クメンヒドロペルオキシド (約20%芳香族炭化水素含む) 化学特性,用途語,生産方法
外観
無色～ほとんど無色透明液体
用途
酸化還元触媒、連鎖移動剤、コールドラバー処方のレドックス系開始剤
化学的特性
colourless liquid
使用
Production of acetone and phenol; polymerization catalyst, particularly in redox systems, used for
rapid polymerization.
定義
ChEBI: A peroxol that is cumene in which the alpha-hydrogen is replaced by a hydroperoxy group.
一般的な説明
Colorless to light yellow liquid with a sharp, irritating odor. Flash point 175°F. Boils at 153°C and at 100°C at the reduced pressure of 8 mm Hg. Slightly soluble in water and denser than water. Hence sinks in water. Readily soluble in alcohol, acetone, esters, hydrocarbons, chlorinated hydrocarbons. Toxic by inhalation and skin absorption. Used in production of acetone and phenol, as a polymerization catalyst, in redox systems.
空気と水の反応
Slightly soluble in water and oxidized in air at approximately 130°C.
反応プロフィール
Cumyl hydroperoxide is a strong oxidizing agent. May react explosively upon contact with reducing reagents Violent reaction occurs upon contact with copper, copper alloys, lead alloys, and mineral acids. Contact with charcoal powder gives a strong exothermic reaction. Decomposes explosively with sodium iodide [Chem. Eng. News, 1990, 68(6), 2]. Can be exploded by shock or heat [Sax, 2 ed., 1965, p. 643]. May ignite organic materials.
危険性
Toxic by inhalation and skin absorption.
Strong oxidizing agent; may ignite organic materials.
健康ハザード
Inhalation of vapor causes headache and burning throat. Liquid causes severe irritation of eyes; on skin, causes burning, throbbing sensation, irritation, and blisters. Ingestion causes irritation of mouth and stomach.
火災危険
Flammable; highly reactive and oxidizing.
Flash point 79°C (174.2°F); vapor density
5.2 (air= 1); autoignition temperature not
reported; self-accelerating decomposition
temperature 93°C (199.4°F).
When exposed to heat or flame, it may
ignite and/or explode. A 91–95% concentration
of cumene hydroperoxide decomposes
violently at 150°C (302°F) (NFPA 1986).
Duswalt and Hood (1990) reported violent
decomposition when this compound mixed
accidentally with a 2-propanol solution of
sodium iodide.
It forms an explosive mixture with air.
The explosive concentration range is not
reported. Hazardous when mixed with easily
oxidizable compounds. Fire-extinguishing
agent: water from a sprinkler or fog nozzle
from an explosion-resistant location.
職業ばく露
Cumene hydroperoxide is used as polymerization initiator, curing agent for unsaturated polyester resins and cross-linking agent; as an intermediate in the process for making phenol plus acetone from cumene.
概要
無色または黄色の液体である。ラジカル反応の開始剤として用いられるほか、クメン法によりベンゼンとプロピレンからフェノールとアセトンを合成する際の中間生成物、またプロピレンオキシド合成における酸化剤として工業的に重要な物質である。
貯蔵
Cumene hydroperoxide is stored in a cool,dry and well-ventilated area isolated fromother chemicals. It should be protectedagainst physical damage. It may be shippedin wooden boxes with inside glass or earthenwarecontainers or in 55-gallon metal drums.
輸送方法
UN3109 Organic peroxide type F, liquid, Hazard Class: 5.2; Labels: 5.2-Organic peroxide, Technical Name Required.
純化方法
Purify the hydroperoxide by adding 100mL of 70% material slowly and with agitation to 300mL of 25% NaOH in water, keeping the temperature below 30o. The resulting crystals of the sodium salt are filtered off, washed twice with 25 mL portions of *benzene, then stirred with 100mL of *benzene for 20minutes. After filtering off the crystals and repeating the washing, they are suspended in 100mL of distilled water and the pH is adjusted to 7.5 by addition of 4M HCl. The free hydroperoxide is extracted into two 20mL portions of n-hexane, and the solvent is evaporated under vacuum at room temperature, the last traces being removed at 40-50o/1mm [Fordham & Williams Canad J Res 27B 943 1949]. Petroleum ether, but not diethyl ether, can be used instead of *benzene, and powdered solid CO2 can replace the 4M HCl. [Beilstein 6 IV 3221.] The material is potentially EXPLOSIVE.
不和合性
The pure material is reported to explode on heating at elevated temperatures (various values given are 50°, 109, 150°C) or in strong sunlight. The substance is a strong oxidizer; reacts violently with combustible and reducing agents, causing fire and explosion hazard. Contact with metallic salts of cobalt, copper or lead alloys; mineral acids; bases; and amines may lead to violent decomposition. Vapor forms an explosive mixture with air. May accumulate static electrical charges, and may cause ignition of its vapors.
クメンヒドロペルオキシド (約20%芳香族炭化水素含む) 上流と下流の製品情報
原材料
準備製品