3-三甲基硅基丙酸

3-三甲基硅基丙酸是一种有机化合物,化学式为C6H14O2Si,它可用作水性溶液(如D2O)NMR谱的内标。它可由三甲基硅基乙烯甲酸乙酸钯-1,4-二苯基膦基丁烷的催化下反应得到。[3]它和其它羧酸一样,可以和氯化亚砜反应,得到3-三甲基硅基丙酰氯。[4]

Trimethylsilylpropanoic acid
Skeletal formula of TMSP
Ball-and-stick model of the TMSP molecule
IUPAC名
3-(Trimethylsilyl)propanoic acid
别名 三甲基硅基丙酸
TSP
TMSP
识别
CAS号 5683-30-7  checkY
PubChem 79764
ChemSpider 72062
SMILES
 
  • O=C(O)CC[Si](C)(C)C
InChI
 
  • InChI=1S/C6H14O2Si/c1-9(2,3)5-4-6(7)8/h4-5H2,1-3H3,(H,7,8)
ChEBI 85487
性质
化学式 C6H14O2Si
摩尔质量 146.26 g·mol⁻¹
外观 无色液体
熔点 22 °C[1]
沸点 130 °C(34 torr)[2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

编辑
  1. ^ L. H. Sommer, J. R. Gold, G. M. Goldberg, N. S. Marans. Polar Effects of Organosilicon Substituents in Carboxylic Acids. Journal of the American Chemical Society. 1949-04, 71 (4): 1509–1509 [2022-03-02]. ISSN 0002-7863. doi:10.1021/ja01172a521. (原始内容存档于2022-03-02) (英语). 
  2. ^ L. H. Sommer, G. M. Goldberg, G. H. Barnes, L. S. Stone. Malonic Ester Syntheses with Organosilicon Compounds. New Silicon-containing Malonic Esters, Mono- and Dicarboxylic Acids, Barbituric Acids and a Disiloxanetetracarboxylic Acid 1. Journal of the American Chemical Society. 1954-03, 76 (6): 1609–1612 [2022-03-02]. ISSN 0002-7863. doi:10.1021/ja01635a043. (原始内容存档于2022-03-02) (英语). 
  3. ^ Bassam El Ali, Howard Alper. Formic acid—palladium acetate—1,4-bis(diphenylphosphino)butane: an effective catalytic system for regioselective hydrocarboxylation of simple and functionalized olefins. Journal of Molecular Catalysis. 1992-11, 77 (1): 7–13 [2022-03-02]. doi:10.1016/0304-5102(92)80179-K. (原始内容存档于2018-06-08) (英语). 
  4. ^ Doucet, A.; Perrot, R. Addition of nitrosyl chloride to the carbon-carbon double bond of allyl and cinnamyl silanes(法文). Annales Scientifiques de l'Universite de Besancon, Chimie, 1979. 15-16: 17-34. ISSN 0523-0551. CODEN ASUBAR.