CAS 768-66-1|2,2,6,6-tetramethylpiperidine|2,2,6,6-Tetramethylpiperidine|2,2,6,6-tetramethylpiperidine|Norpempidine|2,2,6,6-Tetramethylpiperidine 99+%|2,2,6,6-TETRAMETHYL PIPERIDINE|Tetramethylpiper...

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

RKMGAJGJIURJSJ-UHFFFAOYSA-N

H Acceptors

H Donor

LogD (pH = 5.5)

-1.1858974

LogD (pH = 7.4)

-0.9358902

Log P

2.051791

Molar Refractivity

44.9494

Polarizability

18.13941

Polar Surface Area

12.03

Rotatable Bonds

Lipinski's Rule of Five

true

2,2,6,6-TetramethylpiperidineNorpempidine2,2,6,6-Tetramethylpiperidine 99+%2,2,6,6-TETRAMETHYL PIPERIDINETetramethylpiperidine2,2,6,6-Tetramethylpiperidine2,2,6,6-四甲基哌啶

2,2,6,6-tetramethylpiperidine

IUPAC Traditional name

2,2,6,6-tetramethylpiperidine

Click here to submit data

05225654

MP Biomedicals Rare Chemical collection

115754

Application
The lithium amide has been used to efficiently ortho deprotonate pyridine-3-carboxamides.1
Packaging
5, 10, 25 g in glass bottle

87900

Other Notes
The lithium amide is a base promoting stereoselective enolate formation1,2

• Lithiation gives a highly-hindered, non-nucleophilic strong base; see, e.g. Org. Synth. Coll., 6, 571 (1988);9, 426 (1998); Tetrahedron, 50, 3099 (1994). For use in selective isomerization of epoxides to aldehydes, see: J. Chem. Soc., Chem. Commun., 2103 (1994). For a study of the influence of TMEDA and related chelating ligands on the solution structure of the lithiated base, see: J. Org. Chem., 62, 5748 (1997). The Mg derivative, obtained by reaction with n-BuMgCl, is also an effective strong base which has been used in the regioselective ortho-metallation of pyridine carbamates and carboxamides: J. Org. Chem., 60,8414 (1995).

Names and Identifiers

Synonyms

2,2,6,6-TetramethylpiperidineNorpempidine2,2,6,6-Tetramethylpiperidine 99+%2,2,6,6-TETRAMETHYL PIPERIDINETetramethylpiperidine2,2,6,6-Tetramethylpiperidine2,2,6,6-四甲基哌啶

IUPAC name

2,2,6,6-tetramethylpiperidine

IUPAC Traditional name

2,2,6,6-tetramethylpiperidine

Registration numbers

PubChem SID

1609856762488896624847237

PubChem CID

CAS Number

EC Number

Beilstein Number

MDL Number

Chemspider ID

Wikipedia Title

2,2,6,6-Tetramethylpiperidine

Molecule Details

MP Biomedicals

05225654

MP Biomedicals Rare Chemical collection

Wikipedia

2,2,6,6-Tetramethylpiperidine

Sigma Aldrich

115754

Application
The lithium amide has been used to efficiently ortho deprotonate pyridine-3-carboxamides.1
Packaging
5, 10, 25 g in glass bottle

87900

Other Notes
The lithium amide is a base promoting stereoselective enolate formation1,2

References

PubChem Literature

From Data Sources

Bioactivity

PubChem BioAssay

RTECS

TN4220000

TSCA Listed

false

是

European Hazard Symbols

Irritant (Xi)

Flammable (F)

Harmful (Xn)

Harmful (X)

Corrosive (C)

Safety Statements

S:9-16-25-26

S16 26 37/39

26-36/37/39-45

Risk Statements

R:10-36/37/38

R10 22 36/37/38

10-22-36/37/38

10-22-34

GHS Pictograms

Acute toxicity (oral, dermal, inhalation), categories 1,2,3

Flammable gases, category 1

Flammable aerosols, categories 1,2

Flammable liquids, categories 1,2,3

Self-reactive substances and mixtures, Types B,C,D,E,F

Pyrophoric liquids, category 1

Pyrophoric solids, category 1

Self-heating substances and mixtures

Substances and mixtures, which in contact with water, emit flammable gases, categories 1,2,3

Organic peroxides, Types B,C,D,E,F

Acute toxicity (oral, dermal, inhalation), category 4

Skin irritation, category 2

Eye irritation, category 2

Skin sensitisation, category 1

Specific Target Organ Toxicity – Single exposure, category 3

Corrosive to metals, category 1

Skin corrosion, categories 1A,1B,1C

Serious eye damage, category 1

GHS Signal Word

Danger

Packing Group

III

UN Number

1992

UN2733

German water hazard class

GHS Precautionary statements

P261-P301+P310-P305+P351+P338

P280-P305+P351+P338-P309-P310

RID/ADR

UN 1992 3/PG 3

Hazard Class

GHS Hazard statements

H226-H301-H315-H319-H335

H314-H318-H226-H302

Personal Protective Equipment

Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Certificate of Analysis

Empirical Formula (Hill Notation)

Molecule

ID:22369