Skip to Content
Merck
All Photos(3)

Documents

760838

Sigma-Aldrich

Allyl tetraisopropylphosphorodiamidite

95%

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
[[(CH3)2CH]2N]2POCH2CH=CH2
CAS Number:
108554-72-9
Molecular Weight:
288.41
MDL number:
MFCD00191714
UNSPSC Code:
12352302
PubChem Substance ID:
329766898
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.466 (lit.)
n20/D 1.467

bp

114-117 °C/0.4 mmHg (lit.)

density

0.903 g/mL at 25 °C (lit.)
0.910 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(C)N(C(C)C)P(OCC=C)N(C(C)C)C(C)C

InChI

1S/C15H33N2OP/c1-10-11-18-19(16(12(2)3)13(4)5)17(14(6)7)15(8)9/h10,12-15H,1,11H2,2-9H3

InChI key

ZTEGHJIXOZLSOH-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Allyl tetraisopropylphosphorodiamidite may be used in the total synthesis of (−)-tetrahydrolipstatin, dolabelide C, (-)-salicylihalamides A and B.
Phosphitylation agent used in the preparation of oligonucleotides. Selective deallylation is accomplished by palladium catalysis.

related product

Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

188.0 °F

Flash Point(C)

86.67 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Phosphate Tether-Mediated Approach to the Formal Total Synthesis of (?)-Salicylihalamides A and B.
Chegondi R, et al.
The Journal of Organic Chemistry, 76(10), 3909-3916 (2011)
A concise, phosphate-mediated approach to the total synthesis of (?)-tetrahydrolipstatin.
Venukadasula PK, et al.
Organic Letters, 12(7), 1556-1559 (2010)
Total synthesis of dolabelide C: a phosphate-mediated approach.
Hanson PR, et al.
The Journal of Organic Chemistry, 76(11), 4358-4370 (2011)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service