cyanuric fluoride
cyanuric fluoride
CAS: 675-14-9
Molecular Formula: C3F3N3
cyanuric fluoride - Names and Identifiers
| Name | cyanuric fluoride |
| Synonyms | cyanuric fluoride Cyanuric Flouride CYANURIC FLUORIDE 2,4,6-Trifluoro-1,3,5-triazine 4,5,6-trifluoro-1,2,3-triazine 2,4,6-TRIFLUORO-1,3,5-TRIAZINE 1,3,5-Trifluoro-2,4,6-triazine |
| CAS | 675-14-9 |
| EINECS | 211-620-8 |
| InChI | InChI=1/C3F3N3/c4-1-2(5)7-9-8-3(1)6 |
cyanuric fluoride - Physico-chemical Properties
| Molecular Formula | C3F3N3 |
| Molar Mass | 135.05 |
| Density | 1,6 g/cm3 |
| Melting Point | -38°C |
| Boling Point | 73-74°C |
| Flash Point | 73-74°C |
| Solubility | Miscible with chloroform, carbon tetrachloride,ether, dioxane and ketones. |
| Vapor Presure | 1.58mmHg at 25°C |
| Appearance | Oil |
| Color | Clear Colourless |
| Exposure Limit | ACGIH: TWA 2.5 mg/m3NIOSH: IDLH 250 mg/m3; TWA 2.5 mg/m3 |
| BRN | 124237 |
| pKa | -2.62±0.10(Predicted) |
| Storage Condition | Hygroscopic, Refrigerator, under inert atmosphere |
| Sensitive | Moisture Sensitive |
| Refractive Index | 1.348 |
| Physical and Chemical Properties | Colorless liquid. Boiling point 69.5-70.5 °c. It decomposes vigorously with water and alcohol. |
| Use | Mainly used for the preparation of reactive dyes |
cyanuric fluoride - Risk and Safety
| Risk Codes | R24 - Toxic in contact with skin R26 - Very Toxic by inhalation R35 - Causes severe burns |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 3389 6.1/PG 1 |
| WGK Germany | 3 |
| RTECS | XZ1750000 |
| FLUKA BRAND F CODES | 10 |
| TSCA | Yes |
| Hazard Note | Corrosive/Toxic |
| Hazard Class | 6.1 |
| Packing Group | I |
cyanuric fluoride - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | cyanide trifluoride is a key intermediate in the synthesis of fluoro-triazine reactive dyes. Compared with traditional chlorotriazine reactive dyes, fluorotriazine reactive dyes have the following five advantages: 1. Energy saving, low dyeing temperature (medium temperature type) 60 ℃, lower than KE type reactive dyes, and equivalent to M type reactive dyes. 2. Emission reduction, environmental protection, high fixation rate, 15-20 percentage points higher than the corresponding chlorotriazine reactive dye fixation rate, which can not only improve the utilization rate of dyes, but also reduce environmental pollution in the printing and dyeing process. 3. The dye has good stability. 4. High peroxide resistance and stability. 5. Not subject to AOX regulations. |
| synthesis | special fluorinating agent method (1) antimony trifluoride method antimony trifluoride is an early fluorinating agent. in order to improve the speed and yield of fluorination, it is generally necessary to add chlorine or antimony pentachloride at the same time. Fig. 1 shows the synthesis of cyanide trifluoride. 100g antimony trifluoride is first reacted with chlorine to generate antimony dichlorotrifluoride, and then 50gTCT reflux reaction is added. the crude product of the reaction is rectified to obtain 26.1g TFT with boiling point of 74 ℃, and the yield is about 71%. In the presence of antimony pentachloride, the target product can also be obtained by using antimony trifluoride as a fluorinating agent, but because there are more incomplete fluorinated products, the product conversion rate is lower. (2) Some documents and patents in the early stage of the sulfur tetrafluoride method also used sulfur tetrafluoride as a fluorinating agent. Sulfur tetrafluoride is a toxic gas at room temperature, so as a fluorinating agent, it reacts in high-pressure closed equipment. Fig. 2 shows the synthesis of 23.1g(0.13 mol) TCT and 81g(0.75 mol) sulfur tetrafluoride (the molar ratio of TCT to sulfur tetrafluoride is generally 1: 6) in a 300mL stainless steel autoclave, reacting at 150 ℃ for 2 hours, reacting at 200 ℃ for 4 hours, and reacting at 250 ℃ for 6 hours to obtain 24.5g brown liquid product, and 6.8g(0.5 mol)TFT after rectification, bp. 70~73 ℃, the yield is 40%. Other fluorination reagents also include silver fluoride and potassium fluorosulfonic acid. Compared with antimony dichlorotrifluoride, silver fluoride has a higher fluorination ability, and the TFT with the 78.5% yield can be obtained by reacting with TCT; Fluorosulfonic acid potassium has low fluorination ability, and the fluorinated products are mostly incomplete fluorides. Alkali metal fluoride salt (sodium fluoride, potassium fluoride) method sodium fluoride method and potassium fluoride method are not essentially different, relatively speaking, sodium fluoride method research is relatively early. The potassium fluoride method uses PEG-600 as catalyst and xylene as solvent. Anhydrous potassium fluoride and 3.6% cyanuric chloride are stirred and refluxed at 110 ℃ for 16 h. The reaction solution is distilled to obtain trimeric cyanuric fluoride with a yield of about 86.15% and a product content of about 98.4%. The reaction temperature is low, the reaction time is short, the catalyst is cheap and easy to obtain, and the operating conditions are easy to realize in the laboratory. The reaction formula is as follows: Figure 3 shows the synthesis of cyanogen trifluoride. In a dry three-mouth flask equipped with a stirrer, a thermometer and a reflux condenser tube, 0.2mol(36.9g) of cyanuric chloride, 0.63mol(36.5g) of ground anhydrous potassium fluoride, 60mL of xylene and 2.0g of polyethylene glycol -600 are added into a dry three-mouth flask equipped with a stirrer, a thermometer and a reflux condenser tube. After reflux for 16h, it is slightly cooled and distilled to collect fractions at 72 ℃ ~ 75 ℃, liquid cyanogen trifluoride can be obtained. |
| use | used to prepare reactive dyes. (2015-11-16) Used in organic synthesis. Mainly used to prepare reactive dyes |
| production method | in a polyethylene container, add cyanuric chloride, cool to -78 ℃, pass in dry hydrogen fluoride gas, hydrogen fluoride is condensed, cyanuric chloride is slowly dissolved, when cyanuric chloride is completely dissolved, the hydrogen chloride produced by the reaction first escapes at low temperature and continues to escape at room temperature. when no hydrogen chloride escapes, the reaction is completed. Slightly heat and pass nitrogen to remove excess hydrogen fluoride, distilled in a polyethylene unit to obtain cyanuric fluoride. The yield is 76%. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
cyanuric fluoride
METHYL 3-AMINO-2-[(4-BENZYLPIPERIDINO)METHYL]BENZENECARBOXYLATE
3-Nitroisonicotinaldehyde hydrochloride
四乙腈四氟硼酸钯
Demoxepam D5
2-(2-PYRIDYLSULFONYL)ACETONITRILE
METHYL (S)-2-AMINO-3-(3-FLUORO-4-METHYLPHENYL)PROPANOATE HCL
邻羟基苯甲酸酯
双(三氟甲基磺酰基)酰亚胺钪(III)
达比加群酯杂质P
METHYL 3-AMINO-2-[(4-BENZYLPIPERIDINO)METHYL]BENZENECARBOXYLATE
3-Nitroisonicotinaldehyde hydrochloride
四乙腈四氟硼酸钯
Demoxepam D5
2-(2-PYRIDYLSULFONYL)ACETONITRILE
METHYL (S)-2-AMINO-3-(3-FLUORO-4-METHYLPHENYL)PROPANOATE HCL
邻羟基苯甲酸酯
双(三氟甲基磺酰基)酰亚胺钪(III)
达比加群酯杂质P