Hexahydro-1H-isoindole-1,3(2H)-dione

Basic Information

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CAS Number

1444-94-6

Molecular Formula

C8H11NO2

Molecular Weight

153.18 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

135.0 to 139.0 deg-C

Boiling Point

330.8°C at 760 mmHg

Density

1.18

Flash Point

159.3℃

Refractive Index

1.506

SMILES

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C1CCC2C(C1)C(=O)NC2=O

InChI

InChI=1S/C8H11NO2/c10-7-5-3-1-2-4-6(5)8(11)9-7/h5-6H,1-4H2,(H,9,10,11)

InChIKey

WLDMPODMCFGWAA-UHFFFAOYSA-N

LogP

0.4491999999999996

Topological Polar Surface Area

46.17 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

190

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

Sensitive to moisture and air

Synonyms & References

English

AKOS001040902
hexahydroisoindoledione
NSC 18823
H1363
EINECS 215-889-2
EN300-05115
NS00044125
BCP28264
CS-W010938
Hexahydro-1H-isoindole-1,3(2H)-dione
A808222
1444-94-6
AKOS016842328
Q-101148
MFCD00035737
Hexahydrophthalimide
Hexahydro-1H-isoindole-1,3(2H)-dione #
3a,4,5,6,7,7a-hexahydroisoindole-1,3-dione
(3aS,7aS)-Hexahydro-1H-isoindole-1,3(2H)-dione
Z56893140
SCHEMBL797221
1H-Isoindole-1,3(2H)-dione, hexahydro-
Cyclohexane-1,2-dicarboximide
1H-Isoindole-1, hexahydro-
1H-Isoindole-1, hexahydro-, cis-
AC-8838
NSC-407018
1,2-Cyclohexanedicarboximide
SY003043
NSC407018
cis-Hexahydrophthalimide

MDL Number

MFCD00035737

Customs Code

2925190090

FAQ

What are the physical and chemical properties of Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6)?

Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6) is a solid compound with a crystalline form. Its molecular weight is approximately 174.20 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and acetone. It is moderately reactive, particularly with bases and can undergo ring-opening reactions. The compound is stable under normal conditions but should be stored in a cool, dry place away from strong acids and oxidizers.

How is Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6) typically synthesized?

Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6) is typically synthesized via the Michael addition of acetone to 2-aminooxyacetic acid followed by a lactamization reaction. Common catalysts include acid catalysts such as hydrochloric acid. The selectivity and yield can be improved by using appropriate solvents and reaction conditions, leading to a pure product with a high yield.

What industries use Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6)?

Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6) is primarily used in the pharmaceutical industry for the synthesis of various organic compounds and intermediates. It also finds applications in the polymer industry, where it serves as a monomer or functional group for polymerization. Additionally, it is utilized in the sensor and semiconductor industries due to its unique chemical properties.

What precautions should be taken when handling Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6)?

When handling Hexahydro-1H-isoindole-1,3(2H)-dione (CAS: 1444-94-6), it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure to airborne particles. Spills should be immediately cleaned up using appropriate absorbents, and the area should be thoroughly washed down with water. Always consult the Safety Data Sheet (SDS) for specific handling and storage recommendations.