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807796

Sigma-Aldrich

Cyrene™

greener alternative

BioRenewable, DMF and NMP Substitute

Synonyme(s) :

Dihydrolevoglucosenone

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About This Item

Formule empirique (notation de Hill):
C6H8O3
Numéro CAS:
53716-82-8
Poids moléculaire :
128.13
Code UNSPSC :
12191600
Nomenclature NACRES :
NA.21

Niveau de qualité

100

Pureté

≥98.5% (GC)

Forme

liquid

Caractéristiques du produit alternatif plus écologique

Designing Safer Chemicals
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Technique(s)

: 0.5% using Water (by Karl Fischer)

Point d'ébullition

227 °C

Pf

-18 °C

Densité

1.25 g/mL

Autre catégorie plus écologique

, Aligned

InChI

1S/C6H8O3/c7-5-2-1-4-3-8-6(5)9-4/h4,6H,1-3H2/t4-,6+/m0/s1

Clé InChI

WHIRALQRTSITMI-UJURSFKZSA-N

Catégories apparentées

Description générale

We are committed to bringing you greener alternative products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is BioRenewable and thus aligns with "Designing Safer Chemicals", ″Safer Solvents and Auxiliaries″ and ″Use of Renewable Feedstocks″. Click here for more information.

Cyrene is a biobased dipolar, safe for end-of-life disposal, decomposing into CO2 and H2O. It is an aprotic alternative to common solvents that are of environmental concern. Cyrene™ is an alternative for many solvents classified by REACH as Substances of Very High Concern (SVHC), such as N-Methylpyrrolidone (NMP) and N,N-Dimethylformamide (DMF).

Application

Cyrene has been applied in replacement of NMP and/or DMF in some applications, such as demonstrating to exceed NMP′s dispersive ability for graphene solutions due to its optimum polarity and high viscosity, creating larger and less defective graphene flakes. Find below more uses for Cyrene™.

1. Dispersive ability for graphene solutions.
2. Alternative to DMF in the synthesis of metal-organic frameworks.
3. Organic synthesis:

Caractéristiques et avantages

  • 99% biodegradation in 28 days
  • Stable during incineration
  • Not mutagenic or genotoxic
  • ASTM D6866 - Standard Test Methods for Determining the Biobased Content
  • Made from Renewable Resource − Cellulose

Autres remarques

To see other BioRenewable or Greener Solvents

Informations légales

CYRENE is a trademark of Circa Group Pvt Ltd

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H319

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

226.4 °F - closed cup

Point d'éclair (°C)

108 °C - closed cup

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
MKCT5129
MKCW5129
MKCV9484
MKCT3563
MKCS4896

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Kirsty L Wilson et al.
Beilstein journal of organic chemistry, 12, 2005-2011 (2016-11-11)
Pd-catalysed C-C bond formation is an essential tool within the pharmaceutical and agrochemical industries. Many of these reactions rely heavily on polar aprotic solvents; however, despite their utility, these solvents are incompatible with the drive towards more sustainable chemical synthesis.
Dihydrolevoglucosenone (Cyrene) as a bio-based alternative for dipolar aprotic solvents
Sherwood, J., et al.
Chemical Communications (Cambridge, England), 50, 9650-9652 (2014)
Kirsty L Wilson et al.
Organic & biomolecular chemistry, 16(16), 2851-2854 (2018-04-10)
Amide bonds are one of the underpinning linkages in all living systems and are fundamental within drug discovery. Current methods towards their synthesis frequently rely on the use of dipolar aprotic solvents; however, due to increasingly stringent regulations and growing
Identification of high performance solvents for the sustainable processing of graphene.
Salavagione H J, et al.
Green Chemistry, 11, 2550-25602 (2017)
Improved 2-pyridyl reductive homocoupling reaction using biorenewable solvent Cyrene?(dihydrolevoglucosenone)
Webb DA. et al.
RSC Sustainability, 1, 1522-1529 (2023)
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Contenu apparenté

Greener Alternatives Evaluation Matrix

Green chemicals evaluation aligns with the 12 Principles of Green Chemistry, emphasizing resource efficiency and hazard reduction.

Greener Alternatives Evaluation Matrix

Green chemicals evaluation aligns with the 12 Principles of Green Chemistry, emphasizing resource efficiency and hazard reduction.

Greener Alternatives Evaluation Matrix

Green chemicals evaluation aligns with the 12 Principles of Green Chemistry, emphasizing resource efficiency and hazard reduction.

Greener Alternatives Evaluation Matrix

Green chemicals evaluation aligns with the 12 Principles of Green Chemistry, emphasizing resource efficiency and hazard reduction.

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