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Merck

08267

Acrylamide

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

2-Propenamide, Acrylic acid amide

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About This Item

Linear Formula:
CH2=CHCONH2
CAS Number:
79-06-1
Molecular Weight:
71.08
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329748561
EC Number:
201-173-7
Beilstein/REAXYS Number:
605349
MDL number:
MFCD00008032

Key Documents

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Product Name

Acrylamide, certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

InChI

1S/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5)

InChI key

HRPVXLWXLXDGHG-UHFFFAOYSA-N

SMILES string

NC(=O)C=C

grade

certified reference material
TraceCERT®

vapor density

2.45 (vs air)

vapor pressure

0.03 mmHg ( 40 °C)

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

bp

125 °C/25 mmHg (lit.)

mp

82-86 °C (lit.)

application(s)

cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

Quality Level

300

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Related Categories

Application


  • Advanced Synthesis Techniques: Acrylamide is utilized in the synthesis of acyl cyclopentaquinolinones, showcasing its versatility in heterocyclic scaffold construction and acyl group introduction, proving essential for organic synthesis in pharmaceutical research (Xue et al., 2024).

  • Material Development for Energy Sectors: Acrylamide-based polymers are applied in developing temperature-sensitive materials for oil and gas drilling, highlighting its importance in creating responsive materials for challenging environments (Yang et al., 2024).

  • Innovations in Polymer Science: The use of acrylamide in the numerical simulation of polyacrylamide hydrogel via thermally initiated frontal polymerization provides insights into the controlled synthesis of hydrogels, useful in biomedical applications (Yi et al., 2024).

  • Health Impact Studies: Research includes acrylamide in studies examining the inhibition of harmful Maillard reaction products by polyphenols, relevant for understanding chronic diseases linked to dietary acrylamide (Ye et al., 2024).

General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.
This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Carc. 1B - Eye Irrit. 2 - Muta. 1B - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 1 Oral

target_organs

Peripheral nervous system

Storage Class

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

wgk

WGK 3

flash_point_f

280.4 °F - closed cup

flash_point_c

138 °C - closed cup

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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Jonas S Laursen et al.
Journal of the American Chemical Society, 135(7), 2835-2844 (2013-01-25)
Non-natural peptide analogs have significant potential for the development of new materials and pharmacologically active ligands. One such architecture, the β-peptoids (N-alkyl-β-alanines), has found use in a variety of biologically active compounds but has been sparsely studied with respect to
Arianna Rath et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(39), 15668-15673 (2013-09-11)
SDS/PAGE is universally used in biochemistry, cell biology, and immunology to resolve minute protein amounts readily from tissue and cell extracts. Although molecular weights of water-soluble proteins are reliably determined from their SDS/PAGE mobility, most helical membrane proteins, which comprise
Janneke G F Hogervorst et al.
Critical reviews in toxicology, 40(6), 485-512 (2010-02-23)
Since 2002, it is known that the probable human carcinogen acrylamide is present in commonly consumed carbohydrate-rich foods, such as French fries and potato chips. In this review, the authors discuss the body of evidence on acrylamide carcinogenicity from both
Janneke G F Hogervorst et al.
Carcinogenesis, 35(5), 1032-1038 (2014-01-09)
Acrylamide, a probable human carcinogen, is present in heat-treated carbohydrate-rich foods. Epidemiological studies have not shown a clear association between acrylamide intake and colorectal cancer (CRC) risk. This may be due to the molecular heterogeneity in colorectal tumors, which was
Chun-Hua Lu et al.
Nano letters, 13(3), 1298-1302 (2013-02-21)
Copolymer chains consisting of acrylamide units and guanine (G)-containing oligonucleotide-tethered acrylamide units undergo, in the presence of K(+) ions, cross-linking by G-quadruplexes to yield a hydrogel. The hydrogel is dissociated upon addition of 18-crown-6 ether that traps the K(+) ions.
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