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Merck
CN

454494

tert-Butyl tetraisopropylphosphorodiamidite

95%

Synonym(s):

1,1-Dimethylethyl N,N,N′,N′-tetrakis(1-methylethyl)phosphorodiamidite

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About This Item

Linear Formula:
[[(CH3)2CH]2N]2POC(CH3)3
CAS Number:
Molecular Weight:
304.45
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
95%
Form:
solid
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InChI

1S/C16H37N2OP/c1-12(2)17(13(3)4)20(19-16(9,10)11)18(14(5)6)15(7)8/h12-15H,1-11H3

SMILES string

CC(C)N(C(C)C)P(OC(C)(C)C)N(C(C)C)C(C)C

InChI key

PSFUFSJCFKUIIG-UHFFFAOYSA-N

assay

95%

form

solid

mp

67-74 °C (lit.)

functional group

amine

storage temp.

2-8°C

Quality Level

General description

Tert-butyl tetraisopropylphosphorodiamidite is an effective ligand for palladium-catalyzed Buchwald–Hartwig amination of aryl- and heteroaryl chlorides and bromides widely used in the synthesis of industrially significant aryl- and heteroarylamines due to its accessibility and air-stability.

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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Palladium-Catalysed Amination of Aryl-and Heteroaryl Halides Using tert-Butyl Tetraisopropylphosphorodiamidite as an Easily Accessible and Air-Stable Ligand.
Roiban G-D, et al.
European Journal of Organic Chemistry, 10, 2070-2076 (2014)
Palladium-Catalysed Amination of Aryl- and Heteroaryl Halides Using tert-Butyl Tetraisopropylphosphorodiamidite as an Easily Accessible and Air-Stable Ligand
Roiban GD, et al.
European Journal of Organic Chemistry, 2014, 2070-2076 (2014)
Stéphane Dumas et al.
Investigative radiology, 45(10), 600-612 (2010-09-03)
The donor atoms that bind to gadolinium in contrast agents influence inner-sphere water exchange and electronic relaxation, both of which determine observed relaxivity. The effect of these molecular parameters on relaxivity is greatest when the contrast agent is protein bound.

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