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392588

Sigma-Aldrich

2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide

98%

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About This Item

Empirical Formula (Hill Notation):
C9H18N2O
CAS Number:
702-96-5
Molecular Weight:
170.25
EC Number:
211-871-3
MDL number:
MFCD00014492
UNSPSC Code:
12352100
PubChem Substance ID:
24864468
NACRES:
NA.22

Assay

98%

form

solid

mp

128-131 °C (lit.)

SMILES string

CC1(C)CC(C(N)=O)C(C)(C)N1

InChI

1S/C9H18N2O/c1-8(2)5-6(7(10)12)9(3,4)11-8/h6,11H,5H2,1-4H3,(H2,10,12)

InChI key

POAGFQOGFRYOFM-UHFFFAOYSA-N

General description

2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide (2,2,5,5-Tetramethylpyrrolidine-3-carboxamide) is a carboxamide of hydrogenated pyrrole derivative. Its synthesis by the hydrogenation of 2,2,5,5-tetramethyl-3-pyrroline-3-carboxamide has been reported. The antiarrhythmic activity of some of the derivatives of 2,2,5,5-tetramethylpyrrolidine-3-carboxamide has been evaluated.

Application

2,2,5,5-Tetramethyl-3-pyrrolidinecarboxamide may be used in the synthesis of its nitroxide, 3-carbamoyl-2,2,5,5-tetramethyl-1-pyrrolidinyloxy free radical.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP3536
SHBD7357V
SHBB9333V
SHBB2228V
02996BP

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Yaws CL.
The Yaws Handbook of Physical Properties for Hydrocarbons and Chemicals, 260-260 (2015)
Nitroxide free radicals in the hydrogenated pyrrole series.
Rozantsev EG, et al.
Russian Chemical Bulletin, 15(4), 638-641 (1966)
O H Hankovszky et al.
Journal of medicinal chemistry, 29(7), 1138-1152 (1986-07-01)
N-(omega-Aminoalkyl)-2,2,5,5-tetramethyl-3-pyrroline- or -pyrrolidine-3-carboxamides were acylated on the primary amino group of the side chain by means of reactive acid derivatives (acid chlorides, activated esters, phthalic anhydrides, phthalimide, 2-alkyl-4H-3,1-benzoxazin-4-ones) or they were alkylated by forming the Schiff bases and subsequent sodium

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