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577-11-7

Basic Information
CAS No.: 577-11-7
Name: Butanedioicacid, 2-sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt (1:1)
Article Data: 12
Cas Database
Molecular Structure:
Molecular Structure of 577-11-7 (Butanedioicacid, 2-sulfo-, 1,4-bis(2-ethylhexyl) ester, sodium salt (1:1))
Formula: C20H37NaO7S
Molecular Weight: 444.565
Synonyms: AerosolOT-B (6CI);Lutensit A-BOS;M 75;Mackanate DOS 75;Manoxol OT;Marlinat DF 8;Miconate DOS;Modane Soft;Molatoc;Molcer;Molofac;Monawet MO 70;Monawet MO 70E;AOT 100;Acrosol OT100;Adekacol EC 4500;Aerosol OT;Aerosol OT 75PG;Aerosol OT-A;Aerosol OT-S;Airrol CT 1;Astrowet O 75;Bis(2-ethylhexyl) sodiumsulfosuccinate;Carabon DA 72;Celanol DOS 75;Colace;Complemix;Coprol;Correctol Stool Softener Laxative;DOSS;DSS;Di(2-ethylhexyl) sulfosuccinate sodium salt;Dioctyl-Medo Forte;Disponil SUS-IC 875;Docusate sodium;SINONATE 290MH;dioctyl sodium sulfosuccinate;Sodium Dioctyl sulfosuccinate;
EINECS: 209-406-4
Density: 1.1 g/cm3
Melting Point: 153-157 °C
Boiling Point: 82.7°C
Flash Point: 91-95 °C
Solubility: 1.5 g/100 mL (25 °C) in water
Appearance: odorless colorless to white waxy solid
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 22-38-41-36/37/38
Safety: 26-39-37/39-36
Transport Information: N/A
PSA: 118.18000
LogP: 4.89030
Synthetic route
108-31-6

maleic anhydride

104-76-7

2-Ethylhexyl alcohol

577-11-7

sodium docusate

Conditions
ConditionsYield
Stage #1: maleic anhydride; 2-Ethylhexyl alcohol at 60 - 130℃; under 760.051 Torr; for 3.5h;
Stage #2: With sodium hydrogensulfite; sodium hydroxide In water at 107℃; for 1h; Reagent/catalyst; Temperature;
98.2%

bis(2-ethylhexyl) maleate

577-11-7

sodium docusate

Conditions
ConditionsYield
With sodium metabisulfite In ethanol for 10h; Temperature; Time; Inert atmosphere; Reflux;94%

2-(methoxycarbonylamino)-1H-benzimidazole-1-carboxylic acid

A

577-11-7

sodium docusate

B

sodium ligninsulfonate

sodium ligninsulfonate

cobalt bis(2-ethylhexyl) sulfosuccinate

577-11-7

sodium docusate

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol; n-heptane
142-16-5

bis(2-ethylhexyl) maleate

577-11-7

sodium docusate

Conditions
ConditionsYield
With sodium disulfite In water at 104℃; for 3.16667h; Inert atmosphere;
67-48-1

choline chloride

577-11-7

sodium docusate

1214261-62-7

choline dioctylsulfosuccinate

Conditions
ConditionsYield
In water; acetone at 20℃;100%
614-39-1

procainamide hydrochloride

577-11-7

sodium docusate

1234189-07-1

procainamide docusate

Conditions
ConditionsYield
In water; acetone at 20℃;100%
577-11-7

sodium docusate

tramadol hydrochloride

tramadolium docusate

Conditions
ConditionsYield
In water; acetone at 20℃;100%
1234188-85-2

(E)-1-(2-(3,7-dimethylocta-2,6-dienyloxy)-2-oxoethyl)-3-methyI-1H-imidazol-3-ium chloride

577-11-7

sodium docusate

1234188-87-4

(E)-1-(2-(3,7-dimethylocta-2,6-dienyloxy)-2-oxoethyl)-3-methyI-1H-imidazol-3-ium docusate

Conditions
ConditionsYield
In water; acetone at 20℃;100%
577-11-7

sodium docusate

136236-51-6

rasagiline

1260684-42-1

rasagiline docusate

Conditions
ConditionsYield
Stage #1: sodium docusate With hydrogenchloride In dichloromethane; water
Stage #2: rasagiline In acetone for 2h; Product distribution / selectivity;
100%
Raw Materials
142-16-5
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Specification

The IUPAC name of Docusate sodium is sodium 1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate. With the CAS registry number 577-11-7, it is also named as Di-(2-ethylhexyl) sodium sulfosuccinate. The product's categories are Hair Care; Skin Care; Anionic Surfactants; Functional Materials; Sulfonate (Surfactants); Surfactants, and the other registry numbers are 105956-73-8; 106396-28-5; 110162-65-7; 113255-61-1; 130390-93-1; 135843-72-0; 138893-51-3; 141092-35-5; 201816-76-4; 202352-75-8, etc. Besides, it is odorless colorless to white waxy solid, which should be stored in sealed, cool and dry place at 2-8 °C. The chemical is stable, combustible, and incompatible with strong oxidizing agents. In addition, its molecular formula is C20H37NaO7S and molecular weight is 444.56.

Physical properties about Docusate sodium are: (1)ACD/LogP: 5.964; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 2.47; (4)ACD/LogD (pH 7.4): 2.46; (5)ACD/BCF (pH 5.5): 6.43; (6)ACD/BCF (pH 7.4): 6.35; (7)ACD/KOC (pH 5.5): 13.39; (8)ACD/KOC (pH 7.4): 13.23; (9)#H bond acceptors: 7; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 18;

Preparation of Docusate sodium: this chemical can be prepared by Sodium metabisulfite and Diisooctyl maleate. Frist, you can use Diisooctyl maleate to react with aliphatic alcohol.



Then use the resultant to react with Sodium metabisulfite by heating.

Uses of Docusate sodium: this chemical is an anionic surfactant and a common ingredient in consumer products, especially laxatives of the stool softener type. It also can be used as surfactant in reverse micelle encapsulation studies. Similarly, it is a pesticide used popularly for crops of olives, almonds, wine grapes, corn and oranges. The product is an excellent emulsifier, detergent and penetrant that is used in textile industry.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. It is also harmful if swallowed and risk of serious damage to the eyes. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: [Na+].[O-]S(=O)(=O)C(C(=O)OCC(CC)CCCC)CC(=O)OCC(CC)CCCC
(2)InChI: InChI=1/C20H38O7S.Na/c1-5-9-11-16(7-3)14-26-19(21)13-18(28(23,24)25)20(22)27-15-17(8-4)12-10-6-2;/h16-18H,5-15H2,1-4H3,(H,23,24,25);/q;+1/p-1;
(3)InChIKey: APSBXTVYXVQYAB-REWHXWOFAT;

The toxicity data is as follows:;

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 60mg/kg (60mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 428, 1949.
mouse LD50 oral 2643mg/kg (2643mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Drug and Chemical Toxicology. Vol. 1, Pg. 89, 1977/1978.
rat LD50 intraperitoneal 590mg/kg (590mg/kg) VASCULAR: STRICTIRA; CJAMGES OM VESSE;S Bromatologia i Chemia Toksykologiczna. Vol. 7, Pg. 161, 1974.
rat LD50 oral 1900mg/kg (1900mg/kg)   Journal of the Society of Cosmetic Chemists. Vol. 13, Pg. 469, 1962.