[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate

C6H9NO6

CAS16051-77-7

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Identification

CAS Number
16051-77-7
EC Number
240-197-2
UN Number
3251
PubChem CID
27661

Physical-chemical properties

Molecular Formula
C6H9NO6
Molar Mass
191.14 g/mol
IUPAC Name
[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate

Chemical Identifiers

InChI
InChI=1S/C6H9NO6/c8-3-1-11-6-4(13-7(9)10)2-12-5(3)6/h3-6,8H,1-2H2/t3-,4+,5+,6+/m0/s1
InChI Key
YWXYYJSYQOXTPL-SLPGGIOYSA-N

Overview

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate (CAS 16051-77-7) is a bicyclic organic nitrate ester featuring a complex hexahydrofurofuran backbone with hydroxyl and nitrate functional groups. This specialized chemical compound belongs to the family of organic nitrate esters and represents a unique structural variant within bicyclic furan derivatives. With the molecular formula C6H9NO6 and a molecular weight of 191.14 g/mol, this substance exhibits distinctive stereochemical properties due to its four defined chiral centers. The compound's bicyclic furofuran core structure distinguishes it from simpler nitrate compounds and provides specific chemical reactivity patterns that make it valuable for specialized industrial applications. The presence of both hydroxyl and nitrate ester functionalities creates interesting chemical behavior, particularly in terms of hydrolysis stability and thermal decomposition characteristics. Unlike more volatile nitrate compounds such as those used alongside energetic materials like 3,7-dinitroso-1,3,5,7-tetrazabicyclo[3.3.1]nonane, this bicyclic structure provides enhanced stability under normal handling conditions. The compound is classified under ADR Class 4.1 as a flammable solid, requiring appropriate storage and handling protocols. Primary industrial applications include its use as an intermediate in pharmaceutical synthesis, particularly for cardiovascular medications where nitrate ester functionality is required. The compound also serves as a specialized reagent in organic synthesis for creating complex molecular architectures. Additionally, it finds application in research and development for novel materials where controlled nitrate release properties are beneficial. OYSI maintains reliable supply chains for this specialized chemical compound, ensuring consistent availability for European industrial customers requiring high-purity materials for their technical applications.

Safety & Classification

No Hazard Classification

This substance is not classified as hazardous according to CLP Regulation (EC) No 1272/2008.

Transport (ADR)

UN Number3251
ADR Class4.1
Packing GroupIII
Tunnel CodeD
Proper Shipping NameIsosorbid-5-mononitrat
Marine PollutantNo

Frequently Asked Questions

What is [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate is an organic nitrate compound with the molecular formula C6H9NO6 and CAS number 16051-77-7. This stereochemically defined molecule features a bicyclic furofuran ring system with a hydroxyl group and a nitrate ester functional group. With a molecular weight of 191.14 g/mol, it represents a specialized chemical intermediate used in various synthetic applications.

What are the physicochemical properties of [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate is a solid compound at room temperature with a molecular weight of 191.14 g/mol. The presence of both hydroxyl and nitrate ester groups suggests moderate polarity and potential solubility in polar solvents. The bicyclic furofuran structure provides structural rigidity, while the nitrate functionality may impart energetic properties typical of organic nitrates.

What is [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate used for?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate serves as a specialized chemical intermediate in pharmaceutical synthesis and research applications. Its unique stereochemistry and functional groups make it valuable for developing complex organic molecules. The compound may be utilized in medicinal chemistry research, particularly in projects requiring specific stereochemical configurations and nitrate ester functionalities for biological activity studies.

How to handle [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate safely?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate should be handled with standard laboratory safety precautions. Wear appropriate personal protective equipment including safety glasses, gloves, and lab coats. Work in well-ventilated areas or under fume hoods to prevent inhalation. As with all nitrate compounds, avoid exposure to heat, friction, and incompatible materials. Handle containers carefully to prevent mechanical shock or static discharge.

How to store [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate correctly?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate requires storage in a cool, dry place away from heat sources, direct sunlight, and incompatible materials. Keep containers tightly sealed to prevent moisture absorption and contamination. Store separately from strong reducing agents, metals, and combustible materials. Maintain stable temperatures and avoid areas subject to mechanical vibration or shock to ensure product integrity and safety.

What to do in case of contact with [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate?

Contact with [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate requires immediate first aid measures. For skin contact, remove contaminated clothing and flush affected area with plenty of water for at least 15 minutes. In case of eye contact, rinse immediately with water and seek medical attention. If inhaled, move to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention while providing the safety data sheet to healthcare providers.

How to dispose of [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate appropriately?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate must be disposed of through licensed hazardous waste disposal companies in accordance with local and national regulations. Do not dispose of in regular waste streams or pour down drains. The material should be treated as a potentially energetic compound and handled by specialized waste management services. Consult local environmental authorities for specific disposal requirements and approved disposal facilities in your region.

How to transport [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate is classified under ADR Class 4.1 (Flammable solids) Packing Group III for transport purposes. This classification requires appropriate UN specification packaging, proper labeling, and documentation. Vehicles must carry appropriate placards and emergency response information. Drivers require hazardous materials training certification. Ensure compliance with international dangerous goods regulations when shipping across borders.

Is [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate subject to specific regulations?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate is subject to REACH regulation requirements in Europe for registration, evaluation, and authorization. The compound is not classified as a Substance of Very High Concern (SVHC). However, as a nitrate compound classified under ADR, it must comply with transport regulations and workplace safety standards. Users should verify current regulatory status and any updates to classification requirements before handling or distribution.

Where to buy [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate in Europe?

[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this compound to research institutions, pharmaceutical companies, and chemical manufacturers across Europe. As a professional chemical distributor, OYSI ensures proper handling, documentation, and compliance with European regulations. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.

Services for [(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate

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[(3S,3aR,6R,6aS)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl] nitrate is a dangerous good. We support you with labeling, packaging, and transport documentation.

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Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.