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115754

Sigma-Aldrich

2,2,6,6-Tetramethylpiperidine

≥99%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C9H19N
Numéro CAS:
768-66-1
Poids moléculaire :
141.25
Numéro Beilstein :
103296
Numéro CE :
212-199-3
Numéro MDL:
MFCD00005985
Code UNSPSC :
12352005
ID de substance PubChem :
24847237
Nomenclature NACRES :
NA.22

Niveau de qualité

200

Pureté

≥99%

Indice de réfraction

n20/D 1.445 (lit.)

Point d'ébullition

152 °C (lit.)

Densité

0.837 g/mL at 25 °C (lit.)

Chaîne SMILES 

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

Clé InChI

RKMGAJGJIURJSJ-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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.

Pictogrammes

FlameCorrosionExclamation mark
GHS02,GHS05,GHS07

Mention d'avertissement

Danger

Mentions de danger

H226,H290,H302,H314,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

98.6 °F - closed cup

Point d'éclair (°C)

37 °C - closed cup

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
SDBB0725
STBL1140
0000181359
0000172914
0000143733

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