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Isopropylamine

Isopropylamine is an organic substance of composition C 3 H 9 N, belonging to the class of amines .

Isopropylamine
Propan-2-amine 200.svg
Isopropylamine
Are common
Systematic
name
2-propanamine;
1-methylethylamine;
2-propylamine;
monoisopropylamine;
sec- propylamine
Chem. formulaC 3 H 9 N
Rac formula(CH 3 ) 2 CHNH 2
Physical properties
conditionliquid
Molar mass59.11 g / mol
Density0.688 g / cmΒ³
Ionization energy
Thermal properties
T. melt.-101.2 Β° C
T. Kip.34 Β° C
T. v.-20 Β° C
T. sspl.400 Β° C
Cr. pace.203 Β° C
Mol heat capacity163.8 (g) J / (mol Β· K)
Education enthalpy-112.3 (g) kJ / mol
Vapor pressure
Chemical properties
pK a
Optical properties
Refractive index1.37698
Classification
Reg. CAS number75-31-0
Pubchem
Reg. EINECS number200-860-9
SMILES
Inchi
Reg. EC number612-007-00-1
RTECSNT8400000
CHEBI15739
UN number1221
Chemspider
Security
Toxicityhigh
GHS pictogramsThe Flame Icon of the GHS System Icon "Corrosion" of the GHS system Icon "Skull and Crossbones" of the GHS system
NFPA 704
NFPA 704.svg
four
3
0

Physical Properties

Colorless transparent liquid [3] with a characteristic strong ammonia smell.

Unlimited soluble in water, ethyl alcohol , diethyl ether [3] .

Chemical Properties

A typical representative of aliphatic amines [4] .

Reacts with strong oxidizing agents, acids and acid anhydrides. Reacts violently with nitroparaffins , halogenated hydrocarbons and many other substances.

Aggressive against copper, lead, zinc, tin.

Getting

In industry, they are obtained by reductive amination of isopropanol or acetone at a temperature of 150–200 Β° C and a pressure of 15–30 atm in the presence of a nickel (or copper and the like) catalyst. In this method, a mixture of mono- and diisopropylamines is formed [4] [5] .

(CH3)2CHOH+NH3β†’Cu-Ni(CH3)2CHNH2+H2O{\ displaystyle {\ rm {(CH_ {3}) _ {2} CHOH + NH_ {3} \ {\ xrightarrow {Cu-Ni} \ \ CH_ {3}) _ {2} CHNH_ {2} + H_ {2} O}}} {\displaystyle {\rm {(CH_{3})_{2}CHOH+NH_{3}\ {\xrightarrow {Cu-Ni}}\ (CH_{3})_{2}CHNH_{2}+H_{2}O}}}

Application

Used in the manufacture of electrolytes , dyes, herbicides , agents for dry cleaning, flotation agents , emulsion floor mastic, antioxidants, antiozonants and rubber vulcanization accelerators, in the pharmaceutical industry [4] .

It is used as a component of binary chemical weapons to obtain sarin [6] .

Toxicity

Even in low concentrations and doses, it affects the nervous system, causes disturbances in erythropoiesis , permeability of the walls of blood vessels, cell membranes, liver and kidney functions, and development of degeneration [7] [4] .

In acute poisoning, it changes the activity of aminooxidases , which leads to impaired metabolism of biogenic amines and the breakdown of neurohumoral regulation [7] .

Irritating to skin, mucous membranes of eyes and upper respiratory tract [8] .

It decomposes when heated to form nitrogen oxides and hydrogen cyanide .

The MPC in the air of the working zone is 2 mg / mΒ³ [8] .

Notes

  1. 2 1 2 http://www.cdc.gov/niosh/npg/npgd0360.html
  2. ↑ Hall H. K. Correlation of the Base Strengths of Amines 1 // J. Am. Chem. Soc. / P. J. Stang - American Chemical Society , 1957. - Vol. 79, Iss. 20. - P. 5441–5444. - ISSN 0002-7863 ; 1520-5126 ; 1943-2984 - doi: 10.1021 / JA01577A030
    <a href=" https://wikidata.org/wiki/Track:Q247556 "> </a> <a href=" https://wikidata.org/wiki/Track:Q23571040 "> </a> <a href = " https://wikidata.org/wiki/Track:Q898902 "> </a> <a href=" https://wikidata.org/wiki/Track:Q7174903 "> </a>
  3. ↑ 1 2 Brief Chemical Reference, 1977 , p. 175
  4. ↑ 1 2 3 4 Chemical Encyclopedia, Vol. 4, 1995 , p. 102
  5. ↑ B. K. Krichevtsov, D. 3. Zawelsky and M. Kh. Dwarf. The method of producing isopropylamine
  6. ↑ CBRNE - Nerve Agents, Binary - GB2, VX2. Author: Larissa I Velez-Daubon, MD; Chief Editor: Robert G Darling, MD, FACEP (English)
  7. ↑ 1 2 Harmful substances in industry. Volume 2, 1976 , p. 218.
  8. ↑ 1 2 Chemical Encyclopedia, Volume 4, 1995 , p. 103

Sources

  • Rabinovich V. A., Havin Z. Ya. Brief chemical handbook. - L .: Chemistry, 1977. - 376 p.
  • Lazarev N.V. Harmful substances in industry. Volume 2. - L .: Chemistry, 1976. - 624 p.
  • Editorial: Knunyants I.L. , et al. Chemical Encyclopedia, Volume 4. β€”M . : The Great Russian Encyclopedia, 1995. 640 p. - ISBN 5-85270-092-4 .
  • Isopropylamine. Toxicology and safety
  • CRC Handbook of Chemistry and Physics. - 90ed. - CRC Press, 2010. - p. 5-25 (English)
  • Flick EW Industrial solvent handbook. - 5ed. - 1998. - p. 692 (eng.)
Source - https://ru.wikipedia.org/w/index.php?title=Izopropylamine&oldid=77275609


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