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Merck

807796

Sigma-Aldrich

Cyrene

greener alternative
Cyrene™

BioRenewable, DMF and NMP Substitute

Synonym(e):

Dihydrolevoglucosenon

Anmeldenzur Ansicht organisationsspezifischer und vertraglich vereinbarter Preise


About This Item

Empirische Formel (Hill-System):
C6H8O3
CAS-Nummer:
Molekulargewicht:
128.13
MDL-Nummer:
UNSPSC-Code:
12191600
NACRES:
NA.21
Assay:
≥98.5% (GC)
Methode(n):
: 0.5% using Water (by Karl Fischer)
bp:
227 °C
Preise und Verfügbarkeit sind derzeit nicht verfügbar.

Qualitätsniveau

Assay

≥98.5% (GC)

Form

liquid

Grünere Alternativprodukt-Eigenschaften

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

sustainability

Greener Alternative Product

Methode(n)

: 0.5% using Water (by Karl Fischer)

bp

227 °C

mp (Schmelzpunkt)

-18 °C

Dichte

1.25 g/mL

Grünere Alternativprodukt-Kategorie

SMILES String

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

InChIKey

WHIRALQRTSITMI-UJURSFKZSA-N

Allgemeine Beschreibung

Wir verpflichten uns, Ihnen umweltfreundlichere Alternativprodukte anzubieten, die mit einem oder mehreren der „12 Prinzipien der Grünen Chemie“ im Einklang stehen. Dieses Produkt ist bioerneuerbar und steht im Einklang mit den Prinzipien ″Sicherere Lösungsmittel und Hilfsmittel″ sowie ″Nutzung nachwachsender Rohstoffe″. Weitere Informationen finden Sie hier.

Cyren ist ein dipolares, für die End-of-Life-Entsorgung sicheres Lösungsmittel auf biologischer Basis, das zu CO2 und H2O zerfällt. Es ist eine aprotische Alternative zu gängigen Lösungsmitteln, die bedenklich in Hinblick auf den Umweltschutz sind. Cyren ist eine Alternative für viele Lösungsmittel, die von REACH als besonders besorgniserregender Stoff (SVHC) eingestuft wurden, z. B. N-Methylpyrrolidon (NMP) und N,N-Dimethylformamid (DMF).

Anwendung

Cyren wird in einigen Anwendung als Ersatz für NMP und/oder DMS eingesetzt. Zum Beispiel hat sich gezeigt, dass es die Dispergierfähigkeit von NMP für Graphenlösungen aufgrund seiner optimalen Polarität und hohen Viskosität übertrifft und größere und weniger fehlerhafte Graphenflocken bildet. Nachstehend finden Sie weitere Verwendungszwecke für Cyren.

1. Dispergierfähigkeit für Graphenlösungen.[1]
2. Alternative zu DMF bei der Synthese von metallorganischen Gerüsten.[2]
3. Organische Synthese:

Leistungsmerkmale und Vorteile

  • Zu 99 % biologisch abbaubar innerhalb von 28 Tagen
  • Während der Verbrennung stabil
  • Nicht mutagen oder genotoxisch
  • ASTM D6866 – Standardprüfverfahren zur Bestimmung des Gehalts auf biologischer Basis
  • Aus dem nachwachsenden Rohstoff Cellulose hergestellt

Rechtliche Hinweise

CYRENE is a trademark of Circa Group Pvt Ltd

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Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Eye Irrit. 2

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 1

Flammpunkt (°F)

226.4 °F - closed cup

Flammpunkt (°C)

108 °C - closed cup


Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number

Die passende Version wird nicht angezeigt?

Wenn Sie eine bestimmte Version benötigen, können Sie anhand der Lot- oder Chargennummer nach einem spezifischen Zertifikat suchen.

Besitzen Sie dieses Produkt bereits?

In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

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
Improved 2-pyridyl reductive homocoupling reaction using biorenewable solvent Cyrene?(dihydrolevoglucosenone)
Webb DA. et al.
RSC Sustainability, 1, 1522-1529 (2023)
Jason E Camp
ChemSusChem, 11(18), 3048-3055 (2018-07-26)
The development of green solvents is one of the key tenets of Green Chemistry as solvents account for the majority of waste stemming from the production of the chemicals on which we have all come to rely. An important class

Verwandter Inhalt

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

Why should you have to choose between solvents that are ecological and those that are reliable? Enjoy both at once with our biorenewable and greener solutions. Cyrene™ solvent is a new dipolar aprotic alternative to common REACH restricted solvents, such as N methyl-2-pyrrolidone (NMP) and Dimethylformamide (DMF).

Warum sollten Sie sich zwischen ökologischen und zuverlässigen Lösungsmitteln entscheiden müssen? Entscheiden Sie sich für beides – mit unseren biobasierten und umweltverträglicheren Lösungen. Lösungsmittel der Marke Cyrene™ sind eine neue dipolare, aprotische Alternative zu gängigen Lösungsmitteln, die unter die REACH-Verordnung fallen, wie N-Methyl-2-Pyrrolidon (NMP) und Dimethylformamid (DMF).

Questions

1–7 of 7 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  3. Could you provide information on whether Cyrene has any softening or solubilizing effects on ABS and PET-G plastics?

    1 answer
    1. Unfortunately, the compatibility of Cyrene (Dihydrolevoglucosenone) with materials such as ABS and PET-G has not been investigated. This compound is known to dissolve a number of polymeric materials. Please see the link below to review a publication that may be helpful:
      https://www.sciencedirect.com/science/article/pii/S2352554121002187

      Helpful?

  4. What is the recommended operating temperature for stripping photoresist on Silicon or GaAs semiconductor wafers when using Cyrene?

    1 answer
    1. It is known that research is currently underway in this area and Cyrene™ has shown promise. However, due to the confidential nature of these processes, a specific recommended operating temperature cannot be provided. Nevertheless, it's worth noting that the safe operating temperature of neat Cyrene™ is below 140 °C. It is advisable for the user to conduct additional safety checks and tests for their specific application.

      Helpful?

  5. What is a BioRenewable solvent?

    1 answer
    1. BioRenewable solvents are sourced from renewable and sustainable biobased materials, such as soy/palm oil, wood waste, hay or corn byproducts, etc. It is important to highlight that our BioRenewable products do not compete with food production.

      Helpful?

  6. Why should you use BioRenewable solvents?

    1 answer
    1. You will contribute to create a sustainable world, significantly lowering environmental impact. Biorenewable solvents also decrease petroleum sources dependency, have higher recovery rates, and/or are safer for handling and disposal.

      Helpful?

  7. Do BioRenewable solvents have a similar quality to petroleum-based solvents?

    1 answer
    1. BioRenewable solvents can have the same or higher purity level compared to traditional solvents. These solvents are free of the many byproducts of petroleum manufacturing, such as benzene, aldehydes, and ethers.

      Helpful?

Reviews

Active Filters

  1. Oslo
    • Review 1
    • Votes 29
    5 out of 5 stars.

    Cyrene as a polar solvent

    We have used Cyrene as a replacement solvent to DMSO and it has worked very good. It dissolves all of the reagents very well, and the resulting product is very similar. There is some odor to it, but as long as you work in a fume hood it is not a problem.

    Helpful?

  2. 1 Ratings-Only Review

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