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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Moitrayee Mukherjee et al.
The journal of physical chemistry. A, 116(40), 9888-9896 (2012-09-19)
A comparative analysis for relative stability between normal and tautomeric forms in the excited electronic states of 7-azaindole···δ-valerolactam 1:1 complex and 7-azaindole homodimer has been presented. The tautomeric configuration of the complex is estimated to be ~6 kcal/mol more stable
Tong Un Chae et al.
Metabolic engineering, 41, 82-91 (2017-04-10)
Microbial production of chemicals and materials from renewable sources is becoming increasingly important for sustainable chemical industry. Here, we report construction of a new and efficient platform metabolic pathway for the production of four-carbon (butyrolactam), five-carbon (valerolactam) and six-carbon (caprolactam)
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)
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

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