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Merck
CN

448427

(4R)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide

98%

Synonym(s):

(2R,4R)-5,5-Dimethyl-2-hydroxy-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide, (R)-(−)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane 2-oxide

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About This Item

Empirical Formula (Hill Notation):
C11H15O4P
CAS Number:
98674-80-7
Molecular Weight:
242.21
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24868406
MDL number:
MFCD00044976
Beilstein/REAXYS Number:
4294714
Assay:
98%

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InChI

1S/C11H15O4P/c1-11(2)8-14-16(12,13)15-10(11)9-6-4-3-5-7-9/h3-7,10H,8H2,1-2H3,(H,12,13)/t10-/m1/s1

SMILES string

CC1(C)COP(O)(=O)O[C@@H]1c2ccccc2

InChI key

PSZSDCWNBXVDFG-SNVBAGLBSA-N

assay

98%

optical activity

[α]20/D −62°, c = 0.5 in methanol

impurities

<5% water

Quality Level

200

functional group

phenyl, phosphate

storage temp.

2-8°C

Related Categories

Application

(4R)-2-Hydroxy-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinan 2-oxide can be used:
  • As a reactant in the phosphoalkoxylation of aromatic enones.
  • As a chiral resolving agent in the resolution of amino acids, amines, and amino alcohols.

pictograms

Exclamation mark
GHS07

signalword

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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Certificates of Analysis (COA)

Lot/Batch Number
1377630V
BCBB9529
BCBB7767
1386419
1377630

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Enantiomeric impurities in chiral catalysts, auxiliaries and synthons used in enantioselective synthesis
Armstrong DW, et al.
Tetrahedron Asymmetry, 9(12), 2043-2064 (1998)
Four-component α-bromo-β-phosphoalkoxylation of aromatic α, β-unsaturated carbonyl compounds
Sohail M, et al.
Royal Society of Chemistry Advances, 5(22), 17014-17017 (2015)

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