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807796

Sigma-Aldrich

Cyrene

greener alternative

BioRenewable, DMF and NMP Substitute

Synonyma:

Dihydrolevoglucosenone

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Empirický vzorec (Hillův zápis):
C6H8O3
Číslo CAS:
Molekulová hmotnost:
128.13
MDL number:
UNSPSC Code:
12191600
NACRES:
NA.21
assay:
≥98.5% (GC)
technique(s):
: 0.5% using Water (by Karl Fischer)
bp:
227 °C

Quality Level

assay

≥98.5% (GC)

form

liquid

greener alternative product characteristics

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)

bp

227 °C

mp

-18 °C

density

1.25 g/mL

greener alternative category

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

InChI key

WHIRALQRTSITMI-UJURSFKZSA-N

General description

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:

Features and Benefits

  • 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

Legal Information

CYRENE is a trademark of Circa Group Pvt Ltd

related product

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

226.4 °F - closed cup

flash_point_c

108 °C - closed cup


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Navštívit knihovnu dokumentů

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)
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.
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

Související obsah

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).

Proč byste měli volit mezi ekologickými a spolehlivými rozpouštědly? S našimi biologicky obnovitelnými a ekologičtějšími řešeními si můžete užívat obojího najednou. Rozpouštědlo Cyrene™ je nová dipolární aprotická alternativa k běžným rozpouštědlům s omezením podle nařízení REACH, jako je N-metyl-2-pyrrolidon (NMP) a dimethylformamid (DMF).

Náš tým vědeckých pracovníků má zkušenosti ve všech oblastech výzkumu, včetně přírodních věd, materiálových věd, chemické syntézy, chromatografie, analytiky a mnoha dalších..

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