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MilliporeSigma

240338

2-Pyrrolidinone

≥99%

Synonym(s):

2-Pyrrolidone, Butyrolactam

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About This Item

Empirical Formula (Hill Notation):
C4H7NO
CAS Number:
616-45-5
Molecular Weight:
85.10
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24854414
EC Number:
210-483-1
Beilstein/REAXYS Number:
105241
MDL number:
MFCD00005270
Assay:
≥99%
Form:
solid

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InChI key

HNJBEVLQSNELDL-UHFFFAOYSA-N

InChI

1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)

SMILES string

O=C1CCCN1

vapor density

2.9 (vs air)

assay

≥99%

form

solid

refractive index

n20/D 1.487 (lit.)

bp

245 °C (lit.)

mp

23-25 °C (lit.)

solubility

benzene: miscible(lit.), carbon disulfide: miscible(lit.), chloroform: miscible(lit.), diethyl ether: miscible(lit.), ethanol: miscible(lit.), ethyl acetate: miscible(lit.), water: miscible(lit.)

density

1.12 g/mL at 25 °C (lit.)

Quality Level

200

Gene Information

rat ... Gabra2(29706)

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1 of 4

This Item
P7437083300Y0000659
2-Pyrrolidinone ≥99%

Sigma-Aldrich

240338

2-Pyrrolidinone

2-Pyrrolidinone 99%

Sigma-Aldrich

P74370

2-Pyrrolidinone

2-Pyrrolidinone purum, ≥98.0% (GC)

Sigma-Aldrich

83300

2-Pyrrolidinone

Pyrrolidone European Pharmacopoeia (EP) Reference Standard

Y0000659

Pyrrolidone

assay

≥99%

assay

99%

assay

≥98.0% (GC)

assay

-

solubility

benzene: miscible(lit.), chloroform: miscible(lit.), ethanol: miscible(lit.), water: miscible(lit.), carbon disulfide: miscible(lit.), ethyl acetate: miscible(lit.), diethyl ether: miscible(lit.)

solubility

H2O: miscible (completely)

solubility

H2O: miscible (completely)

solubility

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

form

solid

form

solid

form

solid

form

-

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

bp

245 °C (lit.)

bp

245 °C (lit.)

bp

245 °C (lit.)

bp

245 °C (lit.)

General description

The FT-IR spectra of the hydrogen bonding lactam 2-pyrrolidinone in CCl4 was studied[1].

Application

2-Pyrrolidinone is used as a starting material in the synthesis of polyvinylpyrrolidone (PVP),[2] (±)-tashiromine,[3] (±)-tetraponerine T4,[4] (+)-ricciocarpins A and B.[5]

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3079
MKCX2512
MKCV5154
MKCQ0751
MKCK5583

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Application of enantioselective radical reactions: synthesis of (+)-ricciocarpins A and B.
Sibi MP and He L
Organic Letters, 6(11), 1749-1752 (2004)
Photocatalyzed degradation of polymers in aqueous semiconductor suspensions: V. Photomineralization of lactam ring-pendant polyvinylpyrrolidone at titania/water interfaces.
Horikoshi S, et al.
Journal of Photochemistry and Photobiology A: Chemistry, 138(1), 69-77 (2001)
Electrophilic Activation of Lactams with Tf2O and Pyridine: Expedient Synthesis of (?)-Tetraponerine T4.
Charette A B, et al.
Organic Letters, 7(24), 5401-5404 (2005)
Intramolecular Additions of Various ?-Nucleophiles to Chemoselectively Activated Amides and Application to the Synthesis of (?)-Tashiromine.
Belanger G, et al.
The Journal of Organic Chemistry, 71(2), 704-712 (2006)
Xueying Sun et al.
Cancer gene therapy, 12(1), 35-45 (2004-10-16)
The success of surgery to remove primary tumors can be compromised by the subsequent outgrowth of metastases. It is recognized that primary tumors secrete antiangiogenic factors that suppress the outgrowth of their daughter metastases. In accord we show here that
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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