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Key Documents

V209

Sigma-Aldrich

δ-Valerolactam

98%

Synonym(s):

delta-Valerolactam, 2-Piperidone

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About This Item

Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
Molecular Weight:
99.13
Beilstein:
106434
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

bp

256 °C (lit.)
81-82 °C/0.1 mmHg (lit.)

mp

38-40 °C (lit.)

SMILES string

O=C1CCCCN1

InChI

1S/C5H9NO/c7-5-3-1-2-4-6-5/h1-4H2,(H,6,7)

InChI key

XUWHAWMETYGRKB-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Haili Lin et al.
Experimental & molecular medicine, 52(3), 367-379 (2020-03-11)
The function of the fibrinolytic system was first identified to dissolve fibrin to maintain vascular patency. Connections between the fibrinolytic system and many other physiological and pathological processes have been well established. Dysregulation of the fibrinolytic system is closely associated
Mitchell G Thompson et al.
ACS synthetic biology, 9(1), 53-62 (2019-12-17)
Caprolactam is an important polymer precursor to nylon traditionally derived from petroleum and produced on a scale of 5 million tons per year. Current biological pathways for the production of caprolactam are inefficient with titers not exceeding 2 mg/L, necessitating
Asymmetric synthesis of gamma-keto-delta-lactam derivatives: application to the synthesis of a conformationally constrained surrogate of Ala-Ser dipeptide.
S D Koulocheri et al.
The Journal of organic chemistry, 66(23), 7915-7918 (2001-11-10)
S Gordon et al.
Farmaco (Societa chimica italiana : 1989), 52(10), 603-608 (1998-05-15)
The synthesis of a series of 2-amino-4-hydroxy-delta-valerolactam derivatives is described (compounds 4 to 10). These compounds showed a high anthelmintic in vitro activity against the Nippostrongylus brasiliensis model.
Hiroshi Tsuchikawa et al.
Organic letters, 14(9), 2326-2329 (2012-04-26)
Chiral 2-piperidinone compounds with various C-6 substituents were successfully synthesized via a Pd-catalyzed asymmetric 6-endo cyclization of dienamides, which were evidently activated by both N-p-toluenesulfonyl and C-3 ester substituents.

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