2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE-5,7-DICARBALDEHYDE
- Product Name
- 2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE-5,7-DICARBALDEHYDE
- CAS No.
- 211235-87-9
- Chemical Name
- 2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE-5,7-DICARBALDEHYDE
- Synonyms
- 3,4-ethylenedioxythiophene-2,5-dicarboxaldehyde;2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE-5,7-DICARBALDEHYDE;Thieno[3,4-b]-1,4-dioxin-5,7-dicarboxaldehyde, 2,3-dihydro-
- CBNumber
- CB6679257
- Molecular Formula
- C8H6O4S
- Formula Weight
- 198.2
- MOL File
- 211235-87-9.mol
2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE-5,7-DICARBALDEHYDE Property
- Melting point:
- 155 °C
- Boiling point:
- 403.4±45.0 °C(Predicted)
- Density
- 1.511±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- D680118
- Product name
- 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarbaldehyde
- Packaging
- 50mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- D680118
- Product name
- 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarbaldehyde
- Packaging
- 100mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- CHM0097982
- Product name
- 2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE-5,7-DICARBALDEHYDE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.06
- Updated
- 2021/12/16
- Product number
- CD11166691
- Product name
- 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarbaldehyde
- Purity
- 95+%
- Packaging
- 5g
- Price
- $817
- Updated
- 2021/12/16
- Product number
- 211235879
- Product name
- 2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-dicarbaldehyde
- Packaging
- 5g
- Price
- $825
- Updated
- 2021/12/16
2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXINE-5,7-DICARBALDEHYDE Chemical Properties,Usage,Production
Synthesis
68-12-2
126213-50-1
211235-87-9
Under nitrogen protection, 3,4-ethylenedioxythiophene (EDOT, 3 g, 0.021 mol) was dissolved in anhydrous tetrahydrofuran (THF, 50 mL) and cooled to -78 °C. Subsequently, a solution of 1.6 M n-butyllithium (n-BuLi, 29 mL) was slowly added dropwise. After the dropwise addition, the reaction system was slowly warmed to 0 °C and stirred continuously at this temperature for 30 min. The reaction mixture was again cooled to -78 °C and quenched by the addition of dry N,N-dimethylformamide (DMF, 3.5 mL). The reaction mixture was transferred to room temperature conditions and stirring was continued for 2 hours. Upon completion of the reaction, the mixture was poured into crushed ice containing hydrochloric acid (pH=4) and a brown solid was precipitated. The solid was collected by filtration, washed with plenty of water and dried under vacuum. The crude product was recrystallized by cold methanol to afford the target compound 2,3-dihydrobenzo[3,4-b][1,4]dioxane-5,7-dibenzaldehyde (brown solid) in 75% yield. The product characterization data were as follows: IR (film) υmax: 2955, 2924, 2854, 1666, 1614, 1504, 1454, 1375 cm-1; 1H NMR (500 MHz, CDCl3): δ = 10.04 (s, 2H), 4.46 (s, 4H); 13C NMR (500 MHz, CDCl3): δ = 180.94, 147.15, 124.16, 65.15; Elemental analysis (C8H6O4S): Calculated values (%) C 48.48, H 3.04, S 16.14; Measured values: C 48.51, H 3.06, S 16.14.
References
[1] Journal of Molecular Liquids, 2017, vol. 225, p. 840 - 847
[2] Tetrahedron, 1999, vol. 55, # 40, p. 11745 - 11754
[3] Journal de Chimie Physique et de Physico-Chimie Biologique, 1998, vol. 95, # 6, p. 1234 - 1237
[4] Polymer, 2017, vol. 119, p. 274 - 284