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Merck
모든 사진(5)

문서

115754

Sigma-Aldrich

2,2,6,6-Tetramethylpiperidine

≥99%

동의어(들):

2,2,6,6-tetramethylpiperidide, 2,2,6,6-tetramethylpiperidine, Norpempidine, TEMP, TMPH

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About This Item

실험식(Hill 표기법):
C9H19N
CAS Number:
Molecular Weight:
141.25
Beilstein:
103296
EC Number:
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

≥99%

refractive index

n20/D 1.445 (lit.)

bp

152 °C (lit.)

density

0.837 g/mL at 25 °C (lit.)

SMILES string

CC1(C)CCCC(C)(C)N1

InChI

1S/C9H19N/c1-8(2)6-5-7-9(3,4)10-8/h10H,5-7H2,1-4H3

InChI key

RKMGAJGJIURJSJ-UHFFFAOYSA-N

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일반 설명

2,2,6,6-Tetramethylpiperidineis a hindered secondary amine that is used to prepare metallo-amide bases and selective generation of silylketene acetals.

애플리케이션

2,2,6,6-Tetramethylpiperidine can be used as a reactant to synthesize:
  • Allylated tertiary amines via allylic amination of allylic chlorides.
  • Hydroxylamines via oxidation in the presence of oxone as an oxidant.
  • Sulfenamide compounds by reacting with heterocyclic thiols in the presence of iodine as an oxidant.
  • N-methylated amines via N-methylation by reacting with CO2 and phenylsilane.
  • Propargylamines via three-component Mannich coupling reaction with aldehydes and alkynes.

픽토그램

FlameCorrosionExclamation mark

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Met. Corr. 1 - Skin Corr. 1A - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point (°F)

98.6 °F - closed cup

Flash Point (°C)

37 °C - closed cup

개인 보호 장비

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


시험 성적서(COA)

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Journal of magnetic resonance (San Diego, Calif. : 1997), 274, 65-72 (2016-11-28)
We demonstrate a method for the preparation of hyperpolarized water by dissolution Dynamic Nuclear Polarization at high magnetic field. Protons were polarized at 6.7T and 1.1K to >70% with frequency modulated microwave irradiation at 188GHz. 97.2±0.7% of the radical was
Gaku Akimoto et al.
The Journal of organic chemistry, 83(21), 13498-13506 (2018-10-23)
The reaction pathways of lithium 2,2,6,6-tetramethylpiperidide (LiTMP)-mediated deprotonative metalation of methoxy-substituted arenes were investigated. Importantly, it was experimentally observed that, whereas TMEDA has no effect on the course of the reactions, the presence of more than the stoichiometric amount of
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Carbohydrate polymers, 181, 1061-1070 (2017-12-20)
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