7-oxabicyclo[4.1.0]heptane

• ChemBase编号: 88454
• 分子式: C6H10O
• 平均质量: 98.143
• 单一同位素质量: 98.07316494
• SMILES: O1C2C1CCCC2
• Canonical SMILES: C1CCC2C(C1)O2
• InChI: InChI=1S/C6H10O/c1-2-4-6-5(3-1)7-6/h5-6H,1-4H2
• InChIKey: ZWAJLVLEBYIOTI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 7-oxabicyclo[4.1.0]heptane
• IUPAC传统名: 7-oxabicyclo 4.1.0 heptane; 1,2-epoxycyclohexane
• 别名: 1,2-环氧环己烷; 7-氧杂二环[4.1.0]庚烷; 氧化环己烯; 环己烯氧化物; 7-Oxabicyclo[4.1.0]heptane; Cyclohexene oxide; CYCLOHEXENE OXIDE; Cyclohexene oxide; 1,2-Epoxycyclohexane; 7-Oxabicyclo[4.1.0]heptane; Epoxycyclohexane

登记号

• CAS号: 286-20-4
• EC号: 206-007-7
• MDL号: MFCD00005162
• Beilstein号: 383568
• PubChem SID: 24892306; 24857599; 162075408
• PubChem CID: 9246

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.3674934
• LogD (pH = 7.4): 1.3674934
• Log P: 1.3674934
• 摩尔折射率: 27.1269 cm^3
• 极化性: 11.014343 Å^3
• 极化表面积: 12.53 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Insoluble in water
• 熔点: -40°C; -40°C
• 沸点: 129-130 °C(lit.); 129-130°C; 129-130°C
• 闪点: 24 °C; 24°C; 24°C(75°F); 75.2 °F
• 自燃点: 703 °F
• 密度: 0.97 g/mL at 25 °C(lit.); 0.970; 0.972
• 折射率: 1.4520; n20/D 1.452(lit.); n20/D 1.453
• 疏水性(logP): 1.16

安全信息

• 保存注意事项: Corrosive/Flammable/Harmful
• RTECS编号: RN7175000
• 欧盟危险性物质标志: 腐蚀性(Corrosive) (C); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2924; UN2920
• 德国WGK号: 1
• 联合国危险货物等级: 3; 8
• 联合国危险货物包装类别(PG): 3; II
• 危险公开号: 10-20/21/22-34; R:22-27
• 安全公开号: 26-36/37/39-45; 9-26-36/37/39-45-60; S:36/37/39
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS05; GHS06
• GHS警示词: Danger
• 爆炸极限: 12.36 %
• GHS危险声明: H226-H302-H311 + H331-H314; H311-H302-H332-H314-H318-H226
• GHS警示性声明: P210-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P261-P280-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 2924 3/PG 3

产品相关信息

• 纯度: ≥98.0% (GC); 95%; 98%; 98+%
• 级别: purum
• Empirical Formula (Hill Notation): C6H10O

详细说明

MP Biomedicals - 05211592

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C102504

包装
25, 100, 500 mL in glass bottle

参考文献

• A general method for the conversion of epoxides to cis-dichloro alkanes, with inversion at both centers, by reaction with triphenylphosphine dichloride, has been exemplified: Org. Synth. Coll., 6, 424 (1988).
• Rearrangement to cyclopentanecarboxaldehyde is catalyzed by LiBr on alumina, either by refluxing in toluene or in the gas phase: Synthesis, 394 (1988). An alternative isomerization to the allylic alcohol is induced by base catalysis. Optimized conditions use a mixture of KO-t-Bu and 2.5 equivalents of LDA: Tetrahedron, 46, 2411 (1990). For discussion of the mechanism, see: J. Org. Chem., 61, 820 (1996), and references therein. For a review of the rearrangement of epoxides to allylic alcohols, see: Org. React., 29, 345 (1983).
• A general method for the synthesis of ɑ-chloro carbonyl compounds is illustrated by the reaction of cylohexene oxide with the Swern reagent (DMSO/oxalyl chloride) to give 2-chlorocyclohexanone in 93% yield: Tetrahedron, 51, 2467 (1995).