trichloro-1,3,5-triazinane-2,4,6-trione

• ChemBase编号: 90300
• 分子式: C3Cl3N3O3
• 平均质量: 232.4094
• 单一同位素质量: 230.90052392
• SMILES: n1(c(=O)n(c(=O)n(c1=O)Cl)Cl)Cl
• Canonical SMILES: O=c1n(Cl)c(=O)n(c(=O)n1Cl)Cl
• InChI: InChI=1S/C3Cl3N3O3/c4-7-1(10)8(5)3(12)9(6)2(7)11
• InChIKey: YRIZYWQGELRKNT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: trichloro-1,3,5-triazinane-2,4,6-trione
• IUPAC传统名: trichloroisocyanuric acid
• 别名: 三氯三嗪三酮; 三氯氰尿酸; 强氯精; 三氯异氰尿酸; 三氯异三聚氰酸; TCICA; 1,3,5-Trichloro-2,4,6-triazinetrione; Symclosene; Trichlorocyanuric acid; Trichloroisocyanuric acid; trichloro-1,3,5-triazinane-2,4,6-trione; Isocyanuric chloride; 1,3,5-Trichloro-1,3,5-triazine-2,4,6-trione; 1,3,5-Trichloro-1,3,5-triazinane-2,4,6-trione; TCICA, 1,3,5-trichloro-1,3,5-triazine; -2,4,6(1H,3H,5H)-trione, Symclosene, trichloro-s-triazinetrione, TCCCA, trichlor; Trichloroisocyanuric acid

登记号

• CAS号: 87-90-1
• EC号: 201-782-8
• MDL号: MFCD00006553
• Beilstein号: 202022
• 默克索引号: 149641
• PubChem SID: 24889457; 162077121; 24850553
• PubChem CID: 6909
• CHEBI ID: 33015
• Chemspider ID: 6643
• 美国药典/FDA物质标识码: RL3HK1I66B
• 维基百科标题: Trichloroisocyanuric_acid

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 1.2518321
• LogD (pH = 7.4): 1.2518321
• Log P: 1.2518321
• 摩尔折射率: 40.7367 cm^3
• 极化性: 15.511293 Å^3
• 极化表面积: 60.93 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.2% in water; chlorocarbons; acetone; acetonitrile
• 外观: colourless solid
• 熔点: 245-251°C; 246–47 °C; 249 - 251°C; 249-251 °C(lit.); ca 245°C dec.
• 沸点: decomp.
• 闪点: >250°C(482°F); NA
• 密度: 2.07; 2.19 ± 0.1 g/cm3
• 疏水性(logP): -2.603

安全信息

• 保存注意事项: Harmful/Hygroscopic; Moisture Sensitive
• RTECS编号: XZ1925000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 氧化性(Oxidising) (O); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2468; UN2468
• 德国WGK号: 3
• 联合国危险货物等级: 5.1
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 8-22-31-36/37-50/53; R8, R22, R31, R36/37, R50/53
• 安全公开号: 8-26-41-60-61; S8, S26, S41, S60, S61
• TSCA收录: 是
• GHS危险品标识: GHS03; GHS07; GHS09
• GHS警示词: Danger
• 主要危害: lung irritant
• GHS危险声明: H272-H302-H319-H335-H410; H272-H400-H410-H302-H319-H335
• GHS警示性声明: P220-P261-P273-P305 + P351 + P338-P501; P221-P210-P220-P305+P351+P338-P405-P501A
• 个人保护装置: 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
• RID/ADR: UN 2468 5.1/PG 2
• 欧盟补充危害声明: Contact with acids liberates toxic gas.

产品相关信息

• 纯度: ≥95% (CHN); 95%; 95+%; 97%
• 级别: technical
• Empirical Formula (Hill Notation): C3Cl3N3O3

详细说明

Sigma Aldrich - 176125

包装
1 kg in glass bottle
50, 250 g in glass bottle

参考文献

• Note: Confusion with Cyanuric chloride, L03442, exists in some earlier Fieser references.
• For a brief feature on uses in synthesis, see: Synlett, 2265 (2005).
• Low-cost chlorinating and oxidizing agent; review: Org. Process Res. Dev., 6, 384 (2002). Aromatic compounds can be chlorinated either on the ring (ionic conditions) or on the side chain (free-radical conditions): J. Org. Chem., 35, 719 (1970). In the presence of BF₃ etherate, ketones are ɑ-chlorinated at the more substituted position: Synth. Commun., 15, 385 (1985). In combination with pyridine, sulfides are selectively oxidized to sulfoxides: Synth. Commun., 31, 245 (2001), thiols to disulfides: Synth. Commun, 31, 1825 (2001), and secondary alcohols to ketones: Synth. Commun., 22, 1589 (1992). In the presence of methanol in acetonitrile, acetone or dichloromethane, the same reagent system converts aldehydes directly to methyl esters: Synth. Commun., 26, 2633 (1996). Effective co-oxidant for the TEMPO-catalyzed chemoselective oxidation of alcohols to aldehydes and ketones: Org. Lett., 3, 3041 (2001). In acetic acid, pyridines are converted to their N-oxides: Synth. Commun., 34, 247 (2004).
• With NaNO₂ and wet silica selective mononitration of phenols is accomplished under mild conditions: Synlett, 191 (2003). Effectively catalyzes both the protection and deprotection of alcohols as their tetrahydropyranyl ethers: Synth. Commun., 34, 3623 (2004).