Introduction
Phosphorodiamidites are a unique class of phosphorus-based compounds characterized by one P–O bond and two P–N moieties. 2-Cyanoethyl tetraisopropylphosphorodiamidite plays a crucial role in solid-phase oligonucleotide synthesis. Beyond their application as synthetic precursors for oligonucleotides, phosphorodiamidites have also been reported as valuable starting materials for the synthesis of industrially relevant polymers and flame-resistant materials, including adhesives, coatings, and laminates.
Manufacture
Cyanoethanol is treated with excess PCl₃ to form the corresponding alkoxydichlorophosphine intermediate, which is subsequently reacted with diisopropylamine to yield 2-cyanoethyl tetraisopropylphosphorodiamidite. Alternatively, 3-trimethylsilanyloxypropionitrile can be reacted with PCl₃, followed by treatment with diisopropylamine, to obtain 2-cyanoethyl tetraisopropylphosphorodiamidite in good yields.
| Synonyms | Bis(diisopropylamino)(2-cyanoethoxy)phosphine |
| CAS no. | 102691-36-1 |
| EINECS no. | 600-337-9 |
| Molecular formula | C15H32N3OP |
| Molecular weight | 301.41 |
| Structure |  |
Applications
The main areas of applications of 2-Cyanoethyl tetraisopropylphosphorodiamidite include:
| Solid-phase oligonucleotide synthesis: |
| Widely used as a key phosphitylating reagent inautomated DNA and RNA synthesis, enabling efficient formation of phosphite triester intermediates. |
| Synthesis of modified oligonucleotides: |
| Applied in the preparation of antisense oligonucleotides, siRNA, aptamers, and other therapeutic nucleic acid analogues. |
| Precursor for P-containing intermediates: |
| Serves as an important building block in the synthesis of phosphoramidite and phosphite derivatives used in fine chemicals and specialty reagents.. |
| Polymer and materials chemistry: |
| Reported as a starting material or intermediate for the preparation of phosphorus-containing polymers.. |
| Flame-retardant materials: |
| Utilized in the development of flame-resistant adhesives, coatings, and laminating materials due to the presence of phosphorus functionality.. |
SPECIFICATIONS
| Test | Unit | Specification |
|---|---|---|
| Appearance | – | Clear liquid |
| Identification by NMR | – | Should conform to the structure |
| Impurities between 181.5-178.6 ppm | % | NMT 0.1 |
| Impurities between 151.2-148 ppm | % | NMT 0.1 |
| Impurities between 121.7-100 ppm | % | NMT 0.2 |
| Impurities < 66.0 ppm | % | NMT 2.0 |
| Impurities between 113-114 ppm | % | NMT 0.0040 |
| Sum of Impurities between 120-148 ppm | % | NMT 0.5 |
| Purity (By 31P NMR) | Area% | NLT 98.0 |
STORAGE & PRECAUTION
Keep sealed at room temperature
PACKING
Globally compliant packaging
REACH Status
REACH registered
ExSyn offers 2-Cyanoethyl tetraisopropylphosphorodiamidite on commercial scales and welcomes enquiries. Our exceptional quality and service will make ExSyn your supplier of choice! If you need any additional information or SDS, please contact us.
Undecylenic acid is an unsaturated fatty acid naturally derived from castor oil. It is a colorless to pale yellow liquid with antifungal and antimicrobial properties. Chemically known as 10-undecenoic acid, it contains an 11-carbon chain with one double bond and is widely used in pharmaceuticals
5-Nitro Isophthalic Acid (5-NIPA) is an aromatic organic compound derived from isophthalic acid. The presence of two carboxylic acid groups along with a nitro substituent at the 5-position makes it a valuable intermediate in the manufacture of fine chemicals, pharmaceuticals, dyes, pigments, and advanced materials.
Trichloroacetonitrile is a halogenated organic compound belonging to nitrile family. Its strong electrophilic character makes it a valuable intermediate in organic synthesis. It readily undergoes hydrolysis, particularly under acidic or basic conditions, yielding trichloroacetamide and related derivatives.
Zinc Dialkyl Dithio Phosphate (ZDDP) belongs to a family of coordination compounds classified as members of transition metal dithiophosphate.
ZDDP is widely used based on a combination of different selected alcohols thus providing antiwear performance and enhanced thermal and hydrolytic stability. In combination with other additives, it is especially used for the formulation of hydraulic fluids, industrial gear oils, metalworking fluids, greases and automotive engine oils.
Dibutyl sulfide is an organosulfur. It is a clear, colorless to pale yellow liquid characterized by a strong sulfur-like odor and is primarily used as an intermediate in chemical synthesis, specialty organic manufacturing, and research applications. The compound exhibits good solvency properties and moderate thermal stability, making it useful in industrial and laboratory processes involving sulfur-containing organic compounds.
Oleylamine is a long-chain (C18) primary fatty amine derived from natural fatty acids, typically sourced from vegetable oils. It is produced from oleic acid through conversion of the carboxylic acid group (–COOH) into an amine group (–NH₂). With its optimal balance of hydrophobic chain length and reactive amine functionality it serves as a versatile and dependable building block for high-performance formulations.
Sodium Hyaluronate is the sodium salt of hyaluronic acid, a naturally occurring glycosaminoglycan known for its exceptional ability to retain moisture, along with its viscoelastic and biocompatible properties, making it highly valuable across pharmaceutical, cosmetic, and biomedical applications.
Pyrazinamide is a first-line antitubercular drug used in combination therapy for the treatment of tuberculosis (TB). It is a synthetic pyrazine derivative and acts as a prodrug, which is converted into its active form (pyrazinoic acid) inside Mycobacterium tuberculosis.
6-Bromopyridine-2,3-diamine is a heterocyclic organic compound belonging to the class of substituted pyridines. It is used mainly as an intermediate in pharmaceuticals and agrochemicals.