cis-1,2,3,6-Tetrahydrophthalimide

Basic Information

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CAS Number

27813-21-4

Molecular Formula

C8H9NO2

Molecular Weight

151.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

134-138 ºC

Boiling Point

273.17°C (rough estimate)

Refractive Index

1.5810 (estimate)

SMILES

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C1C=CCC2C1C(=O)NC2=O

InChI

InChI=1S/C8H9NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h1-2,5-6H,3-4H2,(H,9,10,11)/t5-,6+

InChIKey

CIFFBTOJCKSRJY-OLQVQODUSA-N

LogP

0.2251999999999999

Topological Polar Surface Area

46.17 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

221

Synonyms & References

English

TETRAHYDROPHTHALIMIDE, CIS-
AC-8836
1H-Isoindole-1, 3a,4,7,7a-tetrahydro-, cis-
1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-, cis-
Tox21_302043
cis-3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione
ES57D28O1U
SCHEMBL1568503
1H-Isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-, (3aR,7aS)-rel-
cis-1,2,3,6-Tetrahydrophthalimide
EINECS 215-999-0
NSC 41605
NS00010286
cis-.DELTA.4-Tetrahydrophthalimide
UNII-ES57D28O1U
cis-1,2,3,6-Tetrahydrophthalimide, 96%
T2801
AKOS015901316
EN300-344701
cis-4-Cyclohexene-1,2-dicarboximide
(3aR,7aS)-3,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
A808569
(3aR,7aS)-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione
Q27277334
CS-W016313
CIS-1,2,3,6-TETRAHYDROPHTHALIMIDE,5GM,NEAT
(3aR,7aS)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
cis-1,2,3,6-Tetrahydrophthalimide, analytical standard
NSC-41605
1,2,3,6-Tetrahydro phthalimide
CHEBI:194654

FAQ

What are the physical and chemical properties of cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4)?

cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4) is a white crystalline solid with a molecular weight of approximately 209.23 g/mol. It has a low solubility in water but is soluble in common organic solvents like ethanol and dichloromethane. Chemically, it is moderately reactive, particularly under basic conditions. It is used in organic synthesis and as a precursor in the production of various compounds.

How is cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4) typically synthesized?

cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4) is typically synthesized via a multi-step process involving the reduction of phthalic anhydride followed by ring opening and hydroamination reactions. The process often requires mild conditions, involving a hydrogenation catalyst like palladium on carbon. The overall yield is typically around 70-80%, with high molecular selectivity.

What industries use cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4)?

cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4) is used in various industries, including pharmaceuticals, where it serves as a precursor for drug synthesis. It is also utilized in the production of polymer additives and in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4)?

When handling cis-1,2,3,6-Tetrahydrophthalimide (CAS: 27813-21-4), it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Always use a fume hood to minimize exposure. Spills should be handled with care, using absorbent materials, and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for specific handling guidelines.