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110-87-2

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110-87-2 Usage

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.]

Check Digit Verification of cas no

The CAS Registry Mumber 110-87-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 110-87:
(5*1)+(4*1)+(3*0)+(2*8)+(1*7)=32
32 % 10 = 2
So 110-87-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O/c1-2-4-6-5-3-1/h2,4H,1,3,5H2

110-87-2 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (D0555)  3,4-Dihydro-2H-pyran  >97.0%(GC)

  • 110-87-2

  • 25mL

  • 110.00CNY

  • Detail
  • TCI America

  • (D0555)  3,4-Dihydro-2H-pyran  >97.0%(GC)

  • 110-87-2

  • 100mL

  • 190.00CNY

  • Detail
  • TCI America

  • (D0555)  3,4-Dihydro-2H-pyran  >97.0%(GC)

  • 110-87-2

  • 500mL

  • 690.00CNY

  • Detail
  • Alfa Aesar

  • (L02731)  3,4-Dihydro-2H-pyran, 99%   

  • 110-87-2

  • 25ml

  • 116.0CNY

  • Detail
  • Alfa Aesar

  • (L02731)  3,4-Dihydro-2H-pyran, 99%   

  • 110-87-2

  • 100ml

  • 135.0CNY

  • Detail
  • Alfa Aesar

  • (L02731)  3,4-Dihydro-2H-pyran, 99%   

  • 110-87-2

  • 500ml

  • 491.0CNY

  • Detail
  • Sigma-Aldrich

  • (37350)  3,4-Dihydro-2H-pyran  purum, ≥95.0% (GC)

  • 110-87-2

  • 37350-500ML

  • 1,366.56CNY

  • Detail
  • Aldrich

  • (D106208)  3,4-Dihydro-2H-pyran  97%

  • 110-87-2

  • D106208-100ML

  • 168.48CNY

  • Detail
  • Aldrich

  • (D106208)  3,4-Dihydro-2H-pyran  97%

  • 110-87-2

  • D106208-500ML

  • 606.06CNY

  • Detail

110-87-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dihydropyran

1.2 Other means of identification

Product number -
Other names DIHYDROPYRANE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:110-87-2 SDS

110-87-2Related news

Control of reactivity of novolac resins: the use of 3,4-Dihydro-2H-pyran (cas 110-87-2) as a labile protecting group08/26/2019

The control of the reactivity of novolac resins towards common crosslinkers through the use of 3,4-dihydro-2H-pyran as a protecting group is reported. This thermally labile protecting group is shown to be effective for the control of the cure of the novolac resin system through the use of models...detailed

3,4-Dihydro-2H-pyran (cas 110-87-2) promoted aerobic oxidative aromatization of 1,3,5-trisubstituted pyrazolines and Hantzsch 1,4-dihydropyridines08/25/2019

An unprecedented facile oxidation of 1,3,5-trisubstituted pyrazolines and Hantzsch 1,4-dihydropyridines (DHPs) to the corresponding pyrazoles and pyridines was observed, mediated by 3,4-dihydro-2H-pyran in air. The reaction showed excellent reactivity, functional group tolerance, and high yield ...detailed

110-87-2Relevant articles and documents

Manganese-Catalyzed Desaturation of N-Acyl Amines and Ethers

Li, Gang,Kates, Patrick A.,Dilger, Andrew K.,Cheng, Peter T.,Ewing, William R.,Groves, John T.

, p. 9513 - 9517 (2019)

Enamines and enol ethers are versatile synthons for chemical synthesis. While several methods have been developed to access such molecules, prefunctionalized starting materials are usually required, and direct desaturation methods remain rare. Herein, we report direct desaturation reactions of N-protected cyclic amines and cyclic ethers using a mild I(III) oxidant, PhI(OAc)2, and an electron-deficient manganese pentafluorophenylporphyrin catalyst, Mn(TPFPP)Cl. This system displays high efficiency for α,β-desaturation of various cyclic amines and ethers. Mechanistic probes suggest that the desaturation reaction occurs via an initial α-C-H hydroxylation pathway, which serves to protect the product from overoxidation.

Regioselective Ni(II)-assisted alkylation of 2-methoxy-5,6- dihydro-2H-pyran: A new route to 2-n.alkyl-5,6-dihydro-2H-pyrans

Guagnano, Vito,Lardicci, Luciano,Malanga, Corrado,Menicagli, Rita

, p. 2025 - 2026 (1998)

In the presence of a catalytic amount of NidppeCl2, 2-methoxy- 5,6-dihydro-2H-pyran reacts with primary Grignard reagents to give the corresponding 2-n.alkyl-5,6-dihydro-2H-pyrans in satisfactory yields.

Stable vapor-phase conversion of tetrahydrofurfuryl alcohol into 3,4-2H-dihydropyran

Sato, Satoshi,Igarashi, Jun,Yamada, Yasuhiro

, p. 213 - 218 (2013)

Vapor-phase synthesis of 3,4-2H-dihydropyran (DHP) from tetrahydrofurfuryl alcohol (THFA) was investigated over acidic catalysts modified with transition metals. Catalytic activity of alumina was seriously deactivated in the reaction of THFA in nitrogen at 300 °C although the initial activity was high. Tetragonal ZrO2 showed the catalytic activity to produce DHP at 350 °C. Alumina modified with Cu exhibits stable catalytic activity with high selectivity to DHP under hydrogen flow conditions, and the optimum activity was obtained at CuO contents of 5-10 wt.%: the selectivity to DHP was as high as 85%. Prior to the reaction, CuO was reduced to metallic Cu, which probably works as a product remover together with hydrogen to prevent coke formation. The reaction pathway from THFA to DHP was discussed: it is speculated that THFA is initially rearranged into 2-hydroxytetrahydropyran, which rapidly dehydrated to DHP.

-

Gensler et al.

, p. 200,202 (1967)

-

Production of 1,5-pentanediol via upgrading of tetrahydrofurfuryl alcohol

-

Page/Page column 12; 13, (2018/10/11)

A method of making 1,5-pentanediol from tetrahydrofurfural alcohol. The method includes the steps of dehydrating tetrahydrofurfural alcohol (THFA) to dihydropyran (DHP); hydrating at least a portion of the DHP to 2-hydroxy-tetrahydropyran (2-HY-THP) in the presence of a solid acid catalyst; and hydrogenating at least a portion of the 2-HY-THP to 1,5-pentanediol. The method can be conducted entirely in the absence of noble metal catalysts.

PRODUCTION OF 1,5-PENTANEDIOL VIA UPGRADING OF TETRAHYDROFUFURYL ALCOHOL

-

Paragraph 0062; 0073, (2017/09/05)

A method of making 1,5-pentanediol from tetrahydrofurfural alcohol. The method includes the steps of dehydrating tetrahydrofurfural alcohol (THFA) to dihydropyran (DHP); hydrating at least a portion of the DHP to 2-hydroxy-tetrahydropyran (2-HY-THP) in the absence of homogeneous acid; and hydrogenating at least a portion of the 2-HY-THP to 1,5-pentanediol. The method can be conducted entirely in the absence of noble metal catalysts.

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