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Merck

V209

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
211-622-9
Beilstein/REAXYS Number:
106434
MDL number:
Assay:
98%
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Product Name

δ-Valerolactam, 98%

InChI key

XUWHAWMETYGRKB-UHFFFAOYSA-N

InChI

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

SMILES string

O=C1CCCCN1

assay

98%

bp

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

mp

38-40 °C (lit.)

Quality Level

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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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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
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
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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