115754
2,2,6,6-Tetramethylpiperidine
≥99%
Synonym(s):
2,2,6,6-tetramethylpiperidide, 2,2,6,6-tetramethylpiperidine, Norpempidine, TEMP, TMPH
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About This Item
Empirical Formula (Hill Notation):
C9H19N
CAS Number:
Molecular Weight:
141.25
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-199-3
Beilstein/REAXYS Number:
103296
MDL number:
Assay:
≥99%
Quality Level
assay
≥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
General description
2,2,6,6-Tetramethylpiperidineis a hindered secondary amine that is used to prepare metallo-amide bases and selective generation of silylketene acetals.
Application
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.
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Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Met. Corr. 1 - Skin Corr. 1A - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
98.6 °F - closed cup
flash_point_c
37 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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S Doruk Cezan et al.
Nature communications, 10(1), 276-276 (2019-01-19)
Triboelectric charging of insulators, also known as contact charging in which electrical charges develop on surfaces upon contact, is a significant problem that is especially critical for various industries such as polymers, pharmaceuticals, electronics, and space. Several methods of tribocharge
Guangwei Geng et al.
ACS nano, 11(5), 4866-4876 (2017-04-18)
Metal-free catalytic materials have recently received broad attention as promising alternatives to metal-involved catalysts. This is owing to their inherent capability to overcome the inevitable limitations of metal-involved catalysts, such as high sensitivity to poisoning, the limited reserves, high cost
Minwoo Lee et al.
Carbohydrate polymers, 159, 125-135 (2017-01-01)
A series of elastomeric nanocomposites with superior tensile strength and extensibility, simultaneously exhibiting softening, was prepared using in situ polymerization by homogeneously dispersing TEMPO-oxidized cellulose individualized nanofibers (TOCNs) in a polyurethane urea (PUU) matrix. The structure of these PUU composites
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 115754-10G | 04061838703576 |
| 115754-5G | 04061838703590 |
| 115754-25G | 04061838703583 |