Name | Sodium cyclamate |
Synonyms | asugryn cyclamic Beet molasses Sodium cyclamate Cyclamate Sodium assurgrinvollsuss assurgrinfeinsuss Beet Sugar Molasses cyclamate,sodiumsalt sodium cyclohexylsulfamate sodium cyclohexylsulphamate sodium cyclohexanesulfamate Sodium N-cyclohexylsulfamate cyclamic acid sodium crystalline Cyclohexansulfamic acid Sodium salt cyclohexyl-sulfamicacimonosodiumsalt cyclohexylsulfamic acid, sodium salt N-Cyclohexylsulphamic acid sodium salt cyclohexanesulfamicacid,monosodiumsalt cyclohexanesulphamicacid,monosodiumsalt Sodium cyclamate~Sodium N-cyclohexylsulphamate |
CAS | 139-05-9 68476-78-8 |
EINECS | 205-348-9 |
InChI | InChI=1/C6H13NO3S.Na/c8-11(9,10)7-6-4-2-1-3-5-6;/h6-7H,1-5H2,(H,8,9,10);/q;+1/p-1 |
InChIKey | UDIPTWFVPPPURJ-UHFFFAOYSA-M |
Molecular Formula | C6H14NNaO3S |
Molar Mass | 203.23 |
Density | 1.58[at 20℃] |
Melting Point | >300 °C (lit.) |
Water Solubility | >=10 g/100 mL at 20 ºC |
Solubility | Soluble in water (1g/5ml) propylene glycol (1g/25ml), almost insoluble in ethanol, ether, benzene and chloroform. |
Vapor Presure | 0.002Pa at 150℃ |
Appearance | White crystalline powder |
Color | White |
Merck | 14,2703 |
BRN | 4166868 |
PH | 5.5-7.5 (100g/l, H2O, 20℃) |
Storage Condition | room temp |
Sensitive | Sensitive to light |
MDL | MFCD00003827 |
Physical and Chemical Properties | White crystalline powder, odorless, sweetness of sucrose 40~50 times. Soluble in water (1g/5mL), slightly soluble in propylene glycol (1g/25mL), insoluble in ethanol, chloroform, benzene and ether. The pH value of 10% aqueous solution was 6.5. No moisture absorption, alkali resistance, heat resistance (decomposition temperature 28 degrees C), light resistance. Mouse oral LD5018000mg/kg,Adl 0~11 mg/kg(FAO/WHO,1994). |
Use | Used as food processing sweeteners, drugs, cosmetics, feed additives |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
Safety Description | S36/37 - Wear suitable protective clothing and gloves. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | GV7350000 |
TSCA | Yes |
HS Code | 29299000 |
Toxicity | Sodium cyclamate is a non-nutritive sweetener that is about 30 times sweeter than cane sugar. The oral LD50s in rats and mice are 15.25 and 17.0 g/kg, respectively. It was banned as a food additive because of findings that it caused bladder cancer in rodents. It appears to act as a promoter. There is also evidence that it causes toxicity in the male reproductive system. |
Raw Materials | Sulfamic acid Cyclohexylamine |
Reference Show more | 1. Huang Zhuoquan, Liu Huan, Mai Runqiu, et al. Exposure Risk Assessment of Four Food Additives for Bergamot Cold Fruit [J]. Journal of Food Safety and Quality Inspection 2020 011(008):2645-2649. 2. Shi Yan, Zhao Shanshan, Ji Ningning, et al. Fiber Quality Analysis of Dissolving Pulp Cellulose Fiber in NaOH/Additive Aqueous Solution [J]. Polymer Bulletin, 2016(12):43-49. 3. Xiao Xiaoyi, Xia Yanbin, Yuan He, et al. Ultrasonic Extraction/Gas Chromatography for Detection of Sodium Cyclamate in Edible Areca Nut [J]. Agricultural Products Processing, 2019(14). 4. Bingxue Hu, Da-Wen Sun, Hongbin Pu, Qingyi Wei, A dynamically optical and highly stable pNIPAM @ Au NRs nanohybrid substrate for sensitive SERS detection of malachite green in fish fillet, talanta, Volume 218, 2020, 121188, ISSN 0039-9140, https://doi.org/ |
white crystalline powder, odorless, 40 to 50 times the sweetness of sucrose, soluble in water (lg/5mL), slightly soluble in propylene glycol (1g/25mL), insoluble in ethanol, chloroform, benzene and ether. The pH value of 10% aqueous solution was 6.5. Stable to heat, light and air, stable under alkaline conditions, slightly decomposed when acidic. No hygroscopicity.
obtained by the reaction of cyclohexylamine and sodium aminosulfonate through crystallization and purification. Alternatively, it is prepared by the reaction of cyclohexylamine and sulfur trioxide. It can also be obtained from the reaction of cyclohexylamine and chlorosulfonic acid.
This product is cyclohexanesulfonic acid sodium salt. Calculated as the dried product, the content of CsH 12nna03s F is less than 98.0%.
sodium cyclamate is a commonly used non-nutritive sweetener. In the human body is not absorbed, does not produce heat. Taste close to sucrose, often mixed with saccharin sodium, can mask the bitter taste of saccharin sodium. For pickles, sauces, wine, cakes, biscuits, bread, ice cream, ice cream
The maximum usage amount is 0. 65g/kg; The maximum usage amount of candied fruit is 1.0g/kg; The maximum usage amount of tangerine peel, plum and dried Bayberry is 8. Og/kg.
take this product l .O g, add water 10ml to dissolve, according to UV-visible spectrophotometry (General rule 0401), at the wavelength of 270mn absorbance, should not exceed 0.10.
This product l .O g, add water 10ml to dissolve, according to the law (General 0631),p H value should be 5. 5~7. 5.
The pH value of the solution shall be checked according to law (General rule 0901 and General Rule 0 9 0 2) and shall be clear and colorless.
take this product 0. 50g, check according to law (General rule 0802), compared with the standard potassium sulfate solution 1 .2m l made of the control solution, not more concentrated (0.024%).
take 1 0g of this product, weigh it accurately, put it in a 100ml measuring flask, add water to dissolve and dilute it to the scale, shake it well, and use it as a test solution. lg, precision weighing, put in a 100ml measuring flask, quickly add 50ml of hydrochloric acid solution (1 -100) to dissolve, dilute with water to the scale, shake, take appropriate amount of precision measurement, A solution containing 2.5 of cyclohexylamine per l of 1 m of Phine was prepared by dilution with water as a control solution. The sample solution and the reference solution were respectively placed in 60ml separatory funnel, and alkaline ethylenediamine tetraacetic acid disodium solution (10g of ethylenediamine tetraacetic acid disodium and sodium hydroxide 3) was added. 4G, add water to dissolve and dilute to 100ml and shake to obtain) 15.0 mL and m l of trimethyl methane-n-butanol (20: 1), shake for 2 minutes, and let stand, separate the three-gas methane layer, accurately measure 10 M l, put it in another separatory funnel, add methyl orange boric acid solution (take methyl orange 200mg and Na 3 .5G, add 100ml of water, heat on the water bath to dissolve, stand still for more than 24 hours, immediately before filtering to take the filtrate, that is, 2.0), shake for 2 minutes, stand still, separate the chloroform layer, add anhydrous sodium sulfate (l g), shake and let stand; Take 5ml of the three-gas methane solution precisely, put it in a colorimetric tube, and add methanol-sulfuric acid (50: 1)0. 5 m l, shake well, the color of the test solution should not be deeper than the reference solution; Or according to UV-visible spectrophotometry (General rule 0401), determine the absorbance at the wavelength of 520nm, the absorbance of the test solution should not be greater than the absorbance of the control solution (0. 00 25%).
take this product, dry to constant weight at 105°C, weight loss shall not exceed 1.0% (General rule 0831).
take l .O g of this product, add 23ml of water to dissolve, add 2ml of acetate buffer (pH3.5), and check according to law (the first method of general rule 0821), containing heavy metals not more than 10 parts per million.
Take 2. O g of this product, add 0822 of water to dissolve, add 5ml of hydrochloric acid, and check according to law (General rule 0.0001% first law), shall comply with the provisions ().
take this product about 0. 16G, precision weighing, add glacial acetic acid 40 m l, dissolve at a slight temperature, let cool, add 2 drops of crystal violet indicator solution, and use perchloric acid titration solution (0. lm o l/L) titration to the solution is green and the results of the titration are corrected with a blank test. Each lm l perchloric acid titration solution (0. lm o l/L) corresponds to 20. 12mg of C6H 12 NNa03S.
pharmaceutical excipients, sweeteners and flavoring agents.
sealed storage.
LogP | -2.63 at 20℃ |
(IARC) carcinogen classification | 3 (Vol. Sup 7, 73) 1999 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
identification test | soluble in water, almost insoluble in ethanol. Measured according to OT-42 method. Add 1ml of hydrochloric acid to 10ml of 1% sample solution, mix, and add 1ml of barium chloride test solution (TS-37). The obtained solution should still be clear, such as adding 1ml of sodium nitrite test solution (TS-226). There are white precipitates. Positive for sodium test (IT-28). |
content analysis | after the sample is pre-dried at 105 ℃ for 1 hour, about 0.4g is accurately weighed, dissolved in a mixed solution prepared from 50ml of water and 5ml of dilute hydrochloric acid test solution (TS-117), and titrated with 0.1mol/L sodium nitrite solution. When titrating to the last 1ml of titration solution, it should be added drop by drop, and the end point should be immediately blue when the glass rod stained with iodine starch test paper is extended into the titrated solution, or the end point should be determined by potentiometric titration. When the titration is complete, the above endpoint phenomenon can still be reproduced after being maintained by drops for 1min. 0.1mol/L sodium nitrite solution per ml is equivalent to 20.12mg of sodium cyclohexylsulfamate (C6H12N3NaOS). |
toxicity | ADI value 0~11 mg/kg (calculated as cyclohexylsulfamic acid; FAO/WHO,2001). LD5015250mg/kg (rats, oral); Rats were fed with 1.0% for 2 years without any abnormality. For the human body, after oral administration, 40% is excreted by urine and 60% excreted by stool. According to U.S. regulations (FDA 189.135,2000), this product is still prohibited from being directly added or used in food. |
usage limit | GB 2760-2002(g/kg): pickles, sauces, prepared wine, cakes, biscuits, bread, ice cream, ice cream, popsicles, beverages, jelly, 0.65; Candied fruit, 1.0; melon seeds, 2.0; dried tangerine peel, plum, plum, dried bayberry, 8.0. |
Use | Used as a sweetener for food processing, an additive for medicines, cosmetics, and feed The sweetness of this product is about 30 times that of sucrose. Dilute 1:10000 (sucrose 1:140, saccharin 1:50000) can still feel sweet. As a non-nutritional sweetener, it is used in all aspects. The concentration should not exceed 0.4% to ease the bitterness. According to China's GB2760-86 regulations, it can be used for cool drinks, ice cream, cakes and candied fruits. In addition, according to the supplementary provisions of the GB2760-89, it can also be used as additives for pickles, seasoning sauce, prepared wine, cakes, biscuits, complexion, etc. Sodium cyclamate is a commonly used non-nutritional synthetic sweetener. It is not absorbed in the human body, does not generate heat, and does not cause caries. The taste is close to sucrose and is often mixed with sodium saccharin (10:1) to mask the bitter taste of sodium saccharin. It can be used for tangerine peel, plum, dried bayberry and plum, with a maximum usage of 8.0 g/kg; The maximum usage in candied fruit is 1.0 g/kg; The maximum usage is 0.65 g/kg in pickles, sauces, prepared wine, beverages, popsicles, ice cream, ice cream, cakes, biscuits and bread. No nutrient sweetener. It can be used in all aspects, mainly for diabetic patients. The concentration should not exceed 0.4% to ease the bitterness. |
Production method | After sulfonating cyclohexylamine with chlorosulfonic acid or sulfamate to cyclohexylsulfamic acid, it is neutralized and refined with sodium hydroxide. Synthesis of Cyclohexylamine and Sulfur Trioxide This is the production method of Baldwin-Montrose Chemical Company in the United States. (CH3)3N SO3 →(CH3)3NSO3[C6H11NH2] →[NaOH] → C6H11NHSO3Na Dissolve trimethylamine and sulfur trioxide in tetrachloroethylene solvent respectively, and then mix and react to form a suspension of trimethylamine-sulfur trioxide complex. This suspension is then added to an aqueous solution of cyclohexylamine and sodium hydroxide, and reacted at 60~70°C to form sodium cyclohexanesulfonate. 40g of liquid SO3 can also be dissolved in 200 mLCH2C12, added dropwise to 150mL of solution dissolved with 56g of triethylamine at-I0 ℃, and reacted at a constant temperature for 15min to generate triethylamine sulfur trioxide complex. The equimolar cyclohexylamine was added dropwise at 20 ℃ for 1h. After the reaction was complete, NaOH solution of 250mL 10% was added and reacted at 60 ℃ for 1h. The product is obtained by concentration, cooling, crystallization, suction filtration and drying of the separated water layer, and the yield is about 95%. In addition, Japan's Nido Chemical Company adopts the process route of gas phase reaction of sulfur trioxide and cyclohexylamine. Cyclohexylamine and sulfamic acid (or salt) synthesis method Japan Jifu Pharmaceutical Co., Ltd. uses cyclohexylamine and sodium sulfamate as raw materials to produce cyclamate. The reaction is carried out in a light oil solvent at 180~200 ℃. After the reaction, it is crystallized and recrystallized to obtain the finished product, and the mother liquor is returned to the reactor for reuse. This method is easy to obtain raw materials, simple operation, easy recovery of solvent and high yield. Domestic research on the optimization of the process conditions reported that 25g of cyclohexylamine was added dropwise to a mixture of 10g of sulfamic acid and 35g of light oil, reacted at 165 ℃ for 3h, then cooled to below 130 ℃, 41g of 10% sodium bicarbonate solution was added to dissolve the product, then distilled to recover light oil and cyclohexylamine, and finally the crude product was recrystallized with 97.5% yield. C6H11NH2 + NH2SO3Na → C6H11NHSO3Na + NH3 ↑ Japan Toyo Chemical Co., Ltd. uses cyclohexylamine and sulfamic acid as raw materials to produce cyclamate at 160~179 ℃ and o-dichlorobenzene. The second reaction temperature is controlled below 130 ℃. The unreacted cyclohexylamine and o-dichlorobenzene are steamed out with steam and reused. The reactants are crystallized and recrystallized to obtain the finished product. The raw materials of this method are cheap and easy to obtain, the solvent is easy to recover, the reaction time is short, and the yield is high. 2CaH11NH2 + NH2SO3H → C6H11NHSO3NH3C6H11[NaOH] → Synthesis of C6H11NHSO3Na Cyclohexylamine and Chlorosulfonic Acid This is the production method of a Japanese company. 2C6H11NH2 + ClSO3H[<5 ℃ = → C6H11NHSO3NH3C6H11[NaOH] → C6H11NHSO3Na reaction After separation, concentration and extraction, 95% finished products are obtained. The method has cheap raw materials and fast reaction, but has more side reactions and serious equipment corrosion. Using cyclohexylamine as raw material, sulfonated with chlorosulfonic acid or sulfamate to cyclohexylsulfamic acid and then reacted with sodium hydroxide. |