| Identification | More | [Name]
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite | [CAS]
102691-36-1 | [Synonyms]
2-CYANOETHYL N,N,N',N'-TETRAISOPROPYLPHOSPHORAMIDITE
2-CYANOETHYL N,N,N',N'-TETRAISOPROPYLPHOSPHORDIAMIDITE
2-CYANOETHYL N,N,N',N'-TETRAISOPROPYLPHOSPHORODIAMIDITE
2-CYANOETHYL TETRAISOPROPYLPHOSPHORODIAMIDITE
BIS(DIISOPROPYLAMINO)(2-CYANOETHOXY)PHOSPHINE
P-REAGENT
Phosphorodiamidous acid, tetrakis(1-methylethyl)-, 2-cyanoethyl ester
2-CYANOETHYL-N,N,N'',N''-TETRAISO-PROPYLPHOSPHORAMIDITE(P-REAGENT)
b-cyanoethyl-N,N,N',N'-tetraisopropylphosphorodiamidite
TETRAISOPROPYLPHOSPHORODIAMIDITE
5) 2-cyanoethyl-N,N,N',N'-tetraisopropylphosphorodiamidite
PHOSPHORODIAMIDOUS ACID, N,N,N'',N''-TETRAKIS(1-METHYLETHYL)-, 2-CYANOETHYL ESTER
2-Cyanoethyl-N,N,N',N'-tetraisopropylphosphordiamidite 98%
3-(bis(diisopropylamino)phosphinooxy)propanenitrile
β-Cyanoethyl-N,N,N`,N`-tertraisopropylphosphorodia
Bis(diisopropylamino)(2-cyanoethoxy)phosphine P-Reagent | [EINECS(EC#)]
600-337-9 | [Molecular Formula]
C15H32N3OP | [MDL Number]
MFCD00012213 | [Molecular Weight]
301.41 | [MOL File]
102691-36-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear to Cloudy Colourless Liquid | [Boiling point ]
100 °C0.5 mm Hg(lit.)
| [density ]
0.949 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.470(lit.)
| [Fp ]
141 °F
| [storage temp. ]
2-8°C
| [solubility ]
Acetonitrile (Slightly), Benzene, Chloroform (Sparingly), Methanol (Slightly) | [form ]
liquid | [pka]
6.78±0.70(Predicted) | [color ]
colorless | [Sensitive ]
moisture sensitive, store cold | [BRN ]
3590103 | [Stability:]
Explodes When Heated | [InChIKey]
RKVHNYJPIXOHRW-UHFFFAOYSA-N | [LogP]
4.04 at 20℃ | [CAS DataBase Reference]
102691-36-1(CAS DataBase Reference) | [EPA Substance Registry System]
102691-36-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R5:Heating may cause an explosion.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S3:Keep in a cool place .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [F ]
10-21-34 | [Hazard Note ]
Irritant/May Explode on Heating | [HazardClass ]
8 | [PackingGroup ]
I | [HS Code ]
29299090 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
5'-AMINO-5'-DEOXYTHYMIDINE-->BIS(DIISOPROPYLAMINO)CHLOROPHOSPHINE-->2-CYANOETHYL PHOSPHORODICHLORIDITE-->Diisopropylamine | [Preparation Products]
Ceftibuten-->anionic starch-->DMT-DCYTIDINE (N6-BENZOYL) CYANOETHYL PHOSPHORAMIDITE)-->DMT-dG(dmf) Phosphoramidite-->Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy-5-(1,7-octadiyn-1-yl)-, 3'-[2-cyanoethyl N,N-bis(1-methylethyl)phosphoramidite]-->Cytidine, N-benzoyl-5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-O-methyl-, 3'-[2-cyanoethyl bis(1-methylethyl)phosphoramidite], (S)- (9CI)-->DMT-dA(bz) Phosphoramidite-->3'-DA CEP-->5'-DMT-3'-O-TBDMS-N1-Me-Pseudouricdine-CE-Phosphoramidite-->4-THIO-DU CEP-->(2R,3S,5R)-2-((BIS(4-METHOXYPHENYL)(PHENYL)METHOXY)METHYL)-5-(2,4-DIOXO-5-(3-(2,2,2-TRIFLUOROACETAMIDO)PROP-1-YNYL)-3,4-DIHYDROPYRIMIDIN-1(2H)-YL)TETRAHYDROFURAN-3-YL 2-CYANOETHYL DIISOPROPYLPHOSPHORAMIDITE-->DMT-2'O-Methyl-rU Phosphoramidite |
| Hazard Information | Back Directory | [Description]
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
is a colorless viscous liquid, which is soluble in most
organic solvents. It is a widely used phosphitylating
reagent for the preparation of various phosphorylated
biomolecules, such as nucleoside carbohydrate
conjugates, phospholipids and glycopeptides. In
particular, this reagent is highly effective for automated
solid-phase DNA/RNA oligonucleotide synthesis. It has shown great utility in the coupling of nucleobases or
carbohydrates via their phosphotriesters in the presence
of activators such as 1H-tetrazole, in moderate yields
under mild conditions.This compound is cheaper
and more stable than 2-cyanoethyl N,N-diisopropylchlorophosphorodiamidite (the other
commonly used phosphinylating reagent)[1]. | [Chemical Properties]
Clear to Cloudy Colourless Liquid | [Uses]
Reagent for synthesizing phosphitylated nucleotides.1 | [Application]
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite is an important organic reagent widely used in the preparation of modified and unmodified nucleoside phosphoramidites. Nucleoside phosphoramidites are ideal reagents for polymer-supported synthesis of oligonucleotides. The diisopropylamino leaving group is readily cleaved upon contact with the azole catalyst, resulting in an efficient coupling reaction with the free hydroxyl group on the protected nucleoside. | [Synthesis]
3-((dichlorophosphaneyl)oxy)propanenitrile could synthesize 2-Cyanoethyl N, N, N', N'-tetraisopropylphosphorodiamidite with diisopropylamine. This method is inexpensive manner using a two-step, one-pot procedure and purified by vacuum distillation[2]. | [References]
[1] Hada N, et al. Synthetic studies on glycosphingolipids from Protostomia phyla: syntheses and biological activities of amphoteric glycolipids containing a phosphocholine residue from the earthworm Pheretima hilgendorfi. Carbohydrate Research, 2008; 343: 343, 2221 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)1HNMR
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)IR
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)Raman
2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite(102691-36-1)FT-IR
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