22767-49-3

Basic information

• Product Name: Sodium pentanesulfonate
• Synonyms: IPC-ALKS-5;IPC(TM) B5;1-PENTANESULFONATE, SODIUM;1-PENTANESULFONATE, SODIUM SALT;1-PENTANESULFONIC ACID SODIUM SALT;1-PENTANESULPHONATE, SODIUM SALT;1-PENTANESULPHONIC ACID SODIUM SALT;1-PENTYLSODIUMSULFONATE
• CAS NO: 22767-49-3
• Molecular Formula: C₅H₁₁O₃S*Na
• Molecular Weight: 174.19
• EINECS: 245-208-4
• Product Categories: Alkyl Aryl Sodium Sulfonate Series;Small molecule;Analytical Chemistry;HPLC Ion-Pair Reagents for Basic Samples;Ion-Pair Reagents for HPLC;Ion-pair Reagents
• Mol File: 22767-49-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 300 °C
• Appearance: White to pale yellow/Crystals
• Density: 1.018
• Storage Temp.: Store at +5°C to +30°C.
• Solubility: H2O: soluble0.5M at 20°C, clear, colorless
• Water Solubility: soluble
• BRN: 3725147
• CAS DataBase Reference: Sodium pentanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium pentanesulfonate(22767-49-3)
• EPA Substance Registry System: Sodium pentanesulfonate(22767-49-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36/38
• Safety Statements: 37/39-26-28-36/37/39-36
• WGK Germany: 3
• F: 8-10
• TSCA: Yes
• Hazardous Substances Data: 22767-49-3(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Different sources of media describe the Uses of 22767-49-3 differently. You can refer to the following data:
1. suzuki reaction
2. Sodium 1-pentanesulfonate is used as a base in the Suzuki coupling reaction. It is used as a surfactant in studies on drug release from the water-in -oil-in-water multiple emulsion process in vitro. It is utilized in the analysis of pharmaceutical products, metabolites, small organic molecule compounds, peptides by RP-HPLC and micellar electrokinetic chromatography.

General Description

Concentrate for 6x1 L ready-to-use solution. Dilute contents of one ampule (~0.3 M) to 1 L with HPLC grade water to obtain a 0.005 M eluent solution.

InChI:InChI=1/C5H12O3S.Na/c1-2-3-4-5-9(6,7)8;/h2-5H2,1H3,(H,6,7,8);/q;+1/p-1

Synthetic route

1-Chloropentane (543-59-9) → sodium pentane-1-sulfonate (22767-49-3)

Conditions	Yield
With copper; sodium sulfite In ethanol; water for 40h; Reflux;	61.4%
With water; sodium sulfite at 200℃;

n-pentanesulphonyl chloride (6303-18-0) → sodium pentane-1-sulfonate (22767-49-3)

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 25℃; Rate constant;

1-Bromopentane (110-53-2) → sodium pentane-1-sulfonate (22767-49-3)

Conditions	Yield
With sodium sulfite In water for 24h; Heating;

sodium pentyl sulfate (556-76-3) + sodium sulfite (7757-83-7) → sodium pentane-1-sulfonate (22767-49-3)

Conditions	Yield
In water 110-130°C, 4-5 h;
In water 110-130°C, 4-5 h;

sodium pentane-1-sulfonate (22767-49-3) → n-pentanesulphonyl chloride (6303-18-0)

Conditions	Yield
With 1,3,5-trichloro-2,4,6-triazine; 18-crown-6 ether In acetone for 20h; Heating;	70%
With thionyl chloride In benzene for 4h; Heating;
With phosphorus pentachloride at 140℃; for 0.75h; Neat (no solvent);

sodium pentane-1-sulfonate (22767-49-3) → pentane-1-sulfonyl fluoride (329005-61-0)

Conditions	Yield
Stage #1: sodium pentane-1-sulfonate With 1,3,5-trichloro-2,4,6-triazine; tetrabutylammomium bromide In acetonitrile at 60℃; for 12h; Stage #2: With potassium hydrogen difluoride In acetone; acetonitrile at 20℃; for 12h;	68%

sodium pentane-1-sulfonate (22767-49-3) → amyl iodide (628-17-1)

Conditions	Yield
With 18-crown-6 ether; iodine; triphenylphosphine In benzene for 26h; Heating;	40 % Chromat.

Mg3Al(OH)8(AcO)∙2H2O + sodium pentane-1-sulfonate (22767-49-3) → 3Mg(2+)*Al(3+)*8HO(1-)*C5H11O3S(1-)*2H2O

Conditions	Yield
In methanol at 20℃; for 72.5h; Sonication;

Upstream product

• 543-59-9 1-Chloropentane 
• 110-53-2 1-Bromopentane 
• 556-76-3 sodium pentyl sulfate 
• 7757-83-7 sodium sulfite 
• 6303-18-0 n-pentanesulphonyl chloride 

Downstream Products

• 6303-18-0 n-pentanesulphonyl chloride 
• 628-17-1 amyl iodide 

Relevant articles and documents

Preparation of sodium sulfonates using by copper as catalyst

The sodium alkyl sulfonates were prepared by Strecker reaction. The synthesis of sodium chloroethyl sulfonate from dichloroethane and sodium sulfite with different catalysts, it was found that copper was an efficient catalyst with a yield (81%). The reaction conditions were also optimized to make the route more competitive and suitable for large-scale industrial production. Besides, some more sulfonates were also obtained with copper as catalyst via Strecker reaction.

Studies on Sulphochlorination of Paraffins. VIII. Studies on the Hydrolysis of Individual Alkane Sulphochlorides by Sodium Hydroxide

The hydrolysis of individual C1-C5 alkane sulphochlorides by sodium hydroxide in dioxane/water (1:1) was kinetically studied at 25 deg C by means of stopped-flow technique, measuring the change of electric conductivity.The rate constants were influenced by steric hindrance, but in all cases were higher than the rate constant for alkaline hydrolysis of benzene sulphochloride, which cannot react according to the elimination-addition (sulphene) mechanism.The reaction enthalpy of the alkaline hydrolysis of four individual alkane sulphochlorides was determined by a simple calorimetric apparatus; the average value amounts to ΔRH = -239 kJ mol-1.