benzyl(methoxymethyl)[(trimethylsilyl)methyl]amine

• ChemBase编号: 68425
• 分子式: C13H23NOSi
• 平均质量: 237.41332
• 单一同位素质量: 237.15489089
• SMILES: N(Cc1ccccc1)(C[Si](C)(C)C)COC
• Canonical SMILES: COCN(C[Si](C)(C)C)Cc1ccccc1
• InChI: InChI=1S/C13H23NOSi/c1-15-11-14(12-16(2,3)4)10-13-8-6-5-7-9-13/h5-9H,10-12H2,1-4H3
• InChIKey: RPZAAFUKDPKTKP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: benzyl(methoxymethyl)[(trimethylsilyl)methyl]amine
• IUPAC传统名: benzyl(methoxymethyl)[(trimethylsilyl)methyl]amine
• 别名: N-(甲氧基甲基)-N-(三甲基硅烷基甲基)苄胺; N-甲氧基甲基-N-(三甲基硅烷)苄基胺; N-(Methoxymethyl)-N-(trimethylsilylmethyl)-benzylamine; N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine; benzyl(methoxymethyl)[(trimethylsilyl)methyl]amine; N-Benzyl-1-Methoxy-N-((triMethylsilyl)Methyl)MethanaMine; N-(Methoxymethyl)-N-(trimethylsilylmethyl)benzylamine; N-Methoxymethyl-N-(trimethylsilylmethyl)benzylamine

登记号

• CAS号: 93102-05-7
• EC号: 000-000-0
• MDL号: MFCD00674005
• Beilstein号: 4311216
• PubChem SID: 162034156; 24866346
• PubChem CID: 353442

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.6691823
• LogD (pH = 7.4): 3.472904
• Log P: 4.3118
• 摩尔折射率: 65.825 cm^3
• 极化性: 28.38611 Å^3
• 极化表面积: 12.47 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 76 °C/0.3 mmHg(lit.); 76°C/0.3mm
• 闪点: 150.8 °F; 66 °C; 66°C(150°F)
• 密度: 0.928; 0.928 g/mL at 25 °C(lit.)
• 折射率: 1.4920; n20/D 1.492(lit.)
• 疏水性(logP): 3.602

安全信息

• 保存注意事项: IRRITANT; Moisture & Light Sensitive
• 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; 26-37
• 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; H315-H319-H335-H227
• GHS警示性声明: P210-P305+P351+P338-P302+P352-P321-P405-P501A; P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: 90+%; 92%; 94%; 95%; 96%; 97%
• 线性分子式: C6H5CH2N(CH2OCH3)CH2Si(CH3)3

详细说明

Sigma Aldrich - 420697

Application
形成偶氮甲碱叶立德，易于进行 [3+2] 环加成反应，生成能够提供高产率 N-苄基取代吡咯烷的 α,β-不饱和酯。1
用于在实际大量合成手性吡咯烷中进行不对称 1,3-偶极环加成反应。
包装
1, 5, 25, 100 g in glass bottle

参考文献

• Ultrasound treatment with LiF in acetonitrile generates an azomethine ylide which undergoes 1,3-dipolar cycloaddition to olefins to give pyrrolidine derivatives in good yield: J. Org. Chem., 52, 235 (1987). Also found use in the the synthesis of 3-carboxy-1-azabicyclo[2.2.1]heptane derivatives, an important class of physiologically active compounds: J. Org. Chem., 66, 2526 (2001).