Cyrene™
SIAL/807796 - BioRenewable
Synonym: Dihydrolevoglucosenone
CAS Number: 53716-82-8
Empirical Formula (Hill Notation): C6H8O3
Molecular Weight: 128.13
Linear Formula: C6H8O3
Product Type: Chemical
Similar physical properties of NMP and DMF while maintaining high reaction yields
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 807796-100ML.
Cyrene™ and Cyrene™ Blends have been shown to have similar reaction yields to NMP and DMF for many cross-coupling reactions
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 807796-1L.
Similar physical properties of NMP and DMF while maintaining high reaction yields
Cyrene™ and Cyrene™ Blends have been shown to have similar reaction yields to NMP and DMF for many cross-coupling reactions
12 Principles of Green Chemistry: Principle 5—Safer Solvents and Auxiliaries. This product utilizes reduced volumes of auxiliary substances that are less hazardous.
12 Principles of Green Chemistry: Principle 7—A raw material or feedstock should be renewable rather than depleting whenever technically and economically practicable.
| assay | ≥98.5% (GC) |
| bp | 227 °C |
| density | 1.25 g/mL |
| form | liquid |
| greener alternative category | Aligned  |
| greener alternative product characteristics | Safer Solvents and Auxiliaries Use of Renewable Feedstocks Learn more about the Principles of Green Chemistry . |
| InChI | 1S/C6H8O3/c7-5-2-1-4-3-8- |
| InChI key | WHIRALQRTSITMI-UJURSFKZSA |
| mp | -18 °C |
| Quality Level | 100 |
| technique(s) | : 0.5% using Water (by Karl Fischer) |
| 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. |
| 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 |
| 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 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). |
| Legal Information: | CYRENE is a trademark of Circa Group Pvt Ltd |
| Other Notes: | To see other BioRenewable or Greener Solvents |
| Packaging: | 1, 2.5 L in glass bottle |
| Packaging: | 100 mL in glass bottle |
| Symbol |  GHS07 |
| Signal word | Warning |
| Hazard statements | H319 |
| Precautionary statements | P264 - P280 - P305 + P351 + P338 - P337 + P313 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | 226.4 °F - closed cup |
| Flash Point(C) | 108 °C - closed cup |
| Purity | ≥98.5% (GC) |
| bp | 227 °C |
| mp | -18 °C |
| Density | 1.25 g/mL |
| UNSPSC | 12352200 |