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3,4-Dihydro-2H-pyran

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3,4-Dihydro-2H-pyran Basic information

Product Name:
3,4-Dihydro-2H-pyran
Synonyms:
  • 3,4-dihydro-2h-pyra
  • 3,4-Dihydro-2-pyran
  • delta(Sup2)-Dihydropyran
  • delta2-Dihydropyran
  • Pyran, dihydro-
  • pyran,dihydro-
  • δ2-dihydropyran
  • DIHYDROPYRAN
CAS:
110-87-2
MF:
C5H8O
MW:
84.12
EINECS:
203-810-4
Product Categories:
  • Halogenated Heterocycles ,Isoquinolines ,Quinolines ,Quinazolines ,Quinaldines
  • Protection and Derivatization
  • Protection & Derivatization Reagents (for Synthesis)
  • Synthetic Organic Chemistry
  • Others
  • Protecting and Derivatizing Reagents
  • Oxygen cyclic compounds
Mol File:
110-87-2.mol
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3,4-Dihydro-2H-pyran Chemical Properties

Melting point:
-70 °C (lit.)
Boiling point:
86 °C (lit.)
Density 
0.922 g/mL at 25 °C (lit.)
vapor density 
2.9 (vs air)
vapor pressure 
77.8 hPa (20 °C)
refractive index 
n20/D 1.440(lit.)
Flash point:
4 °F
storage temp. 
Store below +30°C.
solubility 
7.7g/l
form 
Liquid
color 
Clear colorless to yellow
PH
7 (5g/l, H2O, 20℃)
explosive limit
1.1-13.8%(V)
Water Solubility 
20 g/L (20 ºC)
BRN 
103493
Stability:
Volatile
InChIKey
BUDQDWGNQVEFAC-UHFFFAOYSA-N
LogP
0.690
CAS DataBase Reference
110-87-2(CAS DataBase Reference)
NIST Chemistry Reference
2H-Pyran, 3,4-dihydro-(110-87-2)
EPA Substance Registry System
2H-Pyran, 3,4-dihydro- (110-87-2)
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Safety Information

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38-36/38-19
Safety Statements 
16-26-36-37/39-33-7/9
RIDADR 
UN 2376 3/PG 2
WGK Germany 
3
RTECS 
UP7700000
Autoignition Temperature
240 °C
Hazard Note 
Highly Flammable/Irritant
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29329995
Toxicity
LD50 orally in Rabbit: > 4000 mg/kg

MSDS

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3,4-Dihydro-2H-pyran Usage And Synthesis

Chemical Properties

colorless to light yellow liqui

Uses

Widely used hydroxyl-protecting reagent3,4-Dihydro-2H-pyran is used as a hydroxyl-protecting reagent in organic synthesis. It acts as an intermediate in synthetic chemistry. It is used to protect various reactive functional groups. It is involved in the polymerization reaction either alone or with unsaturated compound and finds application in polymer industries. Further, it is employed in the preparation of bicyclic compounds of epoxide-fused, halo compounds and allenic alcohols.

Flammability and Explosibility

Flammable

Safety Profile

A flammable and very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidzing materials. Keep away from heat and open flame. To fight fire, use alcohol foam, CO2, or dry chemical. When heated to decomposition it emits acrid smoke and irritating

Purification Methods

Partially dry dihydropyran with Na2CO3, then fractionally distil it. The fraction b 84-85o is refluxed with Na until hydrogen no longer evolves when fresh Na is added. It is then dried, and distilled again through a 60 x 1.2cm column packed with glass rings [Brandon et al. J Am Chem Soc 72 2120 1950, UV: Elington et al. J Chem Soc 2873 1952, NMR: Bushweller & O'Neil Tetrahedron Lett 4713 1969]. It has been characterised as the 3,5-dinitrobenzoyloxy-tetrahydrofuran derivative, m 103o which forms pale yellow crystals from dihydropyran/Et2O [Woods & Kramer J Am Chem Soc 69 2246 1947]. [Beilstein 17/1 V 181.]

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