2,3-DIHYDRO-5-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)THIENO[3,4-B][1,4]DIOXINE
- Product Name
- 2,3-DIHYDRO-5-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)THIENO[3,4-B][1,4]DIOXINE
- CAS No.
- 195602-17-6
- Chemical Name
- 2,3-DIHYDRO-5-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)THIENO[3,4-B][1,4]DIOXINE
- Synonyms
- 102264;2,2'-bis(3,4-ethylenedioxythiophene);2,2',3,3'-tetrahydro-5,5'-Bithieno[3,4-b]-1,4-dioxin;2,2',3,3'-tetrahydro-5,5'-bithieno[3,4-b][1,4]dioxine;5,5'-Bithieno[3,4-b]-1,4-dioxin, 2,2',3,3'-tetrahydro-;2,3-Dihydro-5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)thieno[3,4-b]dioxine;5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxine;2,3-DIHYDRO-5-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)THIENO[3,4-B][1,4]DIOXINE
- CBNumber
- CB4716314
- Molecular Formula
- C12H10O4S2
- Formula Weight
- 282.34
- MOL File
- 195602-17-6.mol
2,3-DIHYDRO-5-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)THIENO[3,4-B][1,4]DIOXINE Property
- Melting point:
- 204-205 °C
- Boiling point:
- 440.0±45.0 °C(Predicted)
- Density
- 1.474±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Off-White to Light Yellow
- InChI
- InChI=1S/C12H10O4S2/c1-3-15-9-7(13-1)5-17-11(9)12-10-8(6-18-12)14-2-4-16-10/h5-6H,1-4H2
- InChIKey
- XECCJSBEUDPALF-UHFFFAOYSA-N
- SMILES
- O1CCOC2=C(C3=C4OCCOC4=CS3)SC=C12
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
- 3653CL
- Product name
- 2,2',3,3'-Tetrahydro-5,5'-bithieno[3,4-b][1,4]dioxine
- Packaging
- 1g
- Price
- $285
- Updated
- 2021/12/16
- Product number
- CHM0100168
- Product name
- 2,3,2',3'-TETRAHYDRO-[5,5']BI[THIENO[3,4-B][1,4]DIOXINYL]
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.46
- Updated
- 2021/12/16
- Product number
- 3653CL
- Product name
- 2,2',3,3'-Tetrahydro-5,5'-bithieno[3,4-b][1,4]dioxine
- Packaging
- 5g
- Price
- $816
- Updated
- 2021/12/16
- Product number
- 120755
- Product name
- 2,2',3,3'-Tetrahydro-5,5'-bithieno-[3,4-b][1,4]dioxine
- Purity
- 97%
- Packaging
- 5g
- Price
- $1985
- Updated
- 2021/12/16
- Product number
- CD11174066
- Product name
- 2,2',3,3'-Tetrahydro-5,5'-bithieno[3,4-b][1,4]dioxine
- Purity
- 95+%
- Packaging
- 5g
- Price
- $653
- Updated
- 2021/12/16
2,3-DIHYDRO-5-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)THIENO[3,4-B][1,4]DIOXINE Chemical Properties,Usage,Production
Synthesis
126213-50-1
195602-17-6
The general procedure for the synthesis of 2,2',3,3'-tetrahydro-5,5'-dithieno[3,4-b][1,4]dioxohexene using 3,4-ethylenedioxythiophene (EDOT) as a starting material was as follows: to an anhydrous tetrahydrofuran (THF, 10 cm3) solution of EDOT (0.995 g, 7.0 mmol) was slowly added, at -78 °C, n Butyl lithium (n-BuLi, 1.34 M hexane solution, 5.37 cm3, 1.01 equiv). After 2 hours of reaction, anhydrous copper chloride (CuCl?, 0.941 g, 7.0 mmol) was added all at once. Subsequently, the reaction mixture was slowly warmed to room temperature and stirred continuously for 12 hours. Upon completion of the reaction, distilled water (10 cm3) was added to the mixture to terminate the reaction. The product was extracted with dichloromethane (CH?Cl?, 2 x 50 cm3), and the combined organic phases were dried over anhydrous magnesium sulfate (MgSO?) and concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography (solvent mixture of hexane and dichloromethane with eluent ratio of 1:1) to give a white solid target product. The yield was 0.951 g with 48% yield. Elemental analysis results (C12H10O4S2): calculated value C 51.06%, H 3.57%; measured value C 51.01%, H 3.49%. Mass spectrum (ES+) m/z: calculated value (C12H11O4S2)+ was 283.00988; measured value was 283.00978. nuclear magnetic resonance (NMR) hydrogen spectrum (1H NMR, 400MHz): δ 6.27 (s, 2H, thiophene group H), 4.22-4.34 (m, 8H). NMR carbon spectrum (13C{1H} NMR, 100.6 MHz): δ 141.63,137.43,100.00,99.94,65.41,65.01. Infrared spectra (IR) major absorption peaks: 2944,1465,1170,1056 cm?1.
References
[1] Journal of the American Chemical Society, 1997, vol. 119, # 51, p. 12568 - 12577
[2] Tetrahedron, 1999, vol. 55, # 40, p. 11745 - 11754
[3] Journal of Materials Chemistry A, 2013, vol. 1, # 35, p. 10306 - 10317
[4] Chemical Communications, 2011, vol. 47, # 37, p. 10395 - 10397
[5] European Journal of Organic Chemistry, 2011, # 31, p. 6326 - 6334
2,3-DIHYDRO-5-(2,3-DIHYDROTHIENO[3,4-B][1,4]DIOXIN-5-YL)THIENO[3,4-B][1,4]DIOXINE Preparation Products And Raw materials
Raw materials
Preparation Products
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