Skip to Content
Merck

Key Documents

View All Documentation

ALD00617

(−)-PI Reagent

≥95%

Synonym(s):

(2R,3aS,5R,7aS)-7a-Methyl-2-((perfluorophenyl)thio)-5-(prop-1-en-2-yl)hexahydrobenzo[d][1,3,2]oxathiaphosphole 2-sulfide, Phosphorus Incorporation reagent

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C16H16F5OPS3
CAS Number:
2269472-45-7
Molecular Weight:
446.46
MDL number:
MFCD34549926
UNSPSC Code:
12352005
NACRES:
NA.22
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Segment

100

assay

≥95%

form

powder

mp

118-123 °C

SMILES string

Fc1c(c(c(c(c1F)F)S[P]2(=S)S[C@@H]3[C@@](O2)(CC[C@H](C3)C(=C)C)C)F)F

InChI

1S/C16H16F5OPS3/c1-7(2)8-4-5-16(3)9(6-8)25-23(24,22-16)26-15-13(20)11(18)10(17)12(19)14(15)21/h8-9H,1,4-6H2,2-3H3/t8-,9+,16+,23?/m1/s1

InChI key

CZCFCQOKUBIPHN-QSHUGKRNSA-N

Application

(−)-PI Reagent is an air- and moisture-tolerant, reagent developed in the Baran lab for stereospecific synthesis of chiral phosphines and methylphosphonate nucleotides. The enantiomer, (+)-PI Reagent, is also available.

Learn more about PI and PSI reagents

Other Notes

Enantiodivergent formation of C-P bonds: synthesis of P-chiral phosphines and methyl-phosphonate oligonucleotides

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

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

Visit the Document Library