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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:
675-20-7
Molecular Weight:
99.13
Beilstein:
106434
EC Number:
211-622-9
MDL number:
MFCD00006037
UNSPSC Code:
12352100
PubChem Substance ID:
24900726
NACRES:
NA.22

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
GHS07

Signal Word

Warning

Hazard Statements

H319

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

Certificates of Analysis (COA)

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T Senda et al.
The Journal of organic chemistry, 66(21), 6852-6856 (2001-10-13)
Catalytic asymmetric synthesis of 4-aryl-2-piperidinones was realized for the first time by asymmetric 1,4-addition of arylboron reagents to 5,6-dihydro-2(1H)-pyridinones in the presence of a chiral bisphosphine-rhodium catalyst. In the reaction introducing 4-fluorophenyl group, the use of 4-fluorophenylboroxine and 1 equiv
Jingwei Zhang et al.
ACS synthetic biology, 6(5), 884-890 (2017-04-18)
ε-Caprolactam and δ-valerolactam are important commodity chemicals used in the manufacture of nylons, with millions of tons produced annually. Biological production of these highly valued chemicals has been limited due to a lack of enzymes that cyclize ω-amino fatty acid
P A Reddy et al.
Journal of medicinal chemistry, 40(1), 44-49 (1997-01-03)
A series of 3-substituted 2-piperidinone (delta-valerolactam) and hexahydro-2H-azepin-2-one (epsilon-caprolactam) derivatives were prepared and evaluated as anticonvulsants in mice. In the 2-piperidinone series, 3,3-diethyl compound 7b is the most effective anticonvulsant against pentylenetetrazole-induced seizures (ED50, 37 mg/kg; PI (TD50/ED50), 4.46), and
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
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
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