405957
三(1,1,1,3,3,3-六氟-2-丙基)亚磷酸
98%
别名:
三(2H-全氟-2-丙基)亚磷酸酯
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关于此项目
线性分子式:
[(CF3)2CHO]3P
化学文摘社编号:
分子量:
532.06
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2315565
Assay:
98%
Form:
liquid
InChI
1S/C9H3F18O3P/c10-4(11,12)1(5(13,14)15)28-31(29-2(6(16,17)18)7(19,20)21)30-3(8(22,23)24)9(25,26)27/h1-3H
SMILES string
FC(F)(F)C(OP(OC(C(F)(F)F)C(F)(F)F)OC(C(F)(F)F)C(F)(F)F)C(F)(F)F
InChI key
MJOVEPJSFHDSOJ-UHFFFAOYSA-N
assay
98%
form
liquid
Quality Level
bp
130 °C (lit.)
density
1.69 g/mL at 25 °C (lit.)
functional group
fluoro
General description
Tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite (tris(1,1,1,3,3,3-hexafluoroisopropyl) phosphite) is a sterically hindered, weakly σ-donating and strongly π-accepting ligand. It can be prepared by the reaction of lithium salt of 1,1,1,3,3,3-hexafluoro-2-propoxide with PCl3. It reacts with nucleosides to form deoxyribonucleoside 3′-bis(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite units.
Application
Tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite (tris(1,1,1,3,3,3-hexafluoroisopropyl) phosphite) may be used in the following processes:
- Preparation of new phosphonylating and coupling agents for the synthesis of oligodeoxyribonucleotides.
- Preparation of nucleoside H-phosphonate units.
- Synthesis of tetrakis(1,1,1,3,3,3-hexafluoroisopropoxy)(phenylthio)phosphorane by reacting with 1,1,1,3,3,3-hexafluoroisopropyl benzenesulfenate.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
Preparation and nuclear magnetic resonance studies of pentacoordinated phosphorus compounds containing hexafluoroisopropoxy groups.
Denney DB, et al.
The Journal of Organic Chemistry, 48(13), 2159-2164 (1983)
O Sakatsume et al.
Nucleic acids research, 18(11), 3327-3331 (1990-06-11)
New phosphonylating and coupling agents for the synthesis of oligodeoxyribonucleotides via H-phosphonate approach have been developed. Tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite, prepared by the reaction of lithium salt of 1,1,1,3,3,3-hexafluoro-2-propoxide with PCl3, reacts with deoxyribonucleosides in the presence of a catalytic amount of
Stereoselective propargylation mediated by a chiral metal cluster: reactions of [(propargylium)Co2 (CO)5{P(OR)3}][BF4] with carbon nucleophiles.
Caffyn AJM and Nicholas KM.
Journal of the American Chemical Society, 115(14), 6438-6439 (1993)
Synthesis of antisense oligodeoxyribonucleotide analogues by use of deoxyribonucleoside 3'-bis(1,1, 1,3,3,3-hexafluoro-2-propyl)phosphites as new key intermediates.
Hosaka H, et al.
Heteroatom Chem., 2(1), 197-204 (1991)
O Sakatsume et al.
Nucleic acids research, 17(10), 3689-3697 (1989-05-25)
The solid phase synthesis of oligoribonucleotides using the H-phosphonate approach and the 1-[(2-chloro-4-methyl)phenyl]-4-methoxypiperidin-4-yl (Ctmp) and dimethoxytrityl (DMTr) groups, respectively, for the protection of the 2'- and 5'-hydroxy functions is described. The use of a new reagent, tris-(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite for the
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