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331074

Sigma-Aldrich

(4R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane

96%

Synonym(s):

2-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]ethanol

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About This Item

Empirical Formula (Hill Notation):
C7H14O3
CAS Number:
70005-89-9
Molecular Weight:
146.18
MDL number:
MFCD02682966
UNSPSC Code:
12352005
PubChem Substance ID:
24859931
NACRES:
NA.22

assay

96%

form

liquid

refractive index

n20/D 1.4390 (lit.)

bp

207 °C (lit.)

density

1.045 g/mL at 25 °C (lit.)

SMILES string

CC1(C)OC[C@@H](CCO)O1

InChI

1S/C7H14O3/c1-7(2)9-5-6(10-7)3-4-8/h6,8H,3-5H2,1-2H3/t6-/m1/s1

InChI key

YYEZYENJAMOWHW-ZCFIWIBFSA-N

application

(4R)-4-(2-Hydroxyethyl)-2,2-dimethyl-1,3-dioxolane can be used:
  • To introduce a chiral center selectively in the carbon chain C10 during the total synthesis of protectin D1.
  • As a starting material in the total synthesis of an anti-diabetic molecule cytopiloyne.
  • As a starting material in the preparation of 4-15N-amino-2-butane-1,2-diol, which is used to synthesize 15N-labeled oligodeoxynucleotides.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

222.8 °F - closed cup

flash_point_c

106 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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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Total synthesis of the potent anti-inflammatory lipid mediator Protectin D1
Rodriguez AR and Spur BW
Tetrahedron Letters, 55(43), 6011-6015 (2014)
Total synthesis of the potent anti-inflammatory lipid mediator Protectin D1.
Rodriguez AR and Spur BW.
Tetrahedron Letters, 55(43), 6011-6015 (2014)
Spectroscopic characterization of interstrand carbinolamine cross-links formed in the 5′-CpG-3′sequence by the acrolein-derived γ-OH-1, N 2-propano-2′-deoxyguanosine DNA Adduct
Cho Y, et al.
Journal of the American Chemical Society, 127(50), 17686-17696 (2005)
The First Total Synthesis of Cytopiloyne, an Anti-Diabetic, Polyacetylenic Glucoside
Kumar CR, et al.
Chemistry?A European Journal , 17(31), 8696-8703 (2011)

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