10147-40-7

Basic information

• Product Name: 1-DODECANESULFONYL CHLORIDE
• Synonyms: AmmoniumcarbonateadditiveY-1;1-DODECANESULPHONYL CHLORIDE;1-DODECANESULFONYL CHLORIDE;dodecane-1-sulphonyl chloride;Dodecan-1-sulfonylchlorid;1-DODECANESULFONYL CHLORIDE, 98+%;1-Dodecanesulfonic acid chloride
• CAS NO: 10147-40-7
• Molecular Formula: C₁₂H₂₅ClO₂S
• Molecular Weight: 268.84
• EINECS: 233-416-8
• Mol File: 10147-40-7.mol

Chemical Properties

• Melting Point: 41-42°C
• Boiling Point: 126-130°C 4mm
• Flash Point: 126-130°C/4mm
• Appearance: /
• Density: 1.038 g/cm³
• Vapor Pressure: 0.000146mmHg at 25°C
• Refractive Index: 1.462
• Sensitive: Moisture Sensitive
• BRN: 1778092
• CAS DataBase Reference: 1-DODECANESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-DODECANESULFONYL CHLORIDE(10147-40-7)
• EPA Substance Registry System: 1-DODECANESULFONYL CHLORIDE(10147-40-7)

Safety Data

• Hazard Codes: Xi
• Statements: 34-43
• Safety Statements: 26-36/37/39-45-36/37
• RIDADR: 3261
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 10147-40-7(Hazardous Substances Data)

Usage

Uses

Used in Surfactant and Detergent Industry:
1-Dodecanesulfonyl chloride is used as a key intermediate for the production of surfactants and detergents, where it aids in the formation of compounds with enhanced solubility and foaming properties. Its ability to introduce the sulfonyl group into organic molecules contributes to the improved performance of these products in various cleaning applications.
Used in Pharmaceutical Industry:
1-Dodecanesulfonyl chloride is used as a reagent in the synthesis of pharmaceuticals, where it can be employed to modify the properties of drug molecules. The introduction of the sulfonyl group can enhance the stability, solubility, or bioavailability of pharmaceutical compounds, potentially leading to improved therapeutic effects.
Used in Organic Synthesis:
1-Dodecanesulfonyl chloride is used as a versatile intermediate in organic synthesis, where it can be employed to introduce the sulfonyl group into a wide range of organic molecules. This modification can alter the chemical and physical properties of these molecules, making them suitable for various applications in the chemical industry, including the development of new materials and compounds with specific characteristics.

InChI:InChI=1/C12H25ClO2S/c1-2-3-4-5-6-7-8-9-10-11-12-16(13,14)15/h2-12H2,1H3

Upstream product

• 112-40-3 dodecane 
• 2757-37-1 didodecyl disulfide 
• 3482-54-0 S-dodecyl-isothiourea; hydrochloride 
• 112-55-0 1-dodecylthiol 
• 70592-02-8 S,S-Didodecyl dithiocarbonate 
• 2386-53-0 sodium dodecyl sulfate 
• 112-52-7 1-chlorododecane 
• 3545-42-4 S-n-dodecylisothiuronium bromide 
• 143-15-7 1-dodecylbromide 

Downstream Products

• 112-52-7 1-chlorododecane 
• 103277-32-3 Triphenylphosphorsaeure-dodecylsulfonimid 
• 287106-70-1 C₅₃H₉₃NO₆SSi 
• 20893-30-5 2-cyanomethylthiophene 
• 1216905-12-2 benzyl 3-O-benzyl-6-O-dodecylsulfonyl-D-glucopyranoside 
• 1380244-88-1 N,N'-(thieno[3,2-b]thiophene-2,5-diylbis(2,1-phenylene))bis(dodecane-1-sulfonamide) 
• 1380244-98-3 n,N'-(naphthalene-2,6-diylbis(2,1-phenylene))bis(dodecane-1-sulfonamide) 
• 1380244-84-7 N-(2-bromophenyl)dodecane-1-sulfonamide 
• 1407597-39-0 C₂₀H₃₅NO₃S 
• 1407597-45-8 C₂₁H₃₇NO₃S 
• 1421060-63-0 1-(dodecane-1-sulfonyl)-4-methyl[1,4]diazepane 
• 1174586-22-1 C₂₁H₃₉N₂O₂S⁽¹⁺⁾*I^(1-) 
• 1421342-93-9 C₄₉H₉₀NO₂PSSn₂ 
• 1421342-97-3 C₂₈H₅₀NO₂PSSi₂ 

Relevant articles and documents

Clean and economic synthesis of alkanesulfonyl chlorides from S-alkyl isothiourea salts via bleach oxidative chlorosulfonation

A simple procedure for clean and economic synthesis of alkanesulfonyl chlorides via bleach-mediated oxidative chlorosulfonation of S-alkyl isothiourea salts is disclosed. This procedure is environment- and worker-friendly with the advantages of readily accessible materials and reagents, simple and safe operations, easy purification without chromatography, and affords high yields of up to 99%.

Tert -Butyl Hypochlorite Mediated Oxidative Chlorination of S -Alkylisothiourea Salts: Synthesis of Sulfonyl Chlorides

Under neutral conditions, a variety of S-alkylisothiourea salts were smoothly converted into the corresponding sulfonyl chlorides through tert-butyl chlorite mediated oxidative chlorination in good to excellent yields after simple purification. In addition to the environmental and procedural advantages of this method, the neutral conditions potentially make it applicable to substrates that bear acid-sensitive functional groups. For example, the Cbz-protected 2-aminoethanesulfonyl chloride could be synthesized in moderate to good yields under the current neutral conditions, and the acid-sensitive Cbz-protecting group was not affected.

Synthesis and some surface properties of glycine-based surfactants

A new group of anionic surfactants, namely sodium salts of secondary alkanesulfonamidoacetic acid, were synthesized using n-alkanesulfonyl chlorides as starting materials. These surfactants, having the formula: R-SO 2-NH-CH2-COONa, with R = C12, C14, C16 and C18, were obtained in a simple way with quantitative yields. Different chain lengths and positional isomers of this new type of surfactants are expected to present differences in surface properties and foamability. The surface properties including critical micelle concentrations and minimal surface tensions γmin were determined for each prepared surfactant using surface tension measurements with a Wilhelmy plate. Surface excess and minimum area per molecule at the air-water interface were determined for different concentrations at 25 and 50 °C using the Gibbs equation. The foaming power was also determined by the Bartsch method, and the results obtained were compared to those of a commercial surfactant, the linear alkylbenzenesulfonate. The stability of the foam formed was also evaluated. As expected, these surfactants exhibit good surface properties and show good foaming power.

Synthesis and Physicochemical Properties of Alanine-Based Surfactants

The synthesis of a homologous series of alanine-based surfactants, namely sodium salts of n-alkanesulfonamido-2-propanoic acids in which n-alkane is n-dodecane, n-tetradecane, n–hexadecane, and n-octadecane having the formula RSO2NHCH (CH3)COO?Na+, is described. The starting materials used were a mixture of secondary positional isomers of n-alkanesulfonyl chlorides obtained by photosulfochlorination reaction using sulfuryl chloride and a catalyst. Surface properties of the aqueous solutions of the synthesized surfactants, including the critical micelle concentration and minimal surface tension δmin, were determined using surface tension measurements at 25?°C. The surface excess Γ and minimum area per molecule (Amin) where calculated using the Gibbs equation. The foaming power was also determined by the Bartsh method, and the R5 parameter was calculated to estimate the stability of the foam formed. The results obtained were compared to those of a commercial surfactant, sodium dodecylsulfate, and a series of synthesized glycine-based surfactants. The results obtained clearly show that the alanine-based surfactants possess good surface properties. The investigations highlight the influence on the surface properties of the addition of a methyl group in the hydrophilic part.

HORMONE RECEPTOR MODULATORS FOR TREATING METABOLIC CONDITIONS AND DISORDERS

The invention relates to activators of FXR useful in the treatment of autoimmune disorders, liver disease, intestinal disease, kidney disease, cancer, and other diseases in which FXR plays a role, having the Formula (I): (I), wherein L1, A, X1, X2, R1, R2, and R3 are described herein.

Design, synthesis and biological evaluation of novel aliphatic amido/sulfonamido-quaternary ammonium salts as antitumor agents

RhoB, one of the upstream signaling proteins of the phosphatidylinositol-3- kinase (PI3K)/Akt pathway, is frequently mutated in human cancer. Based on a piperazine alkyl derivative that induced apoptosis via up-regulation of RhoB, we synthesized novel aliphatic amido/sulfonamido-quaternary ammonium salts and evaluated their biological activities using an in vitro growth inhibition assay and RhoB promoter assay in human cancer cells. Compound 3a was the most promising anticancer agent in the series, based upon its potent growth inhibition via RhoB-mediated signaling. These novel aliphatic amido/sulfonamido-quaternary ammonium salts may be useful as a platform for development of anticancer chemotherapeutic agents.

Inhibition of lipoprotein lipase by alkanesulfonyl fluorides

A number of alkanesulfonyl halides (chlorides and fluorides) and esters were synthesized and their effect on the activity of lipoprotein lipase (LPL) was studied. Sulfonyl fluorides proved to be efficient inhibitors of LPL when the enzyme was incubated with a 10-fold molar excess of the inhibitors in a buffer containing bile salts (deoxycholate). Hexadecane- and dodecanesulfonyl fluorides caused 50% inhibition of LPL activity at concentrations of 10 to 20 μM. (C) 2000 Elsevier Science Ltd.

N-sulfonyl-N-dihalophenylimidazolidinediones

3-(3' -Dihalophenyl)-1-sulfonylimidazolidine-2,4-5'-diones of the formula: STR1 wherein X is a halogen atom, R1 is a C1 -C12 alkyl group, a C2 -C4 alkenyl group or a halogenated C1 -C4 alkyl group having 1 to 3 halogen atoms, and R2 and R3 are individually a hydrogen atom or a methyl group, which show high microbicidal activities against various fungi and bacteria without any material toxicity to mammals and which plants and can be produced by reacting the corresponding 1-unsubstituted compound with a sulfonyl halide.