ジプロピルアミン 化学特性,用途語,生産方法
外観
無色～黄色, 澄明の液体
溶解性
水に可溶, アルコールに易溶。エタノール及びエーテルに溶けやすく、水に溶ける。
用途
有機合成原料(医薬、染料、ゴム、農薬、界面活性剤)。
用途
ゴム薬品、農薬原料、医薬品原料
用途
農薬合成原料、有機化学品合成原料、腐食防止剤
使用上の注意
不活性ガス封入
化学的特性
Dipropylamine, like the other short chain aliphatic amines, is a very strong base,
its reactivity being governed by the unshared electron pair on the nitrogen atom. It
forms a hydrate with water. The amine also can react with inorganic or organic
nitrites under acidic conditions and possibly by reaction with nitrogen oxides from
the air to form the highly mutagenic and carcinogenic N-nitrosodipropylamine
(ATSDR 1979; Olah et al; Scanlan 1983).
調製方法
Dipropylamine is manufactured by reaction of propanol and ammonia over a
dehydration catalyst at high temperature and pressure (HSDB 1989). Alternatively,
propanol and ammonia can be combined with hydrogen over a dehydrogenation
catalyst. In each instance, the resulting mixture of primary, secondary, and
tertiary amines can be separated by continuous distillation and extraction (Schweizer
et al 1978). Dipropylamine is a natural component of vegetables, fish, fruits,
and other foods (Mohri 1987) and of tobacco products (WHO 1987). It also is
found in human urine (Audunsson 1988), waste water lagoons (Guzewich et al
1983) and in workplace air (Simon and Lemacon 1987).
The toxic compound, N-nitrosodipropylamine, can be produced inadvertently
by nitrosation of n-dipropylamine during various manufacturing processes that use
the diamine (ATSDR 1989). The nitrosamine, therefore, occurs as an impurity in
some dinitroaniline pesticides and rubber products. N-nitrosodipropylamine also is
found in various foodstuffs including cheese, cured meats, cooked fish and
alcoholic beverages, apparently by reaction of n-dipropylamine with the preservative
sodium nitrite (ATSDR 1979; Gross and Newberne 1977; Scanlan 1983).
一般的な説明
A clear colorless liquid with an ammonia-like odor. Flash point 30°F. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion.
空気と水の反応
Highly flammable. Soluble in water.
反応プロフィール
Dipropylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
健康ハザード
Inhalation of dipropylamine vapors can result in severe coughing and chest pain
due to irritation of airways. Transient symptoms of exposure may include headache,
nausea, faintness, and anxiety. Prolonged breathing of vapors may result in
lung edema. Dipropylamine also can cause severe irritation and edema of the
cornea. A review of the toxicity of dipropylamine has been prepared (Anon 1987).
火災危険
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires.
工業用途
Dipropylamine is used in the rubber industry and as a chemical intermediate in the
manufacture of the herbicides S-ethyl-di-n-propylthiocarbamate and S-propyl
di-n-propylthiocarbamate (HSDB 1989). Dipropylamine also is employed in the
purification of perfluoro compounds to convert the incompletely fluorinated
impurities to solids which are then removed by filtration. In 1984, U.S. production
was 41 million pounds.
安全性プロファイル
Poison by ingestion.
Moderately toxic by shin contact and
inhalation. A skin irritant. A very dangerous
fire hazard, when exposed to heat or flame.
Can react with oxidizers. Explosion hazard
is unknown. Keep away from heat and open
flame. To fight fire, use foam, CO2, dry
chemical. When heated to decomposition it
emits toxic fumes of NOx,. See also
AMINES
代謝
There is little information available on the metabolism and disposition of dipropylamine
in biological systems. The available evidence suggests that dipropylamine
is not a substrate for monoamine oxidase, but rather is inhibitory. Valiev (1974)
administered dipropylamine intraperitoneally to rats and reported it to be moderately
inhibitory to liver monoamine oxidase. Previous work by this author demonstrated
that lethal doses of dipropylamine and other secondary and tertiary amines
significantly inhibited rat liver monoamine oxidase activity (Valiev 1968).
The carcinogenic N-nitrosodipropylamine has been detected in the stomach
when dipropylamine (present in fish, vegetables and fruit juices) comes in contact
with nitrite, which is often used as a food additive in meats and smoked fish
(HSDB 1989). Further metabolism of the carcinogen N-nitrosodipropylamine
product formed upon nitrosation of dipropylamine is required to form a highly
electrophilic carbonium ion capable of alkylating DNA, etc. (Archer 1981).
ジプロピルアミン 上流と下流の製品情報
原材料
準備製品
N,N-ジプロピル-2,6-ジニトロ-4-(トリフルオロメチル)アニリン
プログルミド
N,N-ジプロピルチオカルバミド酸S-エチル
N-[3-(ジメチルアミノ)プロピル]カルバミド酸プロピル
トリプロピルアミン
N,N-ジプロピルチオカルバミド酸S-プロピル
プロピルアミン
プロベネシド
N,N-ジプロピル-1,3-プロパンジアミン
プロスルホカルブ標準品
7-(ジプロピルアミノ)-5,6,7,8-テトラヒドロナフタレン-1-オール
N,N-ジブチル尿素