N-(hydroxymethyl)acetamide

• ChemBase编号: 53568
• 分子式: C3H7NO2
• 平均质量: 89.09318
• 单一同位素质量: 89.04767847
• SMILES: C(=O)(NCO)C
• Canonical SMILES: CC(=O)NCO
• InChI: InChI=1S/C3H7NO2/c1-3(6)4-2-5/h5H,2H2,1H3,(H,4,6)
• InChIKey: HWJHZLJIIWOTGZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(hydroxymethyl)acetamide
• IUPAC传统名: formicin
• 别名: 乙酰氨基甲醇; N-(羟甲基)乙酰胺; N-(Hydroxymethyl)acetamide; (Acetamido)methanol; (Acetylamino)methanol; Acetamidomethanol; Acetamidomethanol; N-(Hydroxymethyl)acetamide; Formicin

登记号

• CAS号: 625-51-4
• EC号: 210-897-2
• MDL号: MFCD00014417
• Beilstein号: 506226
• 默克索引号: 144242
• PubChem SID: 24845007; 162058331
• PubChem CID: 69365

理论计算性质

• Acid pKa: 12.411318
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -1.3866134
• LogD (pH = 7.4): -1.3866171
• Log P: -1.3866134
• 摩尔折射率: 20.4644 cm^3
• 极化性: 8.1675 Å^3
• 极化表面积: 49.33 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: 47-52°C; 48-52 °C; 48-52°C
• 密度: 1.14

安全信息

• 保存注意事项: Hygroscopic; IRRITANT; Irritant/Hygroscopic/Store under Argon
• RTECS编号: AC3610000
• 德国WGK号: 3
• TSCA收录: false; 否
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥97.0% (CHN); 98%
• 线性分子式: CH3CONHCH2OH

详细说明

Sigma Aldrich - 00315

Other Notes
用于芳香烃的氯甲基化反应［避免致癌物双(氯甲基)醚］和酰胺甲基化反应的试剂1,2

参考文献

• Thiol blocking group for cysteine residues in peptide synthesis: Tetrahedron Lett., 3057 (1968); J. Am. Chem. Soc., 91, 502 (1969); 94, 5456 (1972); Helv. Chim. Acta, 54, 927 (1971); Org. Synth. Coll., 6, 5 (1988). Cleavage can be effected with Hg(OAc)₂ under mild conditions, or by treatment with iodine with concomitant oxidation to the cystine derivative. For peptide reagents, see Appendix 6.
• Used for the introduction of the acetamidomethyl group into the aromatic nucleus by electrophilic substitution. For reviews of amidomethylation, see: Org. React., 14, 52 (1965); Synthesis, 49, (1970); 85, 181 (1984).