Cyrene™ - ≥98.5% , CAS No.53716-82-8

CAS: 53716-82-8 Cat. No.: C478499 Molecular Weight: 128.13 EC Number: 807-130-4
AVAILABLE TO ORDER
GRADE & PURITY ≥98.5%
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
Storage
Room temperature
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
25ml
C478499-25ml
1
$49.90
100ml
C478499-100ml
1
$99.90
500ml
C478499-500ml
1
$319.90
Enter a quantity for the sizes you want to add.
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Why this grade

≥98.5% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

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.

Specifications

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 Information
CYRENE is a trademark of Circa Group Pvt Ltd
Storage
Room temperature
Purity
≥98.5%
Names and Identifiers
Canonical SmilesC1CC(=O)C2OCC1O2
IUPAC Name(1S,5R)-6,8-dioxabicyclo[3.2.1]octan-4-one
InChIKeyWHIRALQRTSITMI-UJURSFKZSA-N
INCHI1S/C6H8O3/c7-5-2-1-4-3-8-6(5)9-4/h4,6H,1-3H2/t4-,6+/m0/s1
Isomeric SMILES C1CC(=O)[C@@H]2OC[C@H]1O2
Molecular Weight 128.13
Reaxy-Rn 26856616
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26856616&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassOxepanes
SubclassNot available
Intermediate Tree Nodes Not available
Direct ParentOxepanes
Alternative Parents Oxanes  1,3-dioxolanes  Ketones  Oxacyclic compounds  Acetals  Organic oxides  Hydrocarbon derivatives  Aldehydes  
Molecular FrameworkAliphatic heteropolycyclic compounds
Substituents Oxepane - Oxane - Meta-dioxolane - Ketone - Oxacycle - Acetal - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aldehyde - Aliphatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as oxepanes. These are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.
External Descriptors Not available
3D Structure
Interactive Chemical Structure Model





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
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.

23 results found

Lot NumberCertificate TypeDateItem
C2631229Certificate of AnalysisMar 21, 2026 C478499
C2631230Certificate of AnalysisMar 21, 2026 C478499
C2631231Certificate of AnalysisMar 21, 2026 C478499
J2517660Certificate of AnalysisOct 11, 2025 C478499
J2517659Certificate of AnalysisOct 11, 2025 C478499
J2517657Certificate of AnalysisOct 11, 2025 C478499
G2501302Certificate of AnalysisMar 25, 2025 C478499
G2501301Certificate of AnalysisMar 25, 2025 C478499
G2501300Certificate of AnalysisMar 25, 2025 C478499
A2506086Certificate of AnalysisDec 28, 2024 C478499
A2506420Certificate of AnalysisDec 28, 2024 C478499
A2506085Certificate of AnalysisDec 28, 2024 C478499
G2408538Certificate of AnalysisJun 28, 2024 C478499
G2408537Certificate of AnalysisJun 28, 2024 C478499
G2408536Certificate of AnalysisJun 28, 2024 C478499
G2408535Certificate of AnalysisJun 28, 2024 C478499
D2409071Certificate of AnalysisDec 08, 2023 C478499
C2426008Certificate 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
Citations of This Product
References
1. Jiao Chen, Chunyan Li, Dongjie Liao, Xing Yan, Chongwei An.  (2024)  Dissolution Properties Of Energetic Materials In The Environmentally Friendly Solvent Cyrene.  Journal of Energetic Materials,      [PMID:] [10.1080/07370652.2024.2446887]
Solution Calculators
Reviews

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