物质信息

ID:715853

1,1,1,3,3,3-六氟代-2-丙醇

名称和标识
IUPAC标准名
1,1,1,3,3,3-hexafluoropropan-2-ol
IUPAC传统名
hexafluoroisopropanol
别名
HFIP1,1,1,3,3,3-Hexafluoro-2-propanol1,1,1,3,3,3-Hexafluoroisopropanol1,1,1,3,3,3-六氟代-2-丙醇
数据登录号
Beilstein号
CAS号
化合物性质
产品相关信息
纯度
99+%
安全信息
安全公开号
9-26-36/37/39-45-60
联合国危险货物等级
8
危险公开号
20/22-34
TSCA收录
GHS危险声明
H314-H318-H302-H332
欧盟危险性物质标志
腐蚀性 腐蚀性 (C)
有害性 有害性 (X)
GHS警示性声明
P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A
RTECS编号
UB6450000
GHS危险品标识
GHS07
急性毒性(口服,皮肤接触,吸入),类别4
皮肤刺激,类别2
眼刺激,类别2
皮肤过敏,类别1
特定目标器官毒性 -一次接触,类别3
GHS05
腐蚀金属,类别1
腐蚀皮肤,类别1A,1B,1C
严重眼损伤,类别1
联合国危险货物包装类别(PG)
II
联合国危险货物编号
UN1760
理化性质
沸点
59-60°C
密度
1.619
熔点
-4°C
折射率
1.2750
描述信息
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分子图谱
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参考文献
• The esters formed with N-protected amino acids have been investigated as active intermediates in peptide synthesis: J. Org. Chem., 44, 4577 (1979). See Appendix 6.
• Effective solvent for uncatalyzed epoxidations of alkenes with H2O2 (caution! 60%): Synlett, 248 (2001); or, more conveniently, Urea hydrogen peroxide adduct, L13940: Eur. J. Org. Chem., 3290 (2002). Superior reaction medium for epoxidations, catalyzed by Hexafluoroacetone trihydrate, L10777: Synlett, 1305 (2001). An efficient, selective oxidation of sulfides to sulfoxides with 30% H2O2 employs HFIP as solvent, avoiding over-oxidation to the sulfone: Tetrahedron Lett., 39, 3141 (1998). For a review of fluorinated alcohols as solvents for selective and clean reactions, see: Synlett, 18 (2004).
• The mildly acidic character (pKa 9.3) has been exploited in the selective deprotection of the 4,4'-dimethoxytrityl group in acid-sensitive nucleosides and nucleotides without competing N-glycosyl cleavage: Tetrahedron Lett., 36, 7833 (1995).
• Valuable solvent of high polarity and low nucleophilicity: Tetrahedron Lett., 2335 (1974). Extremely powerful H bond donor but poor H bond acceptor: anions are highly solvated, but cations poorly. For feature article on the use of this unique solvent in the stabilization of radical cations, with particular application to EPR spectroscopy, see: Chem. Commun., 2105 (1996). Preferred solvent for the direct substitution of phenol ethers promoted by [Bis(trifluoroacetoxy)iodo]benzene, L15141: Tetrahedron Lett., 32, 4321 (1991). The intermediacy of radical cations in this reaction has been demonstrated: J. Am. Chem. Soc., 116, 3684 (1994). See also: J. Org. Chem., 60, 7144 (1995).
• Powerful solvent for oligopeptides: Bull. Chem. Soc. Jpn., 61, 281 (1984); 66, 494 (1993). Used alone as a peptide coupling medium, HFIP gives poor results, but as a cosolvent along with proton acceptors such as DMF, good results, with improved peptide solubility, can be obtained: Tetrahedron Lett., 33, 7007 (1992).
• Lithiation generates the useful synthon lithium perfluoropropenolate: Org. Synth., 76, 151 (1998):