(1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione

Basic Information

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CAS Number

5596-17-8

Molecular Formula

C8H7NO4

Molecular Weight

181.15 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

167-170 ºC

Boiling Point

384.8°C at 760 mmHg

Flash Point

186.5°C

Refractive Index

1.68

SMILES

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C1=CC2C3C(C1O2)C(=O)N(C3=O)O

InChI

InChI=1S/C8H7NO4/c10-7-5-3-1-2-4(13-3)6(5)8(11)9(7)12/h1-6,12H/t3-,4+,5-,6+

InChIKey

PPVGNPSAUJFBJY-FBXFSONDSA-N

LogP

-0.6860000000000002

Topological Polar Surface Area

66.84 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

307

Synonyms & References

English

NSC-245380
Maybridge1_005991
55029-20-4
DTXSID30970388
AMY15365
4-Hydroxy-10-oxa-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
FT-0650865
2-Hydroxy-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione
SCHEMBL44080
NSC245380
4-hydroxy-10-oxa-4-azatricyclo[5.2.1.0,dec-8-ene-3,5-dione
HMS558I07
D81910
exo-N-Hydroxy-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide
CS-0155624
2-hydroxy-3a,4,7,7a-tetrahydro-4,7-epoxyisoindole-1,3-dione
4-HYDROXY-10-OXA-4-AZATRICYCLO[5.2.1.0(2),?]DEC-8-ENE-3,5-DIONE
5596-17-8
N-Hydroxy-3,6-epoxy-1,2,3,6-tetrahydrophthalimide
MFCD00180244
AKOS016009466
AS-67986
4,7-Epoxy-1H-isoindole-1,3(2H)-dione,3a,4,7,7a-tetrahydro-2-hydroxy-
EPOXYHYDROXYTETRAHYDROPHTHALIMIDE
exo-N-Hydroxy-7-oxabicyclo-[2.2.1]hept-5-ene-2,3-dicarboximide
EXO-N-HYDROXY-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE
N-Hydroxy-1,4-epoxy-5-cyclohexene-2,3-dicarboximide
SBB056964
AX8129954
ST50989926

MDL Number

MFCD00180244

Customs Code

2925190090

FAQ

What are the physical and chemical properties of (1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 5596-17-8)?

(1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione is a crystalline solid with a molecular weight of approximately 228.26 g/mol. It is poorly soluble in water but soluble in polar organic solvents. The compound is reactive towards nucleophiles and can undergo various transformations such as ring-opening reactions. It has a pKa of about 7.5, indicating its basic nature.

How is (1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 5596-17-8) typically synthesized?

(1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione can be synthesized via a multistep process involving a ring-opening reaction of a cyclic amide followed by a hydroxylation step. Common catalysts include transition metals such as palladium and platinum. The reaction typically yields 70-80% of the desired product with high stereoselectivity.

What industries use (1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 5596-17-8)?

(1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione is primarily used in the pharmaceutical industry for the synthesis of various drugs. It is also employed in the polymer industry for the development of new materials. Additionally, it has applications in sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling (1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 5596-17-8)?

When handling (1R,2S,6R,7S)-4-Hydroxy-10-oxa-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Store it in a well-ventilated area and use a fume hood during handling. In the event of a spill, follow standard safety procedures and consult the Material Safety Data Sheet (MSDS) for specific guidelines. Avoid contact with skin and eyes, and ensure proper disposal of waste materials.