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109-89-7

Basic Information
CAS No.: 109-89-7
Name: Diethylamine
Article Data: 472
Molecular Structure:
Molecular Structure of 109-89-7 (Diethylamine)
Formula: C4H11N
Molecular Weight: 73.138
Synonyms: Diethylamine(8CI);DEA;N,N-Diethylamine;
EINECS: 203-716-3
Density: 0.7074 g/cm3
Melting Point: -50 °C
Boiling Point: 57.3 °C at 760 mmHg
Flash Point: ?20°F
Solubility: miscible with water
Appearance: Colorless liquid
Hazard Symbols: FlammableF,CorrosiveC
Risk Codes: 11-20/21/22-35
Safety: 16-26-29-36/37/39-45-3
Transport Information: UN 1154 3/PG 2
PSA: 12.03000
LogP: 1.00670
Synthetic route
27210-68-0

1-diethylamino-2,4-dinitronaphthalene

75-04-7

ethylamine

A

27210-67-9

N-ethyl-2,4-dinitro-1-naphthylamine

B

109-89-7

diethylamine

Conditions
ConditionsYield
In water at 30℃; for 1h;A 100%
B n/a
1066-87-1

(N,N-diethylamino)tributyltin

79109-72-1

2,5-diethynylthiophene

A

166543-55-1

2,5-bis[(tributylstannyl)ethynyl]thiophene

B

109-89-7

diethylamine

Conditions
ConditionsYield
In neat (no solvent) stoich. amts., stirring (overnight, room temp., dry atmosphere), evapn. (vac.);A 99%
B n/a
4519-35-1

phenylphosphonic acid bis(N,N-diethylamide)

104-94-9

4-methoxy-aniline

A

70058-53-6

phenyl N,N'-bis(p-methoxyphenyl)phosphorodiamidite

B

109-89-7

diethylamine

Conditions
ConditionsYield
for 12h; Heating;A 26.3%
B 98.5%
392-63-2

N,N'-diethyl-1,2,2,2-tetrafluoropropionamide

A

109-89-7

diethylamine

B

2,3,3,3-Tetrafluoropropanol-1

Conditions
ConditionsYield
With aluminum (III) chloride; zinc borohydride In methanol at 60℃; for 10h; Reagent/catalyst; Temperature; Solvent;A 95.7%
B 98.1%
18279-61-3

trimethylsilyl diethylcarbamate

62305-44-6

trimethylsilyl <2-(trimethylsiloxy)ethyl>carbamate

A

32284-58-5

N,N'-bis-<β-(trimethylsiloxy)>ethylcarbodiimide

B

109-89-7

diethylamine

Conditions
ConditionsYield
A 66%
B 98%
104-94-9

4-methoxy-aniline

1636-14-2

bis(diethylamino)phenylphosphine

A

70058-45-6

N,N'-bis(p-methoxyphenyl)-P-phenylphosphonous diamide

B

109-89-7

diethylamine

Conditions
ConditionsYield
for 14h; Heating;A 83.7%
B 98%
for 14h; Heating;A 83.7%
B 98%
27210-68-0

1-diethylamino-2,4-dinitronaphthalene

74-89-5

methylamine

A

39139-78-1

1-(Methylamino)-2,4-dinitronaphthalene

B

109-89-7

diethylamine

Conditions
ConditionsYield
In water at 30℃; for 1h;A 97%
B n/a
620-92-8

bis-(4-hydroxyphenyl)methane

1636-14-2

bis(diethylamino)phenylphosphine

A

4,4′-methylenedi(benzene-4,1-diyl) bis(N,N-diethyl-P-phenylphosphonamidite)

B

109-89-7

diethylamine

Conditions
ConditionsYield
In neat (no solvent) at 115 - 120℃; for 2h;A 97%
B n/a
1636-14-2

bis(diethylamino)phenylphosphine

A

146733-97-3

4,4′-(propane-2,2-diyl)di(benzene-4,1-diyl) bis(N,N-diethyl-P-phenylphosphonamidite)

B

109-89-7

diethylamine

Conditions
ConditionsYield
In neat (no solvent) at 115 - 120℃; for 2h;A 97%
B n/a
69165-95-3

3-(trimethylsilyl)-1-(trimethylstannyl)propyne

1068-74-2

Diethylamino-trimethyl-stannan

A

122691-55-8, 122691-53-6

3-(trimethylsilyl)-1,3-bis(trimethylstannyl)propyne

B

122691-53-6

3-(trimethylsilyl)-1,1-bis(trimethylstannyl)propadiene

C

122691-54-7

(Trimethylsilyl)tris(trimethylstannyl)propadiene

D

109-89-7

diethylamine

Conditions
ConditionsYield
In neat (no solvent) heating (180-200°C, 1 h), continuous removal of HNEt2; distn.; elem. anal.; mixt. of propadiene/propyne bis(trimethylastannyl)-derivatives (90:10 %) not separated;A n/a
B n/a
C n/a
D 96%
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Specification

The Diethylamine, with the cas register number 109-89-7, has other synonyms, such as (c2h5)2nh; ai3-24215; detn; diaethylamin; diethamine; diethylamin; dietilamina; dwuetyloamina.

The characteristics of this chemical could be summarized as: (1)ACD/LogP: 0.63; (2)ACD/LogD (pH 5.5): -2.46; (3)ACD/LogD (pH 7.4): -2.28; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 3.24; (12)Index of Refraction: 1.384 ; (13)Molar Refractivity: 24.17 cm3; (14)Molar Volume: 103.3 cm3; (15)Polarizability: 9.58 ×10-24 cm3; (16)Surface Tension: 20.2 dyne/cm; (17)Density: 0.707 g/cm3; (18)Enthalpy of Vaporization: 29.06 kJ/mol; (19)Boiling Point: 57.3 °C at 760 mmHg; (20)Vapour Pressure: 218 mmHg at 25°C.

This is a kind of colorless combustible liquid with strong smell of ammonia, and it is complete soluble in water, ethanol and ethyl ether. And it is sensitive to air and incompatible with strong oxidizing agents, so while keeping, you should keep it under argon in the room temperature.

Being a kind of highly flammable chemical, it may catch fire in contact with air, only needing brief contact with an ignition source, and it has a very low flash point or evolve highly flammable gases in contact with water. Besides, it is corrosive, and it may destroy living tissue on contact. Then it is harmful by inhalation, in contact with skin or if swallowed and it could cause severe burns.

While using this chemical, you should take the following instructions to protece yourself. Keep away from sources of ignition - No smoking and keep in a cool place. Wear suitable protective clothing, gloves and eye/face protection, and if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice; if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Lastly, do not empty into drains. You could also refer to WGK Germany  1 to get more safety information.

Diethylamine could be applied in many ways, such as being the analytical reagent and preservative and also be used in making organic synthesis and dyeing. Besides, it could also be as the intermediates, such as for pesticide, such as phosphamidon and pyrimithate, and for herbicide, such as benthiocarb and napropamide. What's more, it could be the solvent and chemical material intermediate to make the medicine, such as procaine, chloroquine, nikethamide, Coraminum and sulfanilamide, and other different fields, such as thiofide, beneficiation reagent, textile assistant, fungicide, corrosion inhibitor, polymerization inhibitor, antifreeze agent and so on.

As to its product categories, there are various, including pharmaceutical intermediates; intermediates of dyes and pigments; chemical synthesis; organic bases; synthetic reagents; essential chemicals; reagent plus; routine reagents; analytical reagents for general use; c-d, puriss p.a.; puriss p.a. And its preparation products are numerous, containing 4-phenyl-1-(p-tolylsulphonyl)piperidine-4-carboxylic acid , montelukast, 4'-iodoacetophenone, 4,6-dimethyl-1h-pyrazolo[3,4-b]pyridin-3-amine, 2-amino-6-methyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile, 2-amino-5,6-dihydro-4h-cyclopenta[b]thiophene-3-carbonitrile, 1,4,6-trimethyl-1h-pyrazolo[3,4-b]pyridin-3-ylamine ,97%, 7-(diethylamino)-5-methyl-s-triazolo[1,5-a]pyrimidine, diethylcarbamyl chloride, benzyl cinnamate, 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile, 2-amino-4,5-dimethyl-thiophene-3-carbonitrile, 3-(diethylamino)propanoic acid, benzyl salicylate, 5-amino-3-methyl-thiophene-2,4-dicarboxylic acid dimethyl ester, (5-bromo-pyrimidin-2-yl)-diethyl-amine, while its raw material are the etanol, ammonia, hydrogen, 2-ethylaniline, and 2-(ethylamino)ethanol.

Additionally, you could convert the following data information into the molecular structure:
SMILES:N(CC)CC
InChI:InChI=1/C4H11N/c1-3-5-4-2/h5H,3-4H2,1-2H3
InChIKey:HPNMFZURTQLUMO-UHFFFAOYAD

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LC50 inhalation 5000mg/m3 (5000mg/m3)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975.
mouse LCLo inhalation 3gm/m3/2H (3000mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

LIVER: FATTY LIVER DEGERATION
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 20(4), Pg. 28, 1955.
mouse LD50 intraperitoneal 585mg/kg (585mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 97, Pg. 1117, 1977.
 
mouse LD50 oral 500mg/kg (500mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Biomedica Biochimica Acta. Vol. 44, Pg. 795, 1985.
 
rabbit LCLo inhalation 20gm/m3 (20000mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

LUNGS, THORAX, OR RESPIRATION: EMPHYSEMA

LIVER: FATTY LIVER DEGERATION
"Voprosy Promyshlennoi Toksikologii," Pravdin, N.S., ed., Akademiya Meditsinskikh Nauk-SSSR, Moscos, Russia, 1960Vol. -, Pg. 176, 1960.
rabbit LD50 skin 820uL/kg (0.82mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LC50 inhalation 4000ppm/4H (4000ppm)   Archives of Environmental Health. Vol. 1, Pg. 343, 1960.
 
rat LD50 oral 540mg/kg (540mg/kg)   Archives of Environmental Health. Vol. 1, Pg. 343, 1960.
 
rat LDLo intraperitoneal 50mg/kg (50mg/kg)   Farmakologiya i Toksikologiya Vol. 31, Pg. 238, 1968.