5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole)

Basic Information

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CAS Number

133-05-1

Molecular Formula

C20H18O6

Molecular Weight

354.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

Cryst.

Melting Point

120-122 °C

Boiling Point

504.4±50.0 °C at 760 mmHg

Flash Point

212.3±30.0 °C

Solubility

Insuluble (4.3E-4 g/L) (25 ºC),

Refractive Index

1.622

Vapor Pressure

0.0±1.2 mmHg at 25°C

SMILES

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C1C2C(COC2C3=CC4=C(C=C3)OCO4)C(O1)C5=CC6=C(C=C5)OCO6

InChI

InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m0/s1

InChIKey

PEYUIKBAABKQKQ-WZBLMQSHSA-N

LogP

3.2192000000000007

Topological Polar Surface Area

55.38000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

482

Safety Information

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Hazard Statement

Synonyms & References

English

D-asarinin
133-05-1
BSPBio_002743
TNP00112
C3RVX72NMG
AS-76837
(-)-Episesamin
CCG-39667
5-[(3S,3aR,6R,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole
AI3-00810
ASARININ (-)
MLS002473313
SPBio_000701
NSC 31773
SCHEMBL976772
SPECTRUM1504180
ACon1_000986
KBio1_001998
DTXSID201033462
SMR001397394
D85162
MEGxp0_001224
5,5'-(tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl)bis(1,3-benzodioxole)
(-)-ASARININ 97
AKOS040750231
Isosesamin
HMS2223C09
SpecPlus_000958
5-[(1R,3aR,4S,6aR)-4-(2H-1,3-benzodioxol-5-yl)-hexahydrofuro[3,4-c]furan-1-yl]-2H-1,3-benzodioxole
DivK1c_007054
5-[(3R,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-1,3-benzodioxole

MDL Number

MFCD00076000

FAQ

What are the physical and chemical properties of 5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-05-1)?

5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) is a crystalline solid with a molecular weight of approximately 298.26 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and dimethyl sulfoxide. Chemically, it exhibits moderate reactivity, particularly towards nucleophilic substitution and electrophilic addition reactions. This compound can form stable solid solutions and is stable under normal storage conditions.

How is 5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-05-1) typically synthesized?

5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) is typically synthesized through a multistep process involving the formation of furo[3,4-c]furan, followed by the attachment of 1,3-benzodioxole groups. The synthesis involves the use of a palladium catalyst in an aromatic coupling reaction. The overall yield of the compound is approximately 70-80%, with high selectivity towards the desired product.

What industries use 5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-05-1)?

5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) finds application in several industries. It is used in the pharmaceutical industry for the synthesis of certain drugs, in the polymer industry as a monomer for developing new materials, and in the electronics industry for the production of sensitive components. Additionally, it is utilized in the development of sensors and semiconductors.

What precautions should be taken when handling 5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole) (CAS: 133-05-1)?

When handling 5,5'-(1R,3aR,4S,6aR)-Tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diylbis(1,3-benzodioxole), it is crucial to use proper personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood. In case of a spill, handle it carefully and follow the manufacturer's guidelines. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.