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393835

Sigma-Aldrich

o-Xylylene N,N-diethylphosphoramidite

technical grade

Synonym(s):

3-(Diethylamino)-1,5-dihydro-2,4,3-benzodioxaphosphepine

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About This Item

Empirical Formula (Hill Notation):
C12H18NO2P
CAS Number:
Molecular Weight:
239.25
Beilstein:
3590087
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

grade

technical grade

form

liquid

refractive index

n20/D 1.541 (lit.)

bp

95-96 °C/0.1 mmHg (lit.)

solubility

THF: soluble
acetonitrile: soluble
cold water: insoluble
dichloromethane: soluble

density

1.109 g/mL at 25 °C (lit.)

SMILES string

CCN(CC)P1OCc2ccccc2CO1

InChI

1S/C12H18NO2P/c1-3-13(4-2)16-14-9-11-7-5-6-8-12(11)10-15-16/h5-8H,3-4,9-10H2,1-2H3

InChI key

JDAKPBBWYIWXJF-UHFFFAOYSA-N

Related Categories

Application

o-Xylylene N,N-diethylphosphoramidite (N,N-diethyl-1,5-dihydro-2,4,3-benzodioxaphosphepin-3-amine) may be used in the synthesis of the following:
  • bicyclic glycosyl phosphite
  • pentakis(o-xylylene phosphate)
  • o-xylylene alkyl phosphites

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

188.6 °F - closed cup

Flash Point(C)

87 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

393835-VAR:
393835-5G:
393835-BULK:
393835-250MG:
393835-1G:


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’.

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Utilization of O-xylylene N,N-diethylphosphoramidite for the synthesis of phosphoric diesters.
Watanabe Y, et al
Tetrahedron Letters, 33(10), 1313-1316 (1992)
Honglu Zhang et al.
Organic letters, 11(7), 1551-1554 (2009-03-04)
The phosphorylated inositol diphosphates, including the diphosphoinositol pentakisphosphate regioisomers, play critical roles in signal transduction and cellular regulation. In particular, the IP(7) isomer 5-PP-Ins(1,2,3,4,6)P(5) is implicated in a nonenzymatic phosphate transfer converting a protein serine phosphate residue to a serine
Synergistic inhibition of human Synergistic inhibition of human α-1, 3-fucosyltransferase V.
Qiao L, et al
Journal of the American Chemical Society, 118(33), 7653-7662 (1996)

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