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128-44-9

Basic Information
CAS No.: 128-44-9
Name: Saccharin sodium
Article Data: 8
Molecular Structure:
Molecular Structure of 128-44-9 (Saccharin sodium)
Formula: C7H4NNaO3S
Molecular Weight: 205.169
Synonyms: Sodium saccharin;1,2-Benzisothiazol-3(2H)-one,1,1-dioxide, sodium salt (1:1);Saccharine Sodium USP;1,2-Benzisothiazol-3(2H)-one,1,1-dioxide, sodium salt (9CI);1,2-Benzisothiazolin-3-one, 1,1-dioxide, sodiumderiv. (7CI);1,2-Benzisothiazolin-3-one, 1,1-dioxide, sodium salt (8CI);Saccharin, sodium deriv. (6CI);1,2-Benzothiazol-3(2H)-one 1,1-dioxide sodiumsalt;Cristallose;Crystallose;Kristallose;Saxin;Sodium o-benzosulfimide;Sodiumo-sulfobenzimide;Sucram C 150;Sweeta;Sykose;Willosetten;o-Benzoylsulfimide sodium salt;
EINECS: 204-886-1
Density: 1.69[at 20℃]
Melting Point: >300 °C
Boiling Point: 438.9 °C at 760 mmHg
Flash Point: 219.3 °C
Solubility: >=10 g/100 mL at 20 °C in water
Appearance: white crystalline powder
Safety: 24/25
PSA: 77.94000
LogP: 1.08240
Synthetic route
81-07-2

saccharin

128-44-9

saccharin sodium salt

Conditions
ConditionsYield
With sodium methylate In methanol at 20 - 22℃; for 6h;98%
With sodium methylate In methanol for 0.416667h; Inert atmosphere; Reflux;92.83%
With sodium methylate In methanol
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1h;
With sodium hydride In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;
128-44-9

saccharin sodium salt

5987-82-6

oxybuprocaine hydrochloride

oxybuprocaine saccharinate

Conditions
ConditionsYield
In ethanol at 20℃;100%
128-44-9

saccharin sodium salt

74-88-4

methyl iodide

15448-99-4

N-methylsaccharin

Conditions
ConditionsYield
In N,N-dimethyl-formamide99%
In N,N-dimethyl-formamide at 110℃;98%
With N,N-dimethyl-formamide
1260486-47-2

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-octylguanidinium chloride

128-44-9

saccharin sodium salt

1260486-67-6

N,N-diethyl-N',N'-di-n-propyl-N''-n-hexyl-N''-n-octylguanidinium saccharinate

Conditions
ConditionsYield
In water at 60℃;99%
Raw Materials
81-07-2
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Consensus Reports

IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 334.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 22 ,1980,p. 111.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Specification

Saccharin sodium (CAS NO.128-44-9) is also called Sodium 1,2-Benzisothiasolin-3-one-1,1-dioxide and 1,2-Benzisothiazol-3(2H)-one 1,1-dioxide sodium salt .It is the solid form of the artificial sweetener saccharin. Saccharin is non-nutritive and is used to add sweetness to beverages and foods without the calories or detrimental effects of consuming sugar. Like many other salts, it dissociates into its component parts when dissolved in water.

Physical properties about Saccharin sodium are: (1)ACD/LogP: 0.464; (2)ACD/LogD (pH 5.5): -2.98; (3)ACD/LogD (pH 7.4): -3.04; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 4; (9)#H bond donors: 1; (10)Flash Point: 219.3 °C; (11)Enthalpy of Vaporization: 73.34 kJ/mol; (12)Boiling Point: 438.9 °C at 760 mmHg; (13)Vapour Pressure: 1.77E-08 mmHg at 25°C

Preparation of Saccharin sodium: Saccharin sodium can be produced in various ways. The original route by Remsen & Fahlberg starts with toluene; another route begins with o-chlorotoluene. Sulfonation sodium by chlorosulfonic acid gives the ortho and para substituted sulfonyl chlorides. The ortho isomer is separated and converted to the sulfonamide with ammonia. Oxidation of the methyl substituent gives the carboxylic acid, which cyclicizes to give saccharin free acid:

Preparation of Saccharin Sodium

Uses of Saccharin sodium: In addition to the little packets found in dishes on restaurant table tops, Saccharin sodium is customarily used in canned fruit, flavored gelatin, dessert toppings, diet sodas, baked goods, jams, chewing gum, candy, and salad dressings. Unlike aspartame, sodium saccharin is heat stable so it can be used in cooking and baking without losing sweetness.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H5NO3S.Na/c9-7-5-3-1-2-4-6(5)12(10,11)8-7;/h1-4H,(H,8,9);/q;+1/p-1;
(2)InChIKey=WINXNKPZLFISPD-UHFFFAOYSA-M;
(3)Smilesc12c(C(=O)[NH-]S1(=O)=O)cccc2.[Na+];

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 6gm/kg (6000mg/kg)   United States Patent Document. Vol. #4869913,
mouse LD50 oral 17500mg/kg (17500mg/kg)   Food and Cosmetics Toxicology. Vol. 6, Pg. 313, 1968.
 
mouse LDLo subcutaneous 7gm/kg (7000mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1367, 1981.
rabbit LDLo oral 4gm/kg (4000mg/kg)   Yakkyoku. Pharmacy. Vol. 32, Pg. 1367, 1981.
rat LD50 intraperitoneal 7100mg/kg (7100mg/kg)   Food and Cosmetics Toxicology. Vol. 6, Pg. 313, 1968.
 
rat LD50 oral 14200mg/kg (14200mg/kg)   Food and Cosmetics Toxicology. Vol. 6, Pg. 313, 1968.