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Merck
모든 사진(3)

주요 문서

679674

Sigma-Aldrich

2-Benzyloxy-1-methylpyridinium triflate

96%

동의어(들):

Bn-OPT, Dudley Reagent

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About This Item

실험식(Hill 표기법):
C14H14F3NO4S
CAS Number:
Molecular Weight:
349.33
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

분석

96%

양식

solid

mp

85-91 °C

작용기

fluoro
phenyl
triflate

저장 온도

2-8°C

SMILES string

[O-]S(=O)(=O)C(F)(F)F.C[n+]1ccccc1OCc2ccccc2

InChI

1S/C13H14NO.CHF3O3S/c1-14-10-6-5-9-13(14)15-11-12-7-3-2-4-8-12;2-1(3,4)8(5,6)7/h2-10H,11H2,1H3;(H,5,6,7)/q+1;/p-1

InChI key

DUXHYQYOPHEFGC-UHFFFAOYSA-M

애플리케이션

Dudley Reagents


  • Novel reagent for benzyl protection of alcohols under neutral conditions. Promotes selective formation of benzyl esters of carboxylic acids in presence of triethylamine.

법적 정보

Sold under license from FSURF, US patent 7,754,909 and related patents apply. Label license, without restriction to scale, is granted to end-user upon purchase.

픽토그램

CorrosionExclamation mark

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

이미 열람한 고객

Slide 1 of 1

1 of 1

Kevin W C Poon et al.
The Journal of organic chemistry, 71(10), 3923-3927 (2006-05-06)
2-Benzyloxy-1-methylpyridinium triflate (1) is a stable, neutral organic salt that converts alcohols into benzyl ethers upon warming. The synthesis and reactivity of 1 are described herein. Benzylation of a wide range of alcohols occurs in good to excellent yield.
Jumreang Tummatorn et al.
The Journal of organic chemistry, 72(23), 8962-8964 (2007-10-16)
Triethylamine (Et3N) mediates esterification reactions between the title reagent (1) and carboxylic acids. Alcohols, phenols, amides, and other sensitive functionality are not affected; a dual role for Et3N as a promoter and a scavenger is postulated. Benzyl esters are obtained
Dudley, G. B. et al.
Synlett, 3142-3142 (2005)

문서

Benzyl ethers and derivatives are among the most widely used protecting groups in organic synthesis. Cleavage can be effected under a variety of conditions including hydrogenolysis, oxidation, and acid decomposition.

Benzyl and p-methoxy benzyl protecting groups require use of acidic or basic reaction media and/or otherwise non-mild reaction conditions, which sometimes are not compatible with other functional groups in the molecule. Dudley Reagents provide protection of alcohols and carboxylic acids under relatively neutral reaction conditions

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