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37350

Sigma-Aldrich

3,4-Dihydro-2H-pyran

purum, ≥95.0% (GC)

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About This Item

Empirical Formula (Hill Notation):
C5H8O
CAS Number:
Molecular Weight:
84.12
Beilstein/REAXYS Number:
103493
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

vapor density

2.9 (vs air)

grade

purum

assay

≥95.0% (GC)

impurities

≤3% tetrahydropyran

refractive index

n20/D 1.440 (lit.)
n20/D 1.441

bp

86 °C (lit.)

mp

−70 °C (lit.)

density

0.922 g/mL at 25 °C (lit.)

SMILES string

C1COC=CC1

InChI

1S/C5H8O/c1-2-4-6-5-3-1/h2,4H,1,3,5H2

InChI key

BUDQDWGNQVEFAC-UHFFFAOYSA-N

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Other Notes

Protecting group reagent for alcohols[1][2]

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1B

supp_hazards

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

5.0 °F - closed cup

flash_point_c

-15 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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T.W. Green et al.
Protective Groups in Organic Synthesis null
T. Nishiguchi et al.
Journal of the Chemical Society. Chemical Communications, 1766-1766 (1990)
Weijun Yao et al.
Organic letters, 12(10), 2422-2425 (2010-05-01)
A cinchona alkaloid-catalyzed domino Michael/hemiacetalization reaction of cyclic beta-oxo aldehydes and aromatic beta,gamma-unsaturated alpha-keto esters, resulting in the formation of spiro-dihydropyran architectures in good yield with high stereoselectivity (up to 97% ee), is presented.
Yangbin Liu et al.
The Journal of organic chemistry, 77(8), 4136-4142 (2012-03-22)
A simple chiral diamine catalyst (1a) was successfully applied in the asymmetric Michael reaction between cyclic dimedone and α,β-unsaturated ketones. Both acyclic enones with aryl or alkyl β-substituents and cyclic enones were tolerated well in the reaction. The desired adducts
Debendra K Mohapatra et al.
Organic letters, 13(4), 744-747 (2011-01-11)
Highly stereoselective total syntheses of polyrhacitide A and epi-cryptocaryolone have been achieved in 11 steps with high overall yield of 24% and 28%, respectively, following a recently developed strategy for the construction of trans-2,6-disubstituted-3,4-dihydropyrans. In this report, the versatility of

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