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Maleic acid

Standard for quantitative NMR, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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Synonym(s):
cis-Butenedioic acid, Toxilic acid
Linear Formula:
HO2CCH=CHCO2H
CAS Number:
110-16-7
Molecular Weight:
116.07
Beilstein:
605762
EC Number:
203-742-5
MDL number:
MFCD00063177
PubChem Substance ID:
329770173
NACRES:
NA.24

grade

Standard for quantitative NMR
certified reference material
TraceCERT®

Quality Level

300

description

qNMR Standard for D2O and organic solvents (6.2 ppm)

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

gas chromatography (GC): suitable
qNMR: suitable

mp

130-135 °C (lit.)

density

1.59 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
pharmaceutical

format

neat

SMILES string

OC(=O)\C=C/C(O)=O

InChI

1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-

InChI key

VZCYOOQTPOCHFL-UPHRSURJSA-N

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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.

Check out our entire range of quantitative NMR standards (qNMR standards)

Maleic acid is a butenedioic acid having a double bond in cis- (Z)-configuration. It is used in the industrial manufacturing of lubricant additives, unsaturated polyester resins, surface coatings, plasticizers, copolymers, and agricultural chemicals.
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

Application

The certified reference material (CRM) is intended to be used as a standard for quantitative 1H-NMR measurements.

Features and Benefits

  • Produced and certified under ISO/IEC 17025 and ISO 17034 accreditation
  • Traceable to NIST PS1 (Benzoic acid)
  • Accompanied with a comprehensive Certificate of Analysis (CoA) (up to four pages), as per ISO Guide 31, with data on stability, density, homogeneity, the accuracy of concentration, uncertainty, and traceability
  • Gravimetrically prepared using high-quality qNMR-characterized starting materials and qualified precision balances to ensure minimal uncertainty
  • Rigorously tested through real-time stability studies to ensure accuracy and shelf life
  • Available in a solid neat format in a brown glass bottle

Other Notes

Chemcial Shift: 6.2 ppm (chemical shifts may slightly vary depending on the experimental conditions)
Suitable NMR solvents: D2O, MeOD, DMSO-d6

Recommended products

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.

Legal Information

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

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

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Miller AW
Elements of Chemistry: Theoretical and Practical, Volume 3, 3(6) (1880)
Spencer.NJ, et al. et al.
Chemistry: Structure and Dynamics, (5) (2010)
J M Herreras et al.
Ophthalmology, 99(7), 1082-1088 (1992-07-01)
This study was undertaken to see whether long-term locally applied ocular medications produced any alterations in the ocular surface, and, in particular, whether it caused damage to the mucus layer of the tear film. The authors studied the ocular surface
Hanna Kotikoski et al.
Acta ophthalmologica Scandinavica, 81(4), 355-360 (2003-07-16)
To investigate whether a nitric oxide donor given as a single oral dose is able to modify aqueous humour flow in healthy volunteers. Ten healthy volunteers participated in a randomized, double-masked and placebo-controlled cross-over study. Aqueous humour flow was assessed
Theresia Klose et al.
Colloids and surfaces. B, Biointerfaces, 51(1), 1-9 (2006-06-27)
The adsorption of human serum albumin (HSA) and lysozyme (LSZ) on pure as well as maleic acid (MA) copolymer coated spherical soda lime glass particles was investigated under flowing conditions. Coating the glass particles with two different maleic acid copolymers
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