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CAS RN: 1122-28-7 | Product Number: D2026
4,5-Dicyanoimidazole
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Purity: >98.0%(HPLC)(N)
Synonyms:
- 4,5-Imidazoledicarbonitrile
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|---|
| 25G |
$84.00
|
6 | 5 | ≥100 |
|
|
| 250G |
$704.00
|
8 | 12 | 39 |
|
* Items in stock locally typically ship the same day of ordering. Items from Japan stock are able to ship from a US warehouse within 2 weeks after ordering. For additional estimated shipment times, please refer to the Shipping Simulation tool. Note: Excludes regulated items and items that ship on ice.
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| Product Number | D2026 |
Purity / Analysis Method 
|
>98.0%(HPLC)(N) |
| Molecular Formula / Molecular Weight | C__5H__2N__4 = 118.10 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| CAS RN | 1122-28-7 |
| Reaxys Registry Number | 118208 |
| PubChem Substance ID | 87568478 |
| MDL Number | MFCD00005194 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(with Total Nitrogen) | min. 98.0 % |
Properties (reference)
| Melting Point | 175 °C |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H301 + H311 + H331 : Toxic if swallowed, in contact with skin or if inhaled. H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth. P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell. P304 + P340 + P311 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. P405 : Store locked up. |
Related Laws:
Transport Information:
| UN Number (DOT-AIR) | UN3439 |
| Class (DOT-AIR) | 6.1 |
| Packing Group (TCI-A) | III |
| HS Number | 2933.29.9000 |
Application
TCI Practical Example: Construction of the Phosphoramidite Using 4,5-Dicyanoimidazole (= DCI)
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Used Chemicals
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Procedure
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To an acetonitrile (2 mL) solution of 2-cyanoethyl N,N,N',N'-tetraisopropylphosphordiamidite (0.42 g, 1.4 mmol) and DCI (0.14 g, 1.2 mmol) were added a DMF solution of 1 (0.40 g, 1.2 mmol) under nitrogen atmosphere. The reaction mixture was stirred overnight at room temperature, then diluted with TBME and washed with H2O, DMF:H2O (1:1) solution, H2O and brine. The organic layer was concentrated under reduced pressure. The resulting crude product was purified by column chromatography (hexane:ethyl acetate:triethylamine = 1:2:0.03 on silica gel) to give 2 as a white powder (0.45 g, 68% yield).
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Experimenter’s Comments
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The reaction mixtures were monitored by LCMS.
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Analytical Data
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Compound 2
1H NMR (400 MHz, DMSO-d6); δ 11.36 (brs, 1H), 8.05-7.96 (m, 2H), 7.73-7.64 (m, 1H), 7.59-7.51 (m, 2H), 7.45-7.37 (m, 1H), 6.25-6.17 (m, 1H), 4.72-4.62 (m, 1H), 4.62-4.52 (m, 1H), 4.51-4.38 (m, 1H), 4.32-4.15 (m, 1H), 3.84-3.66 (m, 2H), 3.66-3.51 (m, 2H), 2.84-2.73 (m, 2H), 2.47-2.22 (m, 2H), 1.67-1.53 (m, 3H), 1.27-1.03 (m, 12H).
13C NMR (101 MHz, DMSO-d6); δ 165.5, 163.6, 150.4, 135.8, 133.7, 129.3 (3C), 128.9 (2C), 119.0, 109.9, 84.1, 82.8, 72.8, 64.9, 58.3 (2C), 42.7, 37.7, 24.3 (4C), 19.8, 11.9.
31P NMR (162 MHz, DMSO-d6); δ 147.89.
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Lead Reference
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- Efficient activation of nucleoside phosphoramidites with 4,5-dicyanoimidazole during oligonucleotide synthesis
PubMed Literature
Documents
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