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Key Documents

115738

Sigma-Aldrich

4-Amino-2,2,6,6-tetramethylpiperidine

98%

Synonym(s):

Triacetonediamine

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About This Item

Empirical Formula (Hill Notation):
C9H20N2
CAS Number:
Molecular Weight:
156.27
Beilstein:
105038
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

refractive index

n20/D 1.470 (lit.)

bp

188-189 °C (lit.)

mp

16-18 °C (lit.)

density

0.912 g/mL at 25 °C (lit.)

SMILES string

CC1(C)CC(N)CC(C)(C)N1

InChI

1S/C9H20N2/c1-8(2)5-7(10)6-9(3,4)11-8/h7,11H,5-6,10H2,1-4H3

InChI key

FTVFPPFZRRKJIH-UHFFFAOYSA-N

Gene Information

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Application

Additive for light and heat stability of polyamide 6 containing hindered piperidine amines and tertiary amines

Template for preparation of ammoniopiperidinium hydrogen phosphates

Fiber-reactive yellowing inhibitor for partial brightness stabilization of peroxide-bleached pulps

Reactant for thermostability of soybean / sunflower oils

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Met. Corr. 1 - Skin Corr. 1C

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

167.0 °F - closed cup

Flash Point(C)

75 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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We describe the synthesis of the lesser-known stoichiometric oxidation reagent 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1, Bobbitt's salt), as well as of 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl (2, AcNH-TEMPO). Several representative oxidation reactions are also presented to demonstrate the salt's oxidative capabilities. Bobbitt's salt has a range
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