2-[(Trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione

Basic Information

View in Editor

CAS Number

133-06-2

Molecular Formula

C9H8Cl3NO2S

Molecular Weight

300.59 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

173.0 to 177.0 deg-C

Boiling Point

314.2°C (rough estimate)

Flash Point

2 °C

Refractive Index

1.6360 (estimate)

SMILES

View in Editor

C1C=CCC2C1C(=O)N(C2=O)SC(Cl)(Cl)Cl

InChI

InChI=1S/C9H8Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-2,5-6H,3-4H2

InChIKey

LDVVMCZRFWMZSG-UHFFFAOYSA-N

LogP

2.9135000000000018

Topological Polar Surface Area

37.38 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

340

Safety Information

View Safety Information

GHS Hazard Pictograms

H317

H318

H331

H351

H400

Hazard Statement

H317 May cause an allergic skin reaction
Sensitization, Skin

H318 Causes serious eye damage
Serious eye damage/eye irritation

H331 Toxic if inhaled
Acute toxicity, inhalation

H351 Suspected of causing cancer
Carcinogenicity

H400 Very toxic to aquatic life
Hazardous to the aquatic environment, acute hazard

Hazard Class

Class 6.1 Class 6.1

Stability

Stable. Incompatible with strong bases, strong oxidizing agents.

Toxicity

LD50 orally in rats: 9000 mg/kg (Bridges)

Synonyms & References

English

NCGC00091034-06
SMR001307282
Captan 100 microg/mL in Acetone
N-[(Trichloromethyl)mercapto]-4-cyclohexene-1,2-dicarboximide
Captan, PESTANAL(R), analytical standard
Trimegol
Fungus Ban Type II
Orthocide 50
Kaptan
Sr406
Orthocide 83
Captan 1000 microg/mL in Acetone
Tox21_300772
N-((Trichloromethyl)mercapto)-.DELTA.4-tetrahydrophthalimide
Le captane
NCGC00091034-03
Trichlormethylthioamid kyseliny 1,2,3,6-tetrahydroftalove
Esso fungicide 406
NCGC00091034-09
Bean Seed Protectant
InChI=1/C9H8Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-2,5-6H,3-4H2
Aacaptan
N-[(Trichloromethyl)thio]tetrahydrophthalimide
Captaf 85W
N-Trichloromethylthio-3a,4,7,7a-tetrahydrophthalimide
Tox21_111065
N-[(Trichloromethyl)thio]-.DELTA.4-tetrahydrophthalimide
NSC-36726
NCGC00091034-08
3a,4,7,7a-Tetrahydro-2-((trichloromethyl)thio)-1H-isoindole-1,3(2H)-dione
Captan, analytical standard

MDL Number

MFCD00041811

Customs Code

2930909057

FAQ

What are the physical and chemical properties of 2-[(Trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione (CAS: 133-06-2)?

This compound is a crystalline solid with a molecular weight of approximately 335.93 g/mol. It has limited aqueous solubility and is more soluble in organic solvents. It reacts readily with nucleophiles due to the presence of the trichloromethylsulfanyl group. It also exhibits electrophilic character, making it a good electrophilic reagent in various organic reactions.

How is 2-[(Trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione (CAS: 133-06-2) typically synthesized?

This compound is commonly synthesized via nucleophilic substitution reactions of chlorosulfonic acid with 3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione. The reaction involves the displacement of a hydroxyl group with a trichloromethylsulfanyl group, yielding the desired product with high selectivity and good yield.

What industries use 2-[(Trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione (CAS: 133-06-2)?

This compound is used in the pharmaceutical industry for the synthesis of certain drugs. It is also utilized in the development of sensors and as a building block in the synthesis of polymers. Additionally, it finds application in the preparation of semiconductors due to its unique electronic properties.

What precautions should be taken when handling 2-[(Trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione (CAS: 133-06-2)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be carried out in a well-ventilated area or a fume hood. Spills should be cleaned up using appropriate absorbent materials, and the area should be thoroughly washed down. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.