2,4,6-trimethylbenzene-1-sulfonyl chloride

• ChemBase编号: 87829
• 分子式: C9H11ClO2S
• 平均质量: 218.70044
• 单一同位素质量: 218.01682827
• SMILES: S(=O)(=O)(c1c(cc(cc1C)C)C)Cl
• Canonical SMILES: Cc1cc(C)cc(c1S(=O)(=O)Cl)C
• InChI: InChI=1S/C9H11ClO2S/c1-6-4-7(2)9(8(3)5-6)13(10,11)12/h4-5H,1-3H3
• InChIKey: PVJZBZSCGJAWNG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,4,6-trimethylbenzene-1-sulfonyl chloride
• IUPAC传统名: 2,4,6-trimethylbenzenesulfonyl chloride
• 别名: 2,4,6-三甲基苯磺酰氯; 均三甲苯基磺酰氯; 均三甲苯-2-磺酰氯; 2,4,6-Trimethylbenzenesulfonyl chloride; 2-Mesitylenesulfonyl chloride; Mesitylene-2-sulphonyl chloride; 2,4,6-Trimethylbenzenesulphonyl chloride; 2,4,6-Trimethylbenzene sulfonyl chloride; 2-MESITYLENESULFONYL CHLORIDE; 2,4,6-TriMethylbenzene-1-sulfonyl chloride; Mesitylene-2-sulfonyl chloride

登记号

• CAS号: 773-64-8
• EC号: 212-257-8
• MDL号: MFCD00007434
• Beilstein号: 1107601
• PubChem SID: 24897176; 24883017; 162074869
• PubChem CID: 13046

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 3.459813
• LogD (pH = 7.4): 3.459813
• Log P: 3.459813
• 摩尔折射率: 55.3758 cm^3
• 极化性: 21.671684 Å^3
• 极化表面积: 34.14 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 53-57°C; 54-56.5 °C; 55-57 °C(lit.); 55-57°C
• 沸点: 150°C/20mm
• 闪点: >110°C(230°F); 113 °C; 113°C; 235.4 °F

安全信息

• 保存注意事项: Corrosive/Moisture Sensitive/Store under Argon; Moisture Sensitive
• RTECS编号: DB8930000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C)
• 联合国危险货物编号: 3261; UN3096
• 德国WGK号: 3
• 联合国危险货物等级: 8
• 联合国危险货物包装类别(PG): 2; II
• 危险公开号: 34
• 安全公开号: 22-26-27-36/37/39-45; 26-36/37/39-45
• TSCA收录: 否
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H314; H314-H318
• GHS警示性声明: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• 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 3261 8/PG 2

产品相关信息

• 纯度: ≥99.0% (T); 97%; 98%; 99%
• 级别: coupling reagent (in polynucleotide synthesis); puriss.
• 线性分子式: (CH3)3C6H2SO2Cl

详细说明

MP Biomedicals - 02151610

White to off-white crystals.
Coupling reagent for polynucleotide synthesis.
Sulfonating agent for carbohydrates.

Sigma Aldrich - M7707

Application
多核苷酸合成中的偶联剂。1
包装
5, 25, 100 g in glass bottle

Sigma Aldrich - 63932

Other Notes
分子内内酰胺化和内酯化作用的试剂1,2；用于保护胍基团的试剂3；用于保护色氨酸4

参考文献

• For reviews of the use of hindered sulfonyl chlorides as condensing agents for the formation of the phosphate link of oligonucleotides, see: Angew. Chem. Int. Ed., 11, 451 (1972); Synthesis, 222 (1975); Chem. Rev., 77, 183 (1977). For reviews of oligonucleotide synthesis by the phosphotriester method, see: Heterocycles, 7, 1197 (1977); Tetrahedron, 34, 3143 (1978). Compare 2,4,6-Triisopropylbenzenesulfonyl chloride, A11458.
• Reagent for protection of the guanidino function of arginine residues as mesitylenesulfonyl (Mts) derivatives in peptide synthesis: J. Chem. Soc., Chem. Commun., 482 (1978); Chem. Pharm. Bull., 26, 3752 (1978); Int. J. Pept. Prot. Res., 14, 169 (1979). Deprotection can be effected with triflic acid in TFA in the presence of thioanisole as a cation scavenger: J. Chem. Soc., Chem. Commun., 1063 (1980).
• The indole nitrogen, e.g. in tryptophan residues, may also be protected as the Mts amide, stable to dilute alkali, hydrazine hydrate, TFA, 4N HCl in dioxane, or HBr in AcOH, but cleaved by MsOH, or TfOH in TFA: Chem. Pharm. Bull., 32, 2660 (1984). See Appendix 6.
• Selective reagent for sulfonylation of carbohydrates: J. Chem. Soc., Perkin 1, 1373 (1974).