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1,2,4,5-Tetramethylbenzene

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

Synonym(s):

Durene, 1,2,4,5-Tetramethylbenzene

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About This Item

Linear Formula:
C6H2(CH3)4
CAS Number:
Molecular Weight:
134.22
Beilstein:
1903393
EC Number:
MDL number:
UNSPSC Code:
41116107
eCl@ss:
39011404
PubChem Substance ID:
NACRES:
NA.24

grade

Standard for quantitative NMR
certified reference material
TraceCERT®

Quality Level

vapor density

4.6 (vs air)

vapor pressure

160 mmHg ( 140 °C)

description

qNMR Standard for organic solvents (6.9 ppm / 2.2 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

76-80 °C (lit.)

density

0.838 g/mL at 25 °C (lit.)

application(s)

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

format

neat

SMILES string

Cc1cc(C)c(C)cc1C

InChI

1S/C10H14/c1-7-5-9(3)10(4)6-8(7)2/h5-6H,1-4H3

InChI key

SQNZJJAZBFDUTD-UHFFFAOYSA-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)

Application


  • OH-initiated Degradation of 1,2,4,5-Tetramethylbenzene: Research on the environmental behavior of 1,2,4,5-tetramethylbenzene highlights its degradation mechanisms and kinetics when exposed to OH radicals, underscoring its impact on air quality and potential ecological risks. This study is essential for environmental monitoring and management strategies involving aromatic hydrocarbons (Zhao et al., 2022).

  • Low-Temperature Curing of Liquid Polybutadiene Using Nitrile Oxide: This study explores the application of 1,2,4,5-tetramethylbenzene in enhancing the curing process of liquid polybutadiene at low temperatures, illustrating its role as an effective solvent in the synthesis of polymers. Such applications are crucial for the development of advanced materials with improved performance characteristics (Li and Wang, 2022).

  • Hygroscopic Properties of Calibration Standards for NMR Spectroscopy: 1,2,4,5-Tetramethylbenzene′s utility in nuclear magnetic resonance (NMR) spectroscopy as a calibration standard is detailed, focusing on its hygroscopic tendencies which affect the accuracy of quantitative analyses. This is vital for ensuring the reliability and precision of chemical measurements in research and industrial applications (Suiter and Widegren, 2021).

  • Novel Sampling Strategy for Alive Animal Volatolome Extraction: The compound′s use in gas chromatography-mass spectrometry (GC-MS) based untargeted metabolomics for identifying pheromones in animal studies showcases its applicability in complex biological analyses, which is significant for advancements in veterinary and behavioral sciences (Lacalle-Bergeron et al., 2021).

  • Microbial Degradation of Aromatic Hydrocarbons: The research on microbial degradation pathways of mobile aromatic hydrocarbons including 1,2,4,5-tetramethylbenzene provides insights into environmental remediation techniques. This is especially relevant for the biodegradation processes necessary for reducing pollution from dense non-aqueous phase liquids (DNAPLs) (Van Leeuwen et al., 2020).

Other Notes

Chemcial Shift: 2.3 + 7.0 ppm (chemical shifts may slightly vary depending on the experimental conditions)
Suitable NMR solvents: CDCl3

Recommended products

Find a digital Reference Material for this product availableon our online platform ChemisTwin® for NMR. You can use thisdigital equivalent on ChemisTwin® for your sample identityconfirmation and compound quantification (with digital external standard). AnNMR spectrum of this substance can be viewed and an online comparison againstyour 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

FlameEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Flam. Sol. 1

Storage Class Code

4.1B - Flammable solid hazardous materials

WGK

WGK 1

Flash Point(F)

165.2 °F - closed cup

Flash Point(C)

74 °C - closed cup


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D Reichert et al.
Solid state nuclear magnetic resonance, 13(3), 137-148 (1999-02-19)
One- (1-D) and two-dimensional (2-D) carbon-13 NMR exchange measurements in powder samples of isotopically normal durene under magic angle spinning (MAS) are reported. The experiments include rotor synchronized 2-D exchange (RS2DE), 1-D magnetization transfer (MT) and time reverse ODESSA (tr-ODESSA).
M Mozzati et al.
Oral diseases, 20(8), 809-814 (2013-12-18)
The intravenous injection of bisphosphonates, currently used for osteoporosis, myeloma, or bone metastases, can cause ONJ especially in consequence of trauma. To avoid trauma during bisphosphonate treatment, preventive oral surgery is recommended. The research aimed to evidence whether inflammatory and
D Nardi et al.
Il Farmaco; edizione scientifica, 34(9), 789-801 (1979-09-01)
A series of substituted 2-(2,3,5,6-tetramethylbenzyl)imidazolines and related compounds have been synthesized to study the steric and hydrophobic effects on the vasoactivity of the introduction of four methyl groups on the phenyl moiety. The 2-(2,3,5,6-tetramethylbenzyl)imidazoline (I) showed a high hypertensive activity
Elin Rönnberg et al.
Immunology, 143(2), 155-163 (2014-04-03)
Staphylococcus aureus is a major pathogen that can cause a broad spectrum of serious infections including skin infections, pneumonia and sepsis. Peritoneal mast cells have been implicated in the host response towards various bacterial insults and to provide mechanistic insight
S David et al.
Journal of inorganic biochemistry, 28(2-3), 125-135 (1986-10-01)
Solution equilibria are presented for in situ reactions of the type FeII(porp) + B----FeII(porp)B, where porp represents the dianion of some durene-capped porphyrins with variable length linking methylene straps, and B is 1-methyl, 1,2-dimethyl, or 1,5-dicyclohexylimidazole. Increasing distortion of the

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