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768-66-1 molecular structure
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2,2,6,6-tetramethylpiperidine

ChemBase ID: 22369
Molecular Formular: C9H19N
Molecular Mass: 141.25386
Monoisotopic Mass: 141.15174961
SMILES and InChIs

SMILES:
CC1(C)NC(C)(C)CCC1
Canonical SMILES:
CC1(C)CCCC(N1)(C)C
InChI:
InChI=1S/C9H19N/c1-8(2)6-5-7-9(3,4)10-8/h10H,5-7H2,1-4H3
InChIKey:
RKMGAJGJIURJSJ-UHFFFAOYSA-N

Cite this record

CBID:22369 http://www.chembase.cn/molecule-22369.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2,2,6,6-tetramethylpiperidine
IUPAC Traditional name
2,2,6,6-tetramethylpiperidine
Synonyms
2,2,6,6-Tetramethylpiperidine
Norpempidine
2,2,6,6-Tetramethylpiperidine 99+%
2,2,6,6-Tetramethylpiperidine
Tetramethylpiperidine
2,2,6,6-TETRAMETHYL PIPERIDINE
2,2,6,6-四甲基哌啶
CAS Number
768-66-1
EC Number
212-199-3
MDL Number
MFCD00005985
Beilstein Number
103296
PubChem SID
24888966
160985676
24847237
PubChem CID
13035
Chemspider ID
12493
Wikipedia Title
2,2,6,6-Tetramethylpiperidine

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -1.1858974  LogD (pH = 7.4) -0.9358902 
Log P 2.051791  Molar Refractivity 44.9494 cm3
Polarizability 18.13941 Å3 Polar Surface Area 12.03 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Apperance
Clear liquid expand Show data source
Melting Point
-59°C expand Show data source
-59°C expand Show data source
Boiling Point
151-152°C expand Show data source
152 °C(lit.) expand Show data source
152°C expand Show data source
152-154°C expand Show data source
155-157°C expand Show data source
Flash Point
24 °C expand Show data source
24°C expand Show data source
34°C(93°F) expand Show data source
75.2 °F expand Show data source
Density
0.83 g/mL expand Show data source
0.832 expand Show data source
0.832 g/ml expand Show data source
0.837 expand Show data source
0.837 g/mL at 25 °C(lit.) expand Show data source
Refractive Index
1.4440 expand Show data source
1.4450 expand Show data source
n20/D 1.445 expand Show data source
n20/D 1.445(lit.) expand Show data source
Storage Warning
FLAMMABLE expand Show data source
Flammable/Toxic/Irritant expand Show data source
RTECS
TN4220000 expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
Flammable Flammable (F) expand Show data source
X expand Show data source
Irritant Irritant (Xi) expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
1992 expand Show data source
UN2733 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Hazard Class
3 expand Show data source
Packing Group
3 expand Show data source
III expand Show data source
Risk Statements
10-22-34 expand Show data source
10-22-36/37/38 expand Show data source
R:10-36/37/38 expand Show data source
R10 R22 R36/37/38 expand Show data source
Safety Statements
26 expand Show data source
26-36/37/39-45 expand Show data source
S:9-16-25-26 expand Show data source
S16 S26 S37/39 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS02 expand Show data source
GHS05 expand Show data source
GHS06 expand Show data source
GHS07 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H226-H301-H315-H319-H335 expand Show data source
H314-H318-H226-H302 expand Show data source
GHS Precautionary statements
P261-P301 + P310-P305 + P351 + P338 expand Show data source
P280-P305+P351+P338-P309-P310 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 1992 3/PG 3 expand Show data source
Purity
≥97.0% (GC) expand Show data source
≥99% expand Show data source
97% expand Show data source
98% expand Show data source
98+% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Empirical Formula (Hill Notation)
C9H19N expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 05225654 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - 115754 external link
Application
The lithium amide has been used to efficiently ortho deprotonate pyridine-3-carboxamides.1
Packaging
5, 10, 25 g in glass bottle
Sigma Aldrich - 87900 external link
Other Notes
The lithium amide is a base promoting stereoselective enolate formation1,2

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • 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).
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PATENTS

PATENTS

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INTERNET

INTERNET

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