Tert-Butyldiphenylchlorosilane 叔丁基二苯基氯硅烷

CAS 58479-61-1 MFCD00000497

化学结构图

58479-61-1
SMILES: CC(C)(C)[Si](Cl)(c1ccccc1)c1ccccc1

化学属性

Mol. FormulaC16H19ClSi
Mol. Weight274.86
Density1.057
Refractive index1.5650 to 1.5690
Flash Point112°C(lit.)
TSCAYes
Boiling Point334.4°C at 760 mmHg
Stability对湿度敏感
pH:A

别名和识别编码

Chemical NameTert-Butyldiphenylchlorosilane
MDL NumberMFCD00000497
Synonym tert-Butyldiphenylsilyl chloride {LY} tert-Butyldiphenylsilyl chloride {} {LY} tert-Butyldiphenylsilyl chloride {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Butyldiphenylsilyl chloride {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} tert-Buty
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
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分类

  • {SNA} Chemical Reagents, Chemical Synthesis, Development Quantities for Research, Protecting and Derivatizing Reagents, Protection and Derivatization, Silicon-Based, Synthetic Reagents
  • {SNA} Chemical Synthesis, Protecting and Derivatizing Reagents, Protection and Derivatization, Silicon-Based, Synthetic Reagents

产品应用

  • 硅化剂，用于保护醇和制备硅醚

相关文献及参考

  • 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).
  • Merck: 14,10402
  • 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).
  • 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).

安全信息

Packing GroupII
UN Number 2987 UN2987
Risk Statements
  • R34 Causes burns 会导致灼伤
  • R37 Irritating to respiratory system 刺激呼吸道
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
Storage condition 2-8°C {LY} 2-8°C Moisture Sensitive {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
GHS Symbol
WGK Germany3
Hazard statements
  • H290 May be corrosive to metals 可能腐蚀金属。
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H351 Suspected of causing cancer 怀疑致癌
Personal Protective Equipment Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US) Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P330+P331
  • P303+P361+P353+P310+P363
  • P304+P340
  • P305+P351+P338
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P390 Absorb spillage to prevent material damage. 吸收溢出物，防止重大损害。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Hazard Codes 8 C
Hazard Class8

其他信息

  • 和水分应，溶于脂肪族溶剂或芳香烃。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Silicon-Based - Protecting and Derivatizing Reagents
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Protection and Derivatization - Synthetic Reagents
  4. Protecting and Derivatizing Reagents - Protection and Derivatization
  5. Silicon-Based - Protecting and Derivatizing Reagents
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Organosilicon 有机硅
  4. Silanes 硅烷
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Silicon Compounds for Organic Synthesis 硅化合物
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. DNA / RNA Synthesis