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Cyrene™ - 98.5%, high purity , CAS No.53716-82-8

  • ≥98.5%
Item Number
C478499
Grouped product items
SKUSizeAvailabilityPrice Qty
C478499-25ml
25ml
1
$39.90
C478499-100ml
100ml
2
$99.90
C478499-500ml
500ml
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$309.90
View related series
ketone (783) Solvent (65)

Basic Description

Synonyms(1S,5R)-6,8-dioxabicyclo[3.2.1]octan-4-one | Dihydrolevoglucosenone | EC 807-130-4 | (1S,5R)-6,8-Dioxabicyclo(3.2.1)octan-4-one | DTXSID30450332 | Z1513597501 | EN300-6472679 | SCHEMBL7150975 | AT22559
Specifications & Purity≥98.5%
Legal InformationCYRENE is a trademark of Circa Group Pvt Ltd
Product 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 herefor more information.Cyrene is a biobased dipolar, 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-Methylpyrorrolidone (NMP) and Dimethylformamide (DMF).In testing, Cyrene has shown to behave similarly to NMP with minimal loss in performance in heteroatom alkylation and nucleophilic fluorination reactions.Cyrene has been demonstrated to exceed NMP′s dispersive ability for graphene solutions. Graphene concentrations in Cyrene are an order of magnitude greater than with NMP due to its optimum polarity and high viscosity, creating larger and less defective graphene flakes.

AI Insight

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

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Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name (1S,5R)-6,8-dioxabicyclo[3.2.1]octan-4-one
INCHI 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
Canonical SMILES C1CC(=O)C2OCC1O2
Isomeric SMILES C1CC(=O)[C@@H]2OC[C@H]1O2
PubChem CID 10975499
Molecular Weight 128.13

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

14 results found

Lot NumberCertificate TypeDateItem
A2506085Certificate of AnalysisDec 28, 2024 C478499
A2506086Certificate of AnalysisDec 28, 2024 C478499
A2506420Certificate of AnalysisDec 28, 2024 C478499
G2408535Certificate of AnalysisJun 28, 2024 C478499
G2408536Certificate of AnalysisJun 28, 2024 C478499
G2408537Certificate of AnalysisJun 28, 2024 C478499
G2408538Certificate of AnalysisJun 28, 2024 C478499
C2426008Certificate of AnalysisDec 08, 2023 C478499
D2409071Certificate of AnalysisDec 08, 2023 C478499
L2314159Certificate of AnalysisDec 08, 2023 C478499
L2314160Certificate of AnalysisDec 08, 2023 C478499
L2314161Certificate of AnalysisDec 08, 2023 C478499
L2314162Certificate of AnalysisDec 08, 2023 C478499
L2314183Certificate of AnalysisDec 08, 2023 C478499

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Chemical and Physical Properties

Boil Point(°C)227 °C
Melt Point(°C)-18 °C
Molecular Weight128.130 g/mol
XLogP3-0.200
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass128.047 Da
Monoisotopic Mass128.047 Da
Topological Polar Surface Area35.500 Ų
Heavy Atom Count9
Formal Charge0
Complexity143.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1

Safety and Hazards(GHS)

RIDADR NONHforallmodesoftransport

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References

1. Kirsty L Wilson,Alan R Kennedy,Jane Murray,Ben Greatrex,Craig Jamieson,Allan J B Watson.  (2016-11-11)  Scope and limitations of a DMF bio-alternative within Sonogashira cross-coupling and Cacchi-type annulation..  Beilstein journal of organic chemistry,  12  (2005-2011).  [PMID:27829904]
2. Amani Alhifthi,Benjamin L Harris,Lars Goerigk,Jonathan M White,Spencer J Williams.  (2017-11-25)  Structure-reactivity correlations of the abnormal Beckmann reaction of dihydrolevoglucosenone oxime..  Organic & biomolecular chemistry,  15  ((47)): (10105-10115).  [PMID:29170781]
3. Kirsty L Wilson,Jane Murray,Craig Jamieson,Allan J B Watson.  (2018-04-10)  Cyrene as a bio-based solvent for HATU mediated amide coupling..  Organic & biomolecular chemistry,  16  ((16)): (2851-2854).  [PMID:29630081]
4. Jason E Camp.  (2018-07-26)  Bio-available Solvent Cyrene: Synthesis, Derivatization, and Applications..  ChemSusChem,  11  ((18)): (3048-3055).  [PMID:30044553]
5. Kewen Pan,Yangyang Fan,Ting Leng,Jiashen Li,Zhiying Xin,Jiawei Zhang,Ling Hao,John Gallop,Kostya S Novoselov,Zhirun Hu.  (2018-12-07)  Sustainable production of highly conductive multilayer graphene ink for wireless connectivity and IoT applications..  Nature communications,  ((1)): (5197-5197).  [PMID:30518870]
6. James Sherwood,Mario De bruyn,Andri Constantinou,Laurianne Moity,C Rob McElroy,Thomas J Farmer,Tony Duncan,Warwick Raverty,Andrew J Hunt,James H Clark.  (2014-07-10)  Dihydrolevoglucosenone (Cyrene) as a bio-based alternative for dipolar aprotic solvents..  Chemical communications (Cambridge, England),  50  ((68)): (9650-9652).  [PMID:25007289]
7. Christian Grune,Jana Thamm,Oliver Werz,Dagmar Fischer.  (2020-12-05)  Cyrene™ as an Alternative Sustainable Solvent for the Preparation of Poly(lactic-co-glycolic acid) Nanoparticles..  Journal of pharmaceutical sciences,  110  ((2)): (959-964).  [PMID:33275992]

Solution Calculators