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Merck
CN

37350

3,4-Dihydro-2H-pyran

purum, ≥95.0% (GC)

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About This Item

Empirical Formula (Hill Notation):
C5H8O
CAS Number:
110-87-2
Molecular Weight:
84.12
EC Number:
203-810-4
UNSPSC Code:
12352005
PubChem Substance ID:
329755638
Beilstein/REAXYS Number:
103493
MDL number:
MFCD00006558

Key Documents

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InChI key

BUDQDWGNQVEFAC-UHFFFAOYSA-N

InChI

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

SMILES string

C1COC=CC1

vapor density

2.9 (vs air)

grade

purum

assay

≥95.0% (GC)

impurities

≤3% tetrahydropyran

refractive index

n20/D 1.441

bp

86 °C (lit.)

mp

−70 °C (lit.)

density

0.922 g/mL at 25 °C (lit.)

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Other Notes

Protecting group reagent for alcohols

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

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

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

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

Regulatory Information

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T. Nishiguchi et al.
Journal of the Chemical Society. Chemical Communications, 1766-1766 (1990)
T.W. Green et al.
Protective Groups in Organic Synthesis null
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.
Pieter Levecque et al.
Organic & biomolecular chemistry, 5(11), 1800-1806 (2007-05-24)
Venturello's peroxophosphotungstate compound and Ti(O(i)Pr)(4) were successfully used as catalysts for the epoxidation-alcoholysis of various dihydropyrans and dihydrofuran using H(2)O(2) as the oxidant. Different alcohols can be used as solvents and nucleophiles, resulting in hydroxy ether products with varying alkoxy
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
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