
O0384
Product name
3,4'-Oxydiphthalic Anhydride
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$83
Updated
2021/12/16
TCI Chemical
Product number
O0384
Product name
3,4'-Oxydiphthalic Anhydride
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$244
Updated
2024/03/01
TRC
Product number
D492770
Product name
4-((1,3-Dioxo-1,3-dihydroisobenzofuran-5-yl)oxy)isobenzofuran-1,3-dione
Packaging
250mg
Price
$40
Updated
2021/12/16
AK Scientific
Product number
6991AB
Product name
4-((1,3-Dioxo-1,3-dihydroisobenzofuran-5-yl)oxy)isobenzofuran-1,3-dione
Packaging
25g
Price
$374
Updated
2021/12/16
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3,4'-Oxydiphthalic Anhydride Chemical Properties,Usage,Production

Appearance

White to Orange to Green powder to crystal

Uses

4-[(1,3-Dihydro-1,3-dioxo-5-isobenzofuranyl)oxy]-1,3-isobenzofurandione is a useful research chemical.

Uses

3,4'-Oxydiphthalic Anhydride (α-ODPA) can be used to prepare polyimides. The polymer is widely used in silicon-based anode plates, resin films and filler materials for high-performance lithium-ion batteries.

Synthesis

2,2',3,3'-ODPA and 2,3,3',4'-ODPA are synthesised using 3-Chlorophthalic anhydride as a raw material by chemical reaction[1]. The specific synthesis steps are as follows:
Step1: 3-Chlorophthalic anhydride (348.83 g) was taken in a 2000-mL, three-necked, round-bottom flask fitted with a mechanical stirrer and a reflux condenser. About 1100 mL of glacial acetic acid were added. It was stirred for 20 min at 50 °C to dissolve the anhydride completely. Then, 198 g of aqueous methylamine solution (ca. 59.35 g of methylamine) were dropped in the flask. The resulting mixture was heated to reflux for 4 h and subsequently cooled to room temperature. The white crystals were filtered and dried; 314 g were obtained (yield: 84%, mp: 101–103 °C).
Step2: 3-(2,3-Dimethylphenoxy) phthalic acid (32.90 g) and potassium hydroxide (10.4 g) were dissolved in 1000 mL of water, and the solution was heated to about 80 °C. Then, solid potassium permanganate (116.6 g) was added gradually several times until the purple did not fade within 30 min. After reflux for 5 h, the excess potassium permanganate was destroyed with ethanol. The filtrate was acidified to a pH of 1 after concentration to 200 mL and cooled to room temperature. The acid solution was allowed to stand overnight, and the white precipitation was collected by filtration and dried and then purified by sublimation at 267 °C in vacuo. About 31.35 g of dianhydride (yield: 88%) were obtained; mp: 243–244 °C (lit.16 236 – 238 °C, lit.18 237 °C). IR (KBr): 1860, 1786 (CAO str), 1261 (asym COO str), 1048 cm1 (sym COO str). 1 H NMR (300 M, DMSO):  (ppm), 8.03– 8.01 (d, 2H), 7.98 – 7.92 (t, 2H), 7.60 –7.57 (d, 2H). ELEM. ANAL. Calcd. for C16H6O7: C, 61.95%; H, 1.95%. Found: C, 61.87%; H, 1.93%.
Step3: The reactions were the as same as the synthesis of 2,2,3,3-ODPA except for the replacement of 2,3-xylenol as 3,4-xylenol. The final dianhydride was recrystallized from the mixed solvents of acetic anhydride and toluene; mp: 177–178 °C (lit.16 174 –175.5 °C, lit.18 170 °C). IR (KBr): 1854, 1770 (CAO str), 1265 (asym COO str), 1081 (sym COO str) cm1 . 1 H NMR (300 MHz, DMSO-d6):  (ppm) 8.17– 8.14 (d, 1H), 8.10 – 8.08 (d, 1H), 8.05– 8.00 (t, 1H), 7.75–7.74 (d, 1H), 7.71 (s, 1H), 7.70 –7.68 (d, 1H). ELEM. ANAL. Calcd. for C16H6O7: C, 61.95%; H, 1.95%. Found: C, 61.90%; H, 1.97%.

References

[1] QINGXUAN LI. Polyimides from isomeric oxydiphthalic anhydrides[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2003. DOI:10.1002/pola.10918.

3,4'-Oxydiphthalic Anhydride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3,4'-Oxydiphthalic Anhydride manufacturers

Shanghai Daken Advanced Materials Co.,Ltd
Product
2,3,3',4'-Diphenyl ether tetracarboxylic acid dianhydride 50662-95-8
Price
US $0.00/KG
Min. Order
1KG
Purity
99.00%
Supply Ability
1500KG/month
Release date
2021-11-01
CHINATECH(TIANJIN) CHEMICAL CO.,LTD.
Product
2,3,3’,4’-Tetracarboxydiphenyl oxide dianhydride (α-ODPA) 50662-95-8
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
≥99%
Supply Ability
100KG
Release date
2021-12-16
Henan Fengda Chemical Co., Ltd
Product
3,4'-Oxydiphthalic Anhydride 50662-95-8
Price
US $111.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-08

50662-95-8, 3,4'-Oxydiphthalic AnhydrideRelated Search:


  • 2,3,3',4'-Diphenyl ether tetracarboxylic acid dianhydride
  • 2,3,3',4'-Tetracarboxydiphenyl oxide dianhydride
  • 4-[(1,3-Dihydro-1,3-dioxo-5-isobenzofuranyl)oxy]-1,3-isobenzofurandione
  • 4,5'-Oxibis(isobenzofrane-1,3-dione)
  • 2,3,3',4'-Tetracarboxydiphenyl oxide dianhydride (α-ODPA)
  • 3,4'-Oxydiphthalic Anhydride
  • 1,3-Isobenzofurandione, 4-[(1,3-dihydro-1,3-dioxo-5-isobenzofuranyl)oxy]-
  • 4-((1,3-Dioxo-1,3-dihydroisobenzofuran-5-yl)oxy)isobenzofuran-1,3-dione
  • 2,3,3',4'-Diphenylether tetracarboxylic dianhydride (a-ODPA)
  • 2,3,3',4'-diphenyl ether tetracarboxylic acid
  • 97%, 3,4'-Oxydiphthalic Anhydride
  • 2,3,3 ', 4'-diphenyl ether tetracarboxylic dianhydride
  • a-ODPA
  • 3,4'-OxydiphthalicAnhydride&gt
  • alpha-ODPA
  • 2,3,3’,4’-Tetracarboxydiphenyl oxide dianhydride (α-ODPA)
  • α-ODPA
  • (α-ODPA) 4-[(1,3-Dihydro-1,3-dioxo-5-isobenzofuranyl)oxy]-1,3-isobenzofurandione
  • 4-[(1,3-Dihydro-1,3-dioxo-5-isobenzofuranyl)oxy]-1,3-isobenzofurandione (α-ODPA)
  • 4-[(1,3-Dihydro-1,3-dioxo-5-isobenzofuranyl)oxy]-1,3-isobenzofurandione a-ODPA
  • 2,3,3’,4’-Tetracarboxydiphenyl oxide dianhydride (α-ODPA)
  • 3,4'-Oxydiphthalic Anhydride
  • 2,3,3',4'-Diphenyl ether tetracarboxylic acid dianhydride
  • 2,3,3',4'-Diphenylether tetracar boxylic
  • 2,3,3',4'-Tetracarboxydiphenyl oxide dianhydride
  • 50662-95-8