Cyanuric chloride 三聚氯氰

CAS 108-77-0 MFCD00006046

化学结构图

108-77-0
SMILES: Clc1nc(Cl)nc(Cl)n1

化学属性

Mol. FormulaC3Cl3N3
Mol. Weight184.41
Boiling Point
Melting Point144 - 148°C
Density1.92
Flash Point-
TSCAYes
Vapor Density6.36 (vs air)
Vapor Pressure0.8 mmHg ( 62.2 °C)
Solubility起反应
Stability对湿度敏感

别名和识别编码

Chemical NameCyanuric chloride
Synonym 1,3,5-Trichlorotriazine 2,4,6-Trichloro-1,3,5-triazine 2,4,6-三氯-1,2,5-三嗪 2,4,6-三氯-1,3,5-三嗪 2,4,6-三氯-1,3,5-三嗪;三聚氰酰氯;氰脲酰氯;TCT 3,5-Tria Cyanuric Chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
CAS Number108-77-0
EC Number203-614-9
Beilstein Registry Number124246
MDL Number-
Reaxys-RN124246
Merck Number2699
PubChem Substance ID87565581
Chemical Name Translation三聚氯氰
Wiswesser Line NotationT6N CN ENJ BG DG FG
LabNetwork Molecule IDLN00193786
Canonical SMILESClc1nc(Cl)nc(Cl)n1
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分类

  • {SNA} Building Blocks, C-X Bond Formation (Halogen), Chemical Synthesis, Chlorination, Heterocyclic Building Blocks, Synthetic Reagents, Triazines
  • {SNA} Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Triazines
  • Building Blocks, C-X Bond Formation (Halogen), Chemical Synthesis, Chlorination, Halogenated Heterocycles, Heterocyclic Building Blocks, Synthetic Reagents, Triazines
  • {uni_hamburg} no charge; nitrogen heterocycle; aromatic; 6RingOnly; 6ring; 1fragment

产品应用

  • 用于醇转化为氯化物的试剂,用于微生物和酶的固化。

相关文献及参考

  • Reagent for dehydration of aldoximes: J. Chem. Soc., Chem. Commun., 1226 (1972), and primary carboxamides: Synthesis, 657 (1980) to nitriles. The Vilsmeier-type complex with DMF also converts aldoximes cleanly to nitriles; ketoximes undergo the Beckmann rearrangement at room temperature in high yield: J
  • For use, in combination with DMSO, in a mild and efficient alternative to the Swern oxidation of alcohols to aldehydes or ketones, see: J. Org. Chem., 66, 7907 (2001).
  • In the presence of triethylamine, carboxylic acids are converted to their acid chlorides, allowing in situ formation of esters, amides and peptides: Tetrahedron Lett., 20, 3037 (1979). Similarly, sulfonic acids are converted to sulfonyl chlorides: Tetrahedron Lett., 44, 1499 (2003). ω-Hydroxy acids are converted to their lactones: Tetrahedron Lett., 21, 1893 (1980). Mild reagent in ß-lactam synthesis: Synthesis, 209 (1981). Carboxylic acids, including N-Boc, -Fmoc and -Cbz amino acids have been converted to alcohols in good yield by activation with cyanuric c
  • For a brief feature on uses of the reagent in synthesis, see: Synlett, 2156 (2006).
  • {AL
  • Effects deoxygenation of diaryl sulfoxides. Alkyl sulfoxides undergo ɑ-chlorination, which can be avoided by using cyanuric fluoride: Synthesis, 221 (1980).
  • Reagent for dehydration of aldoximes: J. Chem. Soc., Chem. Commun., 1226 (1972), and primary carboxamides: Synthesis, 657 (1980) to nitriles. The Vilsmeier-type complex with DMF also converts aldoximes cleanly to nitriles; ketoximes undergo the Beckmann rearrangement at room temperature in high yield: J. Org. Chem., 67, 6272 (2002). The complex converts primary and secondary alcohols to alkyl chlorides in high yield; addition of NaBr affords mainly the alkyl bromide: Org. Lett., 4, 553 (2002); whereas with 4 eq. of LiF, primary alcohols are selectively formylated, providing a mild and convenient method for their protection: J. Org. Chem., 67, 5152 (2002).

安全信息

GHS Symbol
WGK Germany1
Hazard Codes 8 T+ T+,C
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H330 Fatal if inhaled 吸入致命
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H302 Harmful if swallowed 吞食有害
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RTECSXZ1400000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P302+P352+P333+P313+P362+P364
  • P303+P361+P353
  • P304+P340+P310
  • P305+P351+P338
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
UN Number 2670
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后,立即用大量…(由生产厂家指定)冲洗;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S46 If swallowed, seek medical advice immediately and show this container or label 食入时,立即求医并出示容器/标签;
  • S63
Risk Statements
  • R14 Reacts violently with water 遇水会猛烈反应
  • R22 Harmful if swallowed 吞咽有害
  • R26 Very toxic by inhalation 吸入极毒
  • R34 Causes burns 会导致灼伤
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
Storage condition +4°C +4℃ 2-8℃ 4 4°C 4°C, Hygroscopic 4℃ Moisture Sensitive Refrigerator (+4°C) 储存温度2-8°C,充氩保存 对潮湿敏感
Packing GroupII
Hazard Class8
Warnings 危化品目录(2015)
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Multiple routes
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 16 gm/kg/73W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Skin and Appendages - tumors
   Tumorigenic - tumors at site of application
REFERENCE :
   VOONAW Voprosy Onkologii.  Problems of Oncology.  For English translation,
   see PONCAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-10,
   1928-37; V.1-    1955-  Volume(issue)/page/year: 12(4),78,1966

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 20 gm/kg/73W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Skin and Appendages - tumors
   Reproductive - Tumorigenic effects - uterine tumors
REFERENCE :
   VOONAW Voprosy Onkologii.  Problems of Oncology.  For English translation,
   see PONCAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-10,
   1928-37; V.1-    1955-  Volume(issue)/page/year: 12(4),78,1966

TYPE OF TEST            :

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 10 mg/m3/2H
TOXIC EFFECTS :
   Autonomic Nervous System - other (direct) parasympathomimetic
   Behavioral - somnolence (general depressed activity)
   Musculoskeletal - other changes
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 12(8),35,1968

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 485 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
   Nutritional and Gross Metabolic - body temperature decrease
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 12(8),35,1968

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 350 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - food intake (animal)
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 12(8),35,1968

Restrict 危险品

其他信息

  • MSDS 信息:氰尿酰氯(108-77-0).msds
  • 概述:三聚氯氰又名氰尿酰氯,具有强烈刺激性氯气味的白色结晶,对皮肤有腐蚀性,对眼有刺激性和催泪性。熔点145℃,沸点190℃,UVλmax241nm(乙醇)。溶于无水乙醇、乙醚、氯仿、乙酸和丙烯腈,难溶于冷水。三聚氯氰与水作用冷却时缓慢,加热时很快水解为氰尿酸(C3H3O3N3)和盐酸,产物都是比较易溶于水的,所以可以使用萃取的方法分离。与浓硝酸和浓硫酸在室温下作用部分转化为氰尿酸,与醇钠作用得正氰尿酸的三酯,也能与氨、胺、酚等起作用。 制法:由无水氢氰酸与干燥氯气在日光中(或在无水乙醚中)反应,或由氰尿酸与过量五氯化磷加热而得。 用途:三聚氯氰是生产高效、低毒的均三氮苯类除草剂、杀虫剂的重要中间体,也是生产活性染料的中间体,可用作合成树脂、橡胶、聚合物防老剂、氰醛树脂、照相感光剂、荧光增白剂、粘合剂、多种药用药物的原料。 近年来,我国三聚氯氰消费增长较快,1998~2004年表观消费量的年均增长率约为32.2%,2005年三聚氯氰需求量达到5.0万吨,据预测,2007~2012年三聚氯氰将以年均6.0%的增长率保持快速增长,市场前景十分看好。由于三聚氯氰后续产品多,市场需求量大,各国相关企业和研究机构一直在持续开发其下游产品、开拓三聚氯氰应用领域。因此,由三聚氯氰衍生的新产品不断涌现,其市场需求量还将进一步扩大。 三聚氯氰参与的相关化学反应: 由2-氨基-4-硝基苯酚重氮化,与H酸偶合,经铬、钴络合处理后,先与三聚氯氰缩合,再与氨水缩合而得活性黑K-BR。主要用于棉布、涤/棉布的印花。 以三聚氯氰为原料,在三氯乙烯溶液中,在20~30℃下,与乙胺反应,生成2,4-二氯-6-乙氨基-1,3,5-三嗪,再与氨反应,生成2-氨基-4-氯-6-乙氨基三嗪,再与2- 氯-2-甲基丙腈反应,可生成选择性除草剂草净津,用于玉米田间防除一年生或多年生窄叶或宽叶杂草。 以上
  • 方法一:三聚氯氰的生产通常由氯氰制备和氯氰聚合两个过程组成。生成氯氰的方法有多种,诸如硫氰酸甲酯和氯的合成法、氢氰酸溶于氯仿通入氯气的合成法、氢氰酸法、氰化钠法、尿素法、氢氰酸与氯气的直接氯氰化法等,目前工业上生产三聚氯氰一般采用氰化钠及氢氰酸为原料的两种方法。1.氰化钠法 用氰化钠为原料与氯气反应生成氯氰,再聚合生成三聚氯氰经急冷、结晶制得产品。原料消耗定额:氰化钠1073kg/t、氯气1700kg/t。2.氢氰酸法 以氢氰酸为原料与氯气反应生成氯氰,再聚合生成三聚氯氰,经急冷、结晶制得产品。原料消耗定额:氢氰酸500kg/t、氯气1200kg/t。
  • 灭火剂:二氧化碳、干粉、砂土
  • 上游原料:尿素 --> 氯 --> 氰化钠 --> 氢氰酸 --> 硫氰酸甲酯
  • 毒性分级:中毒
  • 类别:腐蚀物品
  • 防护措施:有毒,是一种强烈的催泪剂。对鼻、眼的粘膜有强烈的刺激作用,接触皮膜易产生红斑。大鼠灌胃LD50为485mg/kg,小鼠灌胃LD50为350mg/kg。空气中最高容许浓度0.1mg/m3。生产过程中注意设备的密闭性,防止泄漏。操作现场应保持良好的通风,操作人员穿戴防护用具。
  • 下游产品:西玛津 --> 活性黄6GS --> 活性黄179 --> 活性分散黄 GR --> 活性嫩黄M-5G --> 敌菌灵 --> 4,4'-双-(6-氨基-4-苯胺基-1,3,5-三嗪-2-氨基)-二苯乙烯2,2'-二磺酸钠 --> 活性嫩黄K-6G --> 活性紫2 --> 直接混纺艳红 D-5BL --> 活性黄18 --> 活性艳红KE-7B --> 活性蓝 X-3G --> 活性橙14 --> 活性黄84 --> 直接黄 RL --> 直接混纺红玉D-BLL --> 活性艳橙K-R --> 活性黄KE-RN --> 活性分散大红 G --> 荧光增白剂 220 --> 活性艳红KE-3B --> 三聚氟氰 --> 活性红M-3BE --> 活性红3BS 150% --> 草净津 --> 活性蓝81 --> 2-[[6-[(4,6-二氯-1,3,5-三嗪-2-基)甲氨基]-1-羟基-3-磺基-2-萘基]偶氮]-1,5-萘二磺酸三钠盐 --
  • 急性毒性:口服-大鼠 LD50: 485 毫克/公斤; 口服-小鼠 LD50: 350 毫克/公斤
  • 刺激数据:皮肤-兔子 5

系列性分类


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