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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Megan Smyth et al.
Carbohydrate polymers, 179, 186-195 (2017-11-08)
Alginate is commonly used in the form of hydrogels in biomedical applications. It is known to be highly sensitive to liquid exposure and can degrade or solubilize easily. This study attempts to improve the mechanical and material properties in various
Geoffrey Deguest et al.
Organic letters, 8(25), 5889-5892 (2006-12-01)
A novel one-pot methodology is described for the synthesis of functionalized pyrrolopyridinones using in situ generated formimines and an ortho-lithiated pyridinecarboxamide species. Depending on the reaction conditions, this procedure allows versatile access to aminomethylated pyridinecarboxamides, 2,3-dihydro-pyrrolopyridinones, or 1,1-dialkylated 2,3-dihydro-pyrrolopyridinone derivatives.
David Joram Mendoza et al.
Carbohydrate polymers, 226, 115292-115292 (2019-10-05)
TEMPO/NaClO/NaBr and sodium periodate were combined in a one-shot reaction to oxidise cellulose from bleached pulp. Oxidation of cellulose forms two fractions: a highly-carboxylated water-insoluble (up to 1.9 mmol COO-/g, DS = 0.39) and a water-soluble fraction (up to 4 mmol COO-/g, DS = 1.1). Results
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 115754-10G | 04061838703576 |
| 115754-25G | 04061838703583 |
| 115754-5G | 04061838703590 |