2-phenylpropane-2-peroxol

• ChemBase编号: 110155
• 分子式: C9H12O2
• 平均质量: 152.19038
• 单一同位素质量: 152.08372962
• SMILES: CC(C)(OO)c1ccccc1
• Canonical SMILES: OOC(c1ccccc1)(C)C
• InChI: InChI=1S/C9H12O2/c1-9(2,11-10)8-6-4-3-5-7-8/h3-7,10H,1-2H3
• InChIKey: YQHLDYVWEZKEOX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-phenylpropane-2-peroxol
• IUPAC传统名: cumene hydroperoxide
• 别名: 过氧化羟基异丙苯; α,α-二甲基苄基过氧化氢; 过氧化氢异丙苯; 过氧化氢异丙苯 (Luperox® CU90); 过氧化氢异丙苯; Cumyl Hydroperoxide; CHP; alpha,alpha-dimethylbenzyl hydroperoxide; CUMENE HYDROPEROXIDE; α,α-Dimethylbenzyl hydroperoxide; Cumene hydroperoxide; Cumene hydroperoxide (Luperox® CU90); Cumene hydroperoxide

登记号

• CAS号: 80-15-9
• EC号: 201-254-7
• MDL号: MFCD00002129
• Beilstein号: 1908117
• PubChem SID: 162095751; 24854872; 24873686
• PubChem CID: 6629
• Chemspider ID: 6377
• 维基百科标题: Cumene_hydroperoxide

理论计算性质

• Acid pKa: 11.697564
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.352383
• LogD (pH = 7.4): 2.3523614
• Log P: 2.3523831
• 摩尔折射率: 43.2811 cm^3
• 极化性: 17.155962 Å^3
• 极化表面积: 29.46 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 1.5 g / 100 mL in water
• 外观: colorless to pale yellow liquid
• 熔点: -30°C; -40°C; -9°C
• 沸点: 100-101 °C/8 mmHg(lit.); 100-101 °C/8 mmHg(lit.); 100-102°C/8mm; 101 °C/8 mmHg; ca. 125 °C (decomposes, possibly explosively)
• 闪点: 127.4 °F; 133 °F; 174.2 °F; 53 °C; 56°C(132°F); 57 °C; 57°C (134.6°F); 79 °C; 79 °C
• 密度: 1.02 g/cm^3; 1.028 g/mL at 20 °C; 1.03 g/mL at 25 °C; 1.03 g/mL at 25 °C; 1.030; 1.038 g/mL at 25 °C
• 折射率: 1.5240; n20/D 1.519; n20/D 1.5210; n20/D 1.5230
• 蒸汽压: <0.03 mmHg ( 20 °C); <0.03 mmHg ( 20 °C); 14 mmHg at 20 °C
• 蒸汽密度: 5.4 (vs air)

安全信息

• RTECS编号: MX2450000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 氧化性(Oxidising) (O); 有毒(Toxic) (T)
• 联合国危险货物编号: 3109; UN3109
• 德国WGK号: 2; 3
• 联合国危险货物等级: 5.2
• 联合国危险货物包装类别(PG): II
• 危险公开号: 7-10-21/22-23-34-37-48/20/22-51/53-65; 7-21/22-23-34-48/20/22-51/53; R:7-21/22-23-34-48/20/22-51/53
• 安全公开号: 14.1-3/7-36/37/39-45-50-61; 3/7-14-26-36/37/39-45-61-62; 3/7-14-36/37/39-45-50-61; S:14-45-50-61-36/37/39-3/7
• TSCA收录: 是
• GHS危险品标识: GHS corrosion; GHS environment; GHS flame; GHS health hazard; GHS skull and crossbones; GHS02; GHS05; GHS06; GHS08; GHS09
• GHS警示词: DANGER; Danger
• NFPA704:
  

  2

  1

  4
• GHS危险声明: 242, 302, 312, 314, 331, 373, 411; H226-H302-H304-H312-H314-H331-H335-H373-H411; H242-H302-H312-H314-H331-H373-H411; H331-H302-H312-H314-H226-H242-H373-H411
• GHS警示性声明: 220, 261, 273, 280, 305+351+338, 310; P210-P303+P361+P353-P305+P351+P338-P405-P410-P501A; P220-P261-P273-P280-P305 + P351 + P338-P310; P261-P273-P280-P301 + P310-P305 + P351 + P338-P310
• 个人保护装置: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3109 5.2
• 保存温度: 2-8°C

产品相关信息

• 纯度: 80%; 88%; tech. 80%
• 浓度: ~80% in cumene
• 级别: technical; technical grade
• 线性分子式: C6H5C(CH3)2OOH

详细说明

Sigma Aldrich - 513296

Legal Information
Arkema Inc. 产品。
法律信息
Luperox 注册商标 Arkema Inc.

Sigma Aldrich - 247502

包装
5, 100, 500 g in poly bottle
Application
环氧化试剂，用于烯丙醇1和脂肪酸酯，2作为自由基聚合反应的引发剂。3
Protocols & Applications
Asymmetric Epoxidation of Allylic Alcohols
Asymmetric Epoxidation of Homoallylic Alcohols
Asymmetric Ketone Hydrogenation
Asymmetric Transfer Hydrogenation

Sigma Aldrich - 28250

Other Notes
可能实行销售限制

参考文献

• Alternative to tert-Butyl hydroperoxide, A13926, in certain catalytic peroxygenation reactions. For example, has been found to give better enantiomeric excesses in the Sharpless-type asymmetric oxidation of sulfides to sulfoxides in the presence of Ti(O-i-Pr)₄ and diethyl L-tartrate: Tetrahedron, 43, 5135 (1987); Org. Synth. Coll., 8, 464 (1993); Synlett, 404 (1996).