115754

Sigma-Aldrich

2,2,6,6-Tetramethylpiperidine

≥99%

Empirical Formula (Hill Notation):
C9H19N
CAS Number:
Molecular Weight:
141.25
Beilstein/REAXYS Number:
103296
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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Packaging

5, 10, 25 g in glass bottle

Application

The lithium amide has been used to efficiently ortho deprotonate pyridine-3-carboxamides.

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 1992 6.1(3) / PGIII

WGK Germany

2

Flash Point(F)

75.2 °F

Flash Point(C)

24 °C

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...
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....
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...
Alex Basu et al.
Nanomaterials (Basel, Switzerland), 8(7) (2018-07-25)
A Ca2+-crosslinked wood-based nanofibrillated cellulose (NFC) hydrogel was investigated to build knowledge toward the use of nanocellulose for topical drug delivery applications in a chronic wound healing context. Proteins of varying size and isoelectric point were loaded into the hydrogel...
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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