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Sigma-Aldrich

Cyrene

greener alternative

BioRenewable

Synonym(s):
Dihydrolevoglucosenone
Empirical Formula (Hill Notation):
C6H8O3
CAS Number:
Molecular Weight:
128.13
NACRES:
NA.21

Quality Level

assay

≥98.5% (GC)

form

liquid

greener alternative product characteristics

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

technique(s)

: 0.5% using Water (by Karl Fischer)

bp

227 °C

mp

-18 °C

density

1.25 g/mL

greener alternative category

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 ″Safer Solvents and Auxiliaries″ and ″Use of Renewable Feedstocks″. Click Dihydrolevoglucosenone (Cyrene) as a bio-based alternative for dipolar aprotic solvents 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 synthesis of metal-organic frameworks.
3. Organic synthesis:
  • Cacchi-type annulation
  • Synthesis of urea
  • HATU Amide Coupling - Replacement for DMF in amide and dipeptide coupling reactions.
  • Suzuki-Miyaura coupling reaction.
  • Sonogashira coupling reaction.

Packaging

1, 2.5 L in glass bottle
100 mL in glass bottle

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

226.4 °F - closed cup

Flash Point(C)

108 °C - closed cup

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Related Content

Sustainable Chemistry

Our expanding portfolio of greener laboratory chemicals, programs and services support your sustainable chemistry lab work with less hazardous chemicals, biodegradable reagents and greener alternatives to help reduce waste and the environmental impact of chemistry.

Biorenewable Solvents

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).

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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