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Documenti fondamentali

807796

Sigma-Aldrich

Cyrene

greener alternative

BioRenewable, DMF and NMP Substitute

Sinonimo/i:

Dihydrolevoglucosenone

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali


About This Item

Formula empirica (notazione di Hill):
C6H8O3
Numero CAS:
Peso molecolare:
128.13
Numero MDL:
Codice UNSPSC:
12191600
NACRES:
NA.21
Saggio:
≥98.5% (GC)
tecniche:
: 0.5% using Water (by Karl Fischer)
P. ebollizione:
227 °C

Livello qualitativo

Saggio

≥98.5% (GC)

Stato

liquid

Caratteristiche più verdi

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

sustainability

Greener Alternative Product

tecniche

: 0.5% using Water (by Karl Fischer)

P. ebollizione

227 °C

Punto di fusione

-18 °C

Densità

1.25 g/mL

Categoria alternativa più verde

Stringa SMILE

O1[C@H]2OC[C@@H]1CCC2=O

InChI

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

Descrizione generale

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).

Applicazioni

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:

Caratteristiche e vantaggi

  • 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

Note legali

CYRENE is a trademark of Circa Group Pvt Ltd

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Eye Irrit. 2

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

226.4 °F - closed cup

Punto d’infiammabilità (°C)

108 °C - closed cup


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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.
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.
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
Amani Alhifthi et al.
Organic & biomolecular chemistry, 15(47), 10105-10115 (2017-11-25)
A structural, spectroscopic and computational study of a series of oximes was undertaken to investigate how geometric and structural changes relevant to the reaction coordinate for the Beckmann reaction (normal Beckmann) and Beckmann fragmentation (abnormal Beckmann) manifest in the ground
James Sherwood et al.
Chemical communications (Cambridge, England), 50(68), 9650-9652 (2014-07-10)
Dihydrolevoglucosenone (Cyrene) is a bio-based molecule, derived in two simple steps from cellulose, which demonstrates significant promise as a dipolar aprotic solvent. The dipolarity of dihydrolevoglucosenone is similar to NMP, DMF and sulpholane. Dihydrolevoglucosenone demonstrates similar performance to NMP in

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