807796
Cyrene™
BioRenewable, DMF and NMP Substitute
Sinônimo(s):
Dihydrolevoglucosenone
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About This Item
Fórmula empírica (Notação de Hill):
C6H8O3
Número CAS:
Peso molecular:
128.13
Código UNSPSC:
12191600
NACRES:
NA.21
Produtos recomendados
Nível de qualidade
Ensaio
≥98.5% (GC)
forma
liquid
características do produto alternativo mais ecológico
Designing Safer Chemicals
Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.
sustainability
Greener Alternative Product
técnica(s)
: 0.5% using Water (by Karl Fischer)
pb
227 °C
pf
-18 °C
densidade
1.25 g/mL
categoria alternativa mais ecológica
, Aligned
InChI
1S/C6H8O3/c7-5-2-1-4-3-8-6(5)9-4/h4,6H,1-3H2/t4-,6+/m0/s1
chave InChI
WHIRALQRTSITMI-UJURSFKZSA-N
Descrição geral
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).
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).
Aplicação
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:
1. Dispersive ability for graphene solutions.
2. Alternative to DMF in the 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.
- Reductive homocoupling reaction.
Características e benefícios
- 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
Outras notas
Informações legais
CYRENE is a trademark of Circa Group Pvt Ltd
Palavra indicadora
Warning
Frases de perigo
Declarações de precaução
Classificações de perigo
Eye Irrit. 2
Código de classe de armazenamento
10 - Combustible liquids
Classe de risco de água (WGK)
WGK 1
Ponto de fulgor (°F)
226.4 °F - closed cup
Ponto de fulgor (°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
Structure-reactivity correlations of the abnormal Beckmann reaction of dihydrolevoglucosenone oxime.
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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