142-84-7 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 142-84-7 differently. You can refer to the following data:
1. colourless liquid
2. 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).
Production Methods
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).
General Description
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.
Air & Water Reactions
Highly flammable. Soluble in water.
Reactivity Profile
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.
Health Hazard
Different sources of media describe the Health Hazard of 142-84-7 differently. You can refer to the following data:
1. Inhalation causes severe coughing and chest pain due to irritation of air passages; can-cause lung edema; may also cause headache, nausea, faintness, and anxiety. Ingestion causes irritation and burning of mouth and stomach. Contact with eyes causes severe irritation and edema of the cornea. Contact with skin causes severe irritation.
2. 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).
Fire Hazard
Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires.
Industrial uses
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.
Safety Profile
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
Metabolism
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).
Check Digit Verification of cas no
The CAS Registry Mumber 142-84-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 2 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 142-84:
(5*1)+(4*4)+(3*2)+(2*8)+(1*4)=47
47 % 10 = 7
So 142-84-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H15N/c1-3-5-7-6-4-2/h7H,3-6H2,1-2H3/p+1
142-84-7Relevant articles and documents
Semiconductor Photocatalysis.ZnS-Catalyzed Photoreduction of Aldehydes and Related Derivatives: Two-Electron-Transfer Reduction and Relationship with Spectroscopic Properties
Yanagida, Shozo,Ishimaru, Yoshiteru,Miyake, Yoshio,Shiragami, Tsutomu,Pac, Chyongjin,et al.
, p. 2576 - 2582 (1989)
Photocatalytic activity and spectroscopic properties of ZnS suspensions for the two-electron reduction of aldehydes or related compounds in aqueous medium are described.The ZnS suspension (ZnS-0) prepared by cooling from aqueous ZnSO4 and Na2S solutions catalyzes photoredox reactions of acetaldehyde, giving ethanol without much H2 evolution as a two-electron-reduction product, and acetic acid, biacetyl, and acetoin as oxidation products.When the ZnS-0 suspension is refluxed (giving ZnS-100) or dried to powder, the resulting ZnS shows an increased activity for H2 evolution but a decreased activity for the two-electron reduction.The two-electron photoreduction is ascribed to the sequential transfer of active electrons in the conduction band of defect-free aggregates of ZnS microcrystallites (quantized ZnS).This mechanism is supported by product analysis, energetics at ZnS interfaces, the sharp and blue-shifted onset of absorption and excitation spectra, and the long-life band gap emission of the active ZnS-0 suspension.UV, emission, and ESR spectra, as well as the enhancement of the particle size and crystallinity, suggest that the activity change observed after heating or drying to powder is due to the formation of surface states which may trap active electrons.This interpretation is also supported by the generated activity of ZnS-100 for the H2 photoevolution under >350-nm irradiation.ZnS photocatalysis under >350-nm irradiation and relationship with spectroscopic properties are also discussed.
A New and Convenient Process for Separation of Carbon Monoxide
Sonoda, Noboru,Miyoshi, Noritaka,Tsunoi, Shinji,Ogawa, Akiya,Kambe, Nobuaki
, p. 1873 - 1876 (1990)
A new method for the efficient separation of carbon monoxide from a binary mixture of carbon monoxide and hydrogen has been established by use of a selenium/secondary amine reaction system.This system consists of the selective uptake of carbon monoxide by the reaction with selenium and secondary amines to form the corresponding ammonium carbamoselenoates (1) in solution and the release of carbon monoxide by thermolysis of 1 into starting components.The amount of separated carbon monoxide was stoichiometric and the purity was higher than 99.9percent.
Highly selective synthesis of primary amines from amide over Ru-Nb2O5 catalysts
Guo, Wanjun,Guo, Yong,Jia, Hongyan,Liu, Xiaohui,Pan, Hu,Wang, Yangang,Wang, Yanqin,Xia, Qineng
supporting information, (2021/12/22)
Amines are an important class of compounds in natural products and medicines. The universal availability of amides provides a potential way for the synthesis of amines. Herein, Ru/Nb2O5 catalyst is demonstrated to be highly efficient and stable for the selective hydrogenation of propionamide to propylamine (as a model reaction), with up to 91.4% yield of propylamine under relatively mild conditions. Results from XPS analyses, CO chemisorption, TEM images and DRIFTS spectra revealed that the unique properties of Nb2O5 can effectively activate the C=O group of amides, and the smaller Ru particles on Nb2O5 could further promote the activation, leading to superior catalytic performance of Ru/Nb2O5 for amide hydrogenation. Meanwhile, reducing the surface acidity of Nb2O5 can greatly inhibit the side reactions to by-products, and further enhance the selectivity to amine. Moreover, this catalytic system is also applicable for the hydrogenation of a variety of amides and provides high potential for the industrial production of primary amines from amides.
Reduction of Amides to Amines under Mild Conditions via Catalytic Hydrogenation of Amide Acetals and Imidates
Kadyrov, Renat
, p. 185 - 191 (2018/11/23)
A simple and general protocol was developed for selective conversion of amides into amines. Amides were converted into amide acetals and imido esters by O-alkylation and then hydrogenated without isolation into amines under very mild reaction conditions over standard hydrogenation catalysts. Triethyloxonium tertafluoroborate, methyl trifluoromethanesulfonate, dimethyl sulfate and ethyl chloroformate were validated as alkylating agent. The synthetic utility of this approach was demonstrated by the selective carbonyl reduction of peptide groups. Carbonyl reduction of peptide group proceeds chemoselective without racemization of the neighboring chiral center. (Figure presented.).
