2-chloro-4,6-dimethoxy-1,3,5-triazine

• ChemBase编号: 68016
• 分子式: C5H6ClN3O2
• 平均质量: 175.57304
• 单一同位素质量: 175.01485413
• SMILES: n1c(nc(nc1OC)OC)Cl
• Canonical SMILES: COc1nc(OC)nc(n1)Cl
• InChI: InChI=1S/C5H6ClN3O2/c1-10-4-7-3(6)8-5(9-4)11-2/h1-2H3
• InChIKey: GPIQOFWTZXXOOV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-chloro-4,6-dimethoxy-1,3,5-triazine
• IUPAC传统名: 2-chloro-4,6-dimethoxy-1,3,5-triazine
• 别名: 2-氯-4,6-二甲氧基-1,3,5-三嗪; 2-Chloro-4,6-dimethoxy-1,3,5-triazine; 4,6-Dimethoxy-2-chloro-s-triazine; 2,4-Dimethoxy-6-chloro-1,3,5-triazine; NSC 46520; 2-Chloro-4,6-dimethoxy-1,3,5-triazine

登记号

• CAS号: 3140-73-6
• EC号: 221-541-0
• MDL号: MFCD00075607
• Beilstein号: 148988
• PubChem SID: 162033748; 24863373; 24854604
• PubChem CID: 18450

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 1.8065119
• LogD (pH = 7.4): 1.8065119
• Log P: 1.8065119
• 摩尔折射率: 40.8386 cm^3
• 极化性: 14.911079 Å^3
• 极化表面积: 57.13 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: 71 - 74°C; 71-74 °C(lit.); 75-79 °C; 75-79°C; 78-80°C
• 沸点: 99-100°C/1mm
• 疏水性(logP): 1.434

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere
• 保存注意事项: IRRITANT
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36/37; 26-37-60
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (AT); 95%; 95+%; 97%; 98%
• 级别: purum
• Empirical Formula (Hill Notation): C5H6ClN3O2

详细说明

Sigma Aldrich - 375217

包装
1, 5 g in glass bottle
Application
一种稳定并且具高反应性的肽偶联剂。1

Sigma Aldrich - 24320

Other Notes
合成三嗪的中间体。肽偶联的活化剂1；可将活性酯直接还原为醛2

参考文献

• Similarly, carboxylic acids are converted to Weinreb amides by reaction with N,O-dialkyl hydroxylamines: J. Org. Chem., 66, 2534 (2001).
• Reagent for activation of carboxylic acids to nucleophiles: J. Org. Chem., 63, 4248 (1998). Peptide coupling reagent: Synthesis, 917 (1987). With N-methylmorpholine forms the quaternary chloride (DMTMM) which is a valuable low-cost coupling agent in solid-phase peptide synthesis: Synlett, 275 (2000). For a reexamination of the use of the reagent in peptide coupling, see: Tetrahedron Lett., 42, 4161 (2002); see also Appendix 6.
• Can also be used for the esterification of carboxylic acids: Synthesis, 593 (1999). The intermediate active esters can be hydrogenolyzed, providing a simple method for reduction of acids to aldehydes; at higher pressures, further reduction to the alcohol can be effected: J. Org. Chem., 64, 8962 (1999).