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tert-Butylchlorodiphenylsilane 叔丁基二苯基氯硅烷

规格: 98%, SpcSeal
CAS: 58479-61-1
产品编号: H50943
MDL: MFCD00000497
品牌: INFI
Chemical Nametert-Butylchlorodiphenylsilane
MDL NumberMFCD00000497
Synonym tert-Butyldiphenylsilyl chloride
EC Number261-282-0
CAS Number58479-61-1
Beilstein Registry Number644023
PubChem Substance ID87564159
Chemical Name Translation叔丁基二苯基氯硅烷
Reaxys-RN644023
LabNetwork Molecule IDLN00190961
Canonical SMILESCC([Si](C1=CC=CC=C1)(C2=CC=CC=C2)Cl)(C)C
  • 硅化剂,用于保护醇和制备硅醚
  • {ALF} Cleavage occurs readily with TBAF in THF: Org. Synth. Coll., 9, 4 (1998). For use of K10 clay in aqueous MeOH, see: J. Org. Chem., 61, 9026 (1996). Cleavage with BBr3 leads directly to the corresponding alkyl bromides: J. Org. Chem., 53, 3111 (1988).
  • {ALD} Merck: 14,10402
  • {ALF} Silylating agent (see Appendix 4) for the formation, with e.g. imidazole, of t-butyldiphenylsilyl (TBDPS) ethers of alcohols: Can. J. Chem., 53, 2975 (1975); Org. Synth. Coll., 9, 139 (1998). Alternative to tert-Butyl­dimethyl­chlorosilane, A13064, allowing selective protection of primary alcohols in the presence of secondary, using DMAP/ pyridine: Helv. Chim. Acta, 69, 1273 (1986), or DMAP/ triethylamine: Tetrahedron Lett., 99 (1979); 26, 1185 (1985). TBDPS ethers tend to be more crystalline and are much more stable to acidic conditions than TBDMS. They can also survive acetal formation and cleavage, as well as the acidic conditions required for cleavage of trityl and THP ethers. Silylation rates of hindered alcohols have been increased in the presence of silver nitrate: J. Am. Chem. Soc., 116, 5050 (1994).
  • {ALF} The silyl copper species derived from the lithio-derivative and CuCN adds to terminal alkynes, giving vinyl copper intermediates which react with electrophiles to give vinyl silanes. The presence of the hindered TBDPS group confers some useful differences in comparison with less hindered silyl groups: J .Chem. Soc., Perkin 1., 1525 (1995); compare Chlorodimethyl­phenyl­silane, A15638. The hindered TBDPS group has also been utilized in the Peterson olefination reaction to promote high (Z)-selectivity: Synthesis, 1223 (2000).
  • 58479-61-1 H50943 tert-Butylchlorodiphenylsilane
叔丁基二苯基氯硅烷

    化学属性

    Mol. FormulaC16H19ClSi
    Mol. Weight274.86
    Density1.057
    Refractive index1.5650 to 1.5690
    Flash Point110°C
    TSCAYes
    Boiling Point334.4°C at 760 mmHg
    Stability对湿度敏感
    pH:A

    *以上化合物性质及应用等信息仅供参考