Diethylamine

Title: Diethylamine
CAS Registry Number: 109-89-7
CAS Name: N-Ethylethanamine
Molecular Formula: C4H11N
Molecular Weight: 73.14
Percent Composition: C 65.69%, H 15.16%, N 19.15%
Literature References: Prepn from ethyl iodide and NH3 with separation of mono-, di-, and triethylamines formed: Watt, Otto, J. Am. Chem. Soc. 69, 836 (1947). Manuf from ethanol and NH3, obtained along with mono- and triethylamines: Davies et al., US 2609394 (1952 to ICI); Lemon, Myerly, US 3022349 (1962 to Union Carbide). Toxicity data: Smyth et al., Arch. Ind. Hyg. Occup. Med. 4, 119 (1951).
Properties: Flammable, strongly alkaline liq, bp 55.5°. mp -50°. d420 0.7074. nD20 1.3864. Flash pt <20°F. Forms a hydrate, B2.H2O, mp -19°. Miscible with water, alc. It is usually supplied as a soln. Keep well closed. LD50 orally in rats: 540 mg/kg (Smyth).
Melting point: mp -50°; mp -19°
Boiling point: bp 55.5°
Flash point: Flash pt <20°F
Index of refraction: nD20 1.3864
Density: d420 0.7074
Toxicity data: LD50 orally in rats: 540 mg/kg (Smyth)
Derivative Type: Hydrochloride
Molecular Formula: C4H11N.HCl
Molecular Weight: 109.60
Percent Composition: C 43.83%, H 11.04%, N 12.78%, Cl 32.35%
Properties: Crystals from alcohol + ether, mp 226°. Hygroscopic. bp 320-330°. d421 1.048. Sol in water, alcohol, chloroform. Practically insol in ether.
Melting point: mp 226°
Boiling point: bp 320-330°
Density: d421 1.048
CAUTION: Potential symptoms of overexposure are eye, skin and respiratory system irritation. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 106. See also Patty's Industrial Hygiene and Toxicology vol. 2B, G. D. Clayton, F. E. Clayton, Eds. (Wiley-Interscience, New York, 3rd ed., 1981) p 3149.
Use: In the rubber and petroleum industry; in flotation agents; in resins; dyes, pharmaceuticals.
Diethylaminosulfur Trifluoride Diethylaniline Diethylbromoacetamide Diethylcarbamazine Diethylene Glycol

Diethylamine
Skeletal formula of diethylamine
Ball and stick model of diethylamine
Identifiers
CAS number 109-89-7 YesY
PubChem 8021
ChemSpider 7730 YesY
UNII B035PIS86W YesY
EC number 203-716-3
UN number 1154
MeSH diethylamine
ChEMBL CHEMBL1189 YesY
RTECS number HZ8750000
Beilstein Reference 605268
Jmol-3D images Image 1
Properties
Molecular formula C4H11N
Molar mass 73.14 g mol−1
Appearance Colourless liquid
Odor Ichthyal, ammoniacal
Density 0.7074 g mL−1
Melting point −49.80 °C; −57.64 °F; 223.35 K
Boiling point 54.8 to 56.4 °C; 130.5 to 133.4 °F; 327.9 to 329.5 K
Solubility in water Miscible
log P 0.657
Vapor pressure 24.2–97.5 kPa
kH 150 μmol Pa−1 kg−1
Refractive index (nD) 1.385
Thermochemistry
Specific
heat capacity C
178.1 J K−1 mol−1
Std enthalpy of
formation ΔfHo298
−131 kJ mol−1
Std enthalpy of
combustion ΔcHo298
−3.035 MJ mol−1
Hazards
MSDS hazard.com
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
GHS hazard statements H225, H302, H312, H314, H332
GHS precautionary statements P210, P280, P305+351+338, P310
EU Index 612-003-00-X
EU classification Flammable F Corrosive C
R-phrases R11, R20/21/22, R35
S-phrases (S1/2), S3, S16, S26, S29, S36/37/39
NFPA 704
NFPA 704.svg
3
3
1
Flash point −23 °C; −9 °F; 250 K
Autoignition temperature 312 °C; 594 °F; 585 K
Explosive limits 1.8–10.1%
Related compounds
Related amines
  • Dimethylamine
  • Trimethylamine
  • N-Nitrosodimethylamine
  • Triethylamine
  • Diisopropylamine
  • Dimethylaminopropylamine
  • Diethylenetriamine
  • N,N-Diisopropylethylamine
  • Triisopropylamine
  • Tris(2-aminoethyl)amine
  • Mechlorethamine
  • HN1 (nitrogen mustard)
  • HN3 (nitrogen mustard)
Related compounds
  • Unsymmetrical dimethylhydrazine
  • Biguanide
  • Dithiobiuret
  • Agmatine
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Diethylamine is a secondary amine with the molecular structure CH3CH2NHCH2CH3 (also written as C4H11N). It is a flammable, strongly alkaline liquid. It is miscible with water and ethanol. It is a colorless liquid which often appears brown due to impurities. It is volatile and has a strong unpleasant odor.

Diethylamine is manufactured from ethanol and ammonia and is obtained together with ethylamine and triethylamine. It is used as a corrosion inhibitor and in the production of rubber, resins, dyes and pharmaceuticals.

Diethylamine is a corrosive chemical and contact with skin may cause irritation or burns.