ДОДЕЦИЛБЕНЗОЛСУЛЬФОНАТ НАТРИЯ

Описание

Sodium dodecyl benzene sulfonate is a series of organic compounds with the formula C12H25C6H4SO3Na. It is a colourless salt with useful properties as a surfactant. It is usually produced as a mixture of related sulfonates. It is a major component of laundry detergent.

Химические свойства

white or light yellow flakes

Использование

A surfactant used in proteomics research.

Общее описание

Sodium dodecylbenzenesulfonate is a white to light yellow flakes, granules or powder. Sodium dodecylbenzenesulphonate is soluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Sodium dodecylbenzenesulphonate is used as a synthetic detergent.

Реакции воздуха и воды

Sodium dodecylbenzenesulphonate is soluble in water.

Профиль реактивности

SODIUM DODECYLBENZENESULFONATE is incompatible with strong oxidizers.

Угроза здоровью

Minor skin and eye irritant. INGESTION: May cause vomiting, diarrhea, and intestinal distension.

Промышленное использование

These frothers are mixtures of alcohols containing 6–8 carbon atoms. They were at one time marketed by DuPont and they are tailored frothers for specific ore types. The bestknown frother from this group is methyl isobutyl carbinol (MIBC) and 2-ethyl hexanol.
Aliphatic alcohol frothers are used as mixtures of different carbon lengths and as a mixture of hydrocarbon oils.

Профиль безопасности

Poison by intravenous route. Moderately toxic by ingestion. A skin and severe eye irritant. When heated to decomposiuon it emits tomc fumes of NazO. See also SULFONATES

Синтез

Sodium dodecylbenzenesulphonate is synthesised using 2-phenyldodecane as raw material by chemical reaction. The specific synthesis steps are as follows:
To a 5 L round bottom flask equipped with mechanical stirrer and an addition funnel was added octadecane and 2-phenyldodecane mixture ( 1.73 kg, 28%> 2-phenyldodecane). The reaction mixture was sparged with argon, warmed to 35°C and 1.25 weight % of oleum (632 g, 1.58 mol) was added dropwise, via addition funnel, to reaction mixture. The reaction mixture was stirred for 1.5 hours at room temperature. Upon completion, the reaction mixture was heated to 50°C and transferred to a separatory funnel and allowed to separate. The bottom layer was added slowly to a stirred solution of 15%> NaOH (aq) (2 L) at 10°C. Upon complete addition the resulting suspension was stirred for an additional 60 minutes. The solid was subsequently isolated by filtration and washed twice with ice-cold water. The solids were air dried for 16 hours and vacuum dried at 80°C to yield sodium, 4-(dodecan-2-yl) benzenesulfonate (555 g, 80.8% yield, 98.5% purity). lH NMR (400 MHz, (CD3)2S0/CDC13) δ 0.84 (t, J = 7.0 Hz, 3H), 0.95- 1.38 (m, 19H), 1.51 (pquart, J = 7.3 Hz, 2H), 2.65 (psext, J = 7.0 Hz, 1 H), 7.1 1 (d, J = 7.6 Hz, 2H), 7.56 (d, J = 8.4 Hz, 2H). 13C NMR (101 MHz, (CD3)2S0/CDC13) δ 13.8, 22.0, 22.1 , 27.0, 28.9, 28.9, 28.9, 28.9, 31.2, 37.6, 38.8, 125.4, 125.8, 145.3, 147.7.

Методы очистки

It crystallises from propan-2-ol or H2O. [Gray et al. J Org Chem 20 515 1955, Beilstein 11 IV 514.]