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CAS RN: 102691-36-1 | Product Number: C2228
2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite
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Purity: >95.0%(GC)(T)
Synonyms:
- Bis(diisopropylamino)(2-cyanoethoxy)phosphine
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| Product Number | C2228 |
Purity / Analysis Method 
|
>95.0%(GC)(T) |
| Molecular Formula / Molecular Weight | C__1__5H__3__2N__3OP = 301.41 |
| Physical State (20 deg.C) | Liquid |
| Storage Temperature
|
Refrigerated (0-10°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Air Sensitive,Moisture Sensitive,Heat Sensitive |
| CAS RN | 102691-36-1 |
| Reaxys Registry Number | 3590103 |
| PubChem Substance ID | 87560237 |
| MDL Number | MFCD00012213 |
Specifications
| Appearance | Colorless to Light orange to Yellow clear liquid |
| Purity(GC) | min. 95.0 % |
| Purity(Nonaqueous Titration) | min. 95.0 % |
| NMR | confirm to structure |
Properties (reference)
| Flash point | 60 °C |
| Specific Gravity (20/20) | 0.95 |
| Refractive Index | 1.47 |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H302 : Harmful if swallowed. H315 : Causes skin irritation. H319 : Causes serious eye irritation. H226 : Flammable liquid and vapor. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P270 : Do not eat, drink or smoke when using this product. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. 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. P362 + P364 : Take off contaminated clothing and wash it before reuse. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P403 + P235 : Store in a well-ventilated place. Keep cool. |
Related Laws:
Transport Information:
| UN Number | UN1993 |
| Class | 3 |
| Packing Group | III |
| H.S.code* | 2931.49-900 |
Application
TCI Practical Example: Construction of the Nucleic Acid Monomer Using a Phosphordiamidite
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Used Chemicals
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- 2-Cyanoethyl N,N,N',N'-Tetraisopropylphosphordiamidite [C2228]
- 1H-Tetrazole
- Acetonitrile
- DMF
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Procedure
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To an acetonitrile (1 mL) solution of 2-cyanoethyl N,N,N',N'-tetraisopropylphosphordiamidite (0.21 g, 0.69 mmol) and 1H-tetrazole (40 mg, 0.58 mmol) were added a DMF solution of 1 (0.20 g, 0.58 mmol) at room temperature. The reaction mixture was stirred overnight at room temperature, then diluted with TBME and washed with water, 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 (0.23 g, 72% yield).
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Experimenter’s Comment
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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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- Synthesis of DNA Oligomers Containing Modified Uracil Possessing Electron-Accepting Benzophenone Chromophore
PubMed Literature
Documents
Product Articles
[TCIMAIL No.145] Easy-to-Handle and Safe Phosphitylation Reagent for Syntheses of DNA and RNA Fragments[TCI Practical Example] TCI Practical Example: Construction of the Nucleic Acid Monomer Using a Phosphordiamidite
[TCI Practical Example] Construction of the Nucleoside Phosphoramidite Using DCI
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