3-Chloropropanesulfonyl chloride

3-Chloropropanesulfonyl chloride, with the chemical formula C3H5ClO2S and CAS number 1633-82-5, is a chemical compound that belongs to the class of sulfonyl chlorides. It appears as a colorless liquid with a pungent odor. The basic structure of 3-Chloropropanesulfonyl chloride consists of a chlorine atom attached to a carbon atom, which is further attached to a sulfonyl group containing a sulfur atom and two oxygen atoms. This compound is soluble in organic solvents but insoluble in water. 3-Chloropropanesulfonyl chloride is a highly reactive compound and should be handled with caution. It can cause severe skin and eye irritation, and inhalation or ingestion may lead to respiratory and gastrointestinal discomfort. It is important to use appropriate protective measures when working with this chemical. In case of accidental release or exposure, immediate steps should be taken to prevent its spread to the environment and to minimize human and environmental risks.

Applicable Fields

3-Chloropropanesulfonyl chloride is commonly used in the field of organic synthesis. Its purpose in this field involves its reactivity as a sulfonylating agent, allowing the introduction of the sulfonyl group into various organic compounds. The mechanism of action in organic synthesis involves the reaction of 3-Chloropropanesulfonyl chloride with nucleophilic groups, resulting in the formation of sulfonamide derivatives. These derivatives find applications in pharmaceuticals, agrochemicals, and other industries.

Storage

ConditionsStore in a cool and dry place, away from heat sources and direct sunlight.

The 3-Chloropropanesulfonyl chloride with cas registry number of 1633-82-5 belongs to the categories: Organic Building Blocks; Sulfonyl Halides; Sulfur Compounds. It is clear colorless to light brown liquid and sensitive to lachrymatory. It also has the EINECS registry number of 216-646-3. In addition, both its systematic name and IUPAC name are the same which is called 3-chloropropane-1-sulfonyl chloride.

The physical properties about this chemical are: (1)ACD/LogP: 1.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.22; (4)ACD/LogD (pH 7.4): 1.22; (5)ACD/BCF (pH 5.5): 5; (6)ACD/BCF (pH 7.4): 5; (7)ACD/KOC (pH 5.5): 110.1; (8)ACD/KOC (pH 7.4): 110.1; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.476; (13)Molar Refractivity: 34.41 cm³; (14)Molar Volume: 121.8 cm³; (15)Surface Tension: 42.7 dyne/cm; (16)Density: 1.452 g/cm³; (17)Flash Point: 92.3 °C; (18)Enthalpy of Vaporization: 47.97 kJ/mol; (19)Boiling Point: 262.1 °C at 760 mmHg; (20)Vapour Pressure: 0.0181 mmHg at 25°C.

Preparation of 3-Chloropropanesulfonyl chloride: it can be prepared by [1,2]oxathiolane 2,2-dioxide together with reagents: SOCl₂, dimethylformamide.

Uses of 3-Chloropropanesulfonyl chloride: it can be used for the synthesis of 1-(3-chloro-propane-1-sulfonyl)-pyrrolidine with pyrrolidine. This reaction also needs reagents Et₃N and solvent CH₂Cl₂.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin and causes burns. Therefore, wear suitable protective clothing, gloves and eye/face protection during using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: ClCCCS(Cl)(=O)=O;
(2)InChI: InChI=1/C3H6Cl2O2S/c4-2-1-3-8(5,6)7/h1-3H2;
(3)InChIKey: GPKDGVXBXQTHRY-UHFFFAOYAW

The toxicity data is as follows: