Grundinformationen
- Standard-SMILES
CC(C)N(C(C)C)P(OCCC#N)N(C(C)C)C(C)C- InChIKey
RKVHNYJPIXOHRW-UHFFFAOYSA-N- Summenformel
- C15H32N3OP
- Durchschnittliche Molmasse
- 301,41 g/mol
- Monoisotopische Masse
- 301,22829927
Namen und Bezeichner
- Bevorzugter Name
- 2-Cyanoethyl tetraisopropylphosphorodiamidite
- IUPAC
- 3-bis[di(propan-2-yl)amino]phosphanyloxypropanenitrile
- Englischer Name
- 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
- Summenformel
- C15H32N3OP
- Molmasse
- 301.41
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
102691-36-1- PubChem CID
- 128153
- DTXSID
DTXSID8075176- UNII
- 8P2H5F3TEA
- EC Number
- 600-337-9
- Nikkaji
- J738.473D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 3,3
- Polarare Oberfläche (TPSA)
- 39,5 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 9
- Schwere Atome
- 20
- Formalladung
- 0
- Komplexität
- 273
Physikochemische Eigenschaften
- Siedepunkt
- 100 °C0.5 · 100 °C0.5 mm Hg(lit.)
- Dichte
- 0.949 g/mL · 0.949 g/mL at 25 °C(lit.)
- Brechungsindex
- 20 · n20/D 1.470(lit.)
- Flammpunkt
- 141 °F · 141 °F
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- Acetonitrile (Slightly), Benzene, Chloroform (Sparingly), Methanol (Slightly)
- Aggregatzustand
- liquid
- pka
- 6.78 · 6.78±0.70(Predicted)
- Farbe
- colorless
- BRN
- 3590103 · 3590103
- Stabilität
- Explodes When Heated
- InChI
- 1S/C15H32N3OP/c1-12(2)17(13(3)4)20(19-11-9-10-16)18(14(5)6)15(7)8/h12-15H,9,11H2,1-8H3
- InChIKey
- RKVHNYJPIXOHRW-UHFFFAOYSA-N
- SMILES
- CC(C)N(C(C)C)P(OCCC#N)N(C(C)C)C(C)C
- LogP
- 4.04 at · 4.04 at 20℃
- CAS Datenbank
- 102691 · 102691-36-1(CAS DataBase Reference)
- EPA chemische Informationen
- Phosphorodiamidous acid, tetrakis(1-methylethyl)-, 2-cyanoethyl ester (102691-36-1)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H226 (97.2%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P370+P378, P403, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 179 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 01-08-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/25176
Phosphorodiamidous acid, tetrakis(1-methylethyl)-, 2-cyanoethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- F
- 10-21-34
- wgk
- 3
- ridadr
- UN 1993 3/PG 3
- hs_code
- 29299000
- risk_code
- 5-36/37/38-42/43-36/38
- hazard_code
- Xi,Xn
- hazard_note
- Irritant/May Explode on Heating
- safety_code
- 3-26-36-24/25-23-45-36/37
- hazard_class
- 8
- packing_group
- I
- Speicherklasse
- 3 - Flammable liquids
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 3Flam. Liq. 3Skin Sens. 1B
Chemie und Industrie
Anwendungen
Beschreibung2-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].
VerwendenReagent for synthesizing phosphitylated nucleotides.1
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