Published TCIMAIL newest issue No.196
Maximum quantity allowed is 999
CAS RN: 1122-28-7 | Product Number: D2026
4,5-Dicyanoimidazole
Purity: >98.0%(HPLC)(N)
- 4,5-Imidazoledicarbonitrile
Size | Unit Price | Belgium | Japan* | Quantity |
---|---|---|---|---|
25G |
€86.00
|
6 | ≥100 |
|
250G |
€644.00
|
8 | ≥100 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
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 |
Appearance | White to Light yellow powder to crystal |
Purity(HPLC) | min. 98.0 area% |
Purity(with Total Nitrogen) | min. 98.0 % |
Melting Point | 175 °C |
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 | P261 : Avoid breathing dust. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. 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. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. |
EC Number | 214-344-6 |
UN Number | UN3439 |
Class | 6.1 |
Packing Group | III |
HS Number | 2933299090 |
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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
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