Skip to Content
Merck
All Photos(1)

Documents

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C7H14O3
CAS Number:
Molecular Weight:
146.18
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

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)

222.8 °F - closed cup

Flash Point(C)

106 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

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)

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