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Butylamine

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Name

Butylamine

EINECS 203-699-2
CAS No. 109-73-9 Density 0.744 g/cm3
PSA 26.02000 LogP 1.44550
Solubility MISCIBLE Melting Point -49 °C(lit.)
Formula C4H11N Boiling Point 77.3 °C at 760 mmHg
Molecular Weight 73.138 Flash Point 30°F
Transport Information N/A Appearance colourless to yellow liquid
Safety 3-16-26-29-36/37/39-45 Risk Codes 11-20/21/22-35
Molecular Structure Molecular Structure of 109-73-9 (Butylamine) Hazard Symbols FlammableF,CorrosiveC
Synonyms

1-Butanamine;1-Amino-butaan;1-Aminobutan;1-Aminobutane;1-Butanamine;CCRIS 4756;FEMA No. 3130;

Article Data 339

Butylamine Synthetic route

2565-54-0

(E)-2-((butylimino)methyl)phenol

108-91-8

cyclohexylamine

A

19028-72-9

N-(2-hydroxybenzylidene)cyclohexylamine

B

109-73-9

N-butylamine

Conditions
ConditionsYield
In [D3]acetonitrile at 25℃; Equilibrium constant; Molecular sieve;A 100%
B n/a

C13H18N2O

108-91-8

cyclohexylamine

A

C15H20N2O

B

109-73-9

N-butylamine

Conditions
ConditionsYield
In [D3]acetonitrile at 25℃; Equilibrium constant; Molecular sieve;A 100%
B n/a

C12H18N2O2S

108-91-8

cyclohexylamine

A

C14H20N2O2S

B

109-73-9

N-butylamine

Conditions
ConditionsYield
In [D3]acetonitrile at 25℃; Equilibrium constant; Molecular sieve;A 100%
B n/a
109-74-0

propyl cyanide

109-73-9

N-butylamine

Conditions
ConditionsYield
With sodium tetrahydroborate In water; dimethyl sulfoxide at 60℃; for 4.5h; High pressure; Green chemistry;99.9%
With sodium tetrahydroborate; nickel; sodium hydroxide In methanol; water at 30 - 60℃;93%
With [DBUH(+)][C4H9COO(-)]; water; potassium formate at 70℃; for 3h; Ionic liquid;82%
627-05-4

1-nitrobutane

12percent nickel/Al-SBA-15 fiber

12percent nickel/Al-SBA-15 fiber

109-73-9

N-butylamine

Conditions
ConditionsYield
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction;99%
71-36-3

butan-1-ol

109-73-9

N-butylamine

Conditions
ConditionsYield
With ammonia; hydrogen at 200℃; under 3750.38 Torr; Reagent/catalyst; Temperature; Pressure;97.7%
With ammonia; nickel at 200℃;
With ammonia at 350 - 400℃; als Katalysatoren, eignen sich Cr2O3,NiO und SiO2 auf Al2O3;
123-72-8

butyraldehyde

109-73-9

N-butylamine

Conditions
ConditionsYield
With ammonia; hydrogen In methanol at 30℃; for 15h; Autoclave;96%
With ammonium hydroxide; Ni6AlO(z); hydrogen at 80℃; under 2250.23 Torr; for 3h; Autoclave;83%
With (S)-1-phenyl-ethylamine; pyridoxal 5'-phosphate; pQR1108 In aq. phosphate buffer; dimethyl sulfoxide at 30℃; for 18h; pH=8; Enzymatic reaction;42%
627-05-4

1-nitrobutane

109-73-9

N-butylamine

Conditions
ConditionsYield
Stage #1: 1-nitrobutane In water; acetonitrile at 20℃; for 0.0833333h;
Stage #2: With sodium tetrahydroborate In water; acetonitrile at 20℃; for 0.333333h;
95%
Stage #1: 1-nitrobutane In water at 20℃; for 0.0166667h;
Stage #2: With sodium tetrahydroborate In water at 50℃; for 0.166667h;
93%
With triethylamine In water at 80℃; for 6h; Inert atmosphere; Green chemistry; chemoselective reaction;91%
1792-17-2

N,N'-di-n-butylurea

18522-92-4

sodium p-toluenesulfonamide

A

64-77-7

N-[(butylamino)carbonyl]-4-methyl-benzenesulfonamide

B

109-73-9

N-butylamine

Conditions
ConditionsYield
at 150℃; for 8h; Product distribution; other time;;A 94.5%
B n/a
at 150℃; for 5h;A 94.5%
B n/a
71-36-3

butan-1-ol

A

109-74-0

propyl cyanide

B

109-73-9

N-butylamine

Conditions
ConditionsYield
With ammonia; zinc(II) oxide at 420℃;A 92.2%
B n/a
With ammonia; zinc(II) oxide at 340℃; Product distribution; 1:4 molar ratio n-butyl alcohol/NH3, other temperature (300-420 deg C), other catalyst (oxidized form of SMS-4 Zn-Cr-O);;A 86.7%
B 6%

Butylamine Specification

The Butylamine is an organic compound with the formula C4H11N. The IUPAC name of this chemical is butan-1-amine. With the CAS registry number 109-73-9, it is also named as 1-Amino-butaan. The product's categories are Pharmaceutical Intermediates; Anilines, Aromatic Amines and Nitro Compounds; Alkylamines; Monofunctional & alpha,omega-Bifunctional Alkanes; Monofunctional Alkanes. Besides, it is colourless to yellow liquid, which should be stored in a cool and well-ventilated place. It is used as an ingredient in the manufacture of pesticides (such as thiocarbazides), pharmaceuticals, and emulsifiers. It is also a precursor for the manufacture of N,N'-dibutylthiourea, a rubber vulcanization accelerator, and n-butylbenzenesulfonamide, a plasticizer of nylon.

Physical properties about Butylamine are: (1)ACD/LogP: 0.93; (2)ACD/LogD (pH 5.5): -2.17; (3)ACD/LogD (pH 7.4): -1.95; (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: 2; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 3.24 Å2; (12)Index of Refraction: 1.405; (13)Molar Refractivity: 24.11 cm3; (14)Molar Volume: 98.2 cm3; (15)Polarizability: 9.56×10-24cm3; (16)Surface Tension: 25.3 dyne/cm; (17)Density: 0.744 g/cm3; (18)Flash Point: °C; (19)Enthalpy of Vaporization: 31.81 kJ/mol; (20)Boiling Point: 77.3 °C at 760 mmHg; (21)Vapour Pressure: 97.3 mmHg at 25°C.

Preparation of Butylamine: Butylamine can be prepared by butanol vapor and ammonia . This reaction will need catalyst alumina and molybdenum oxide.


Uses of Butylamine: it can be used to produce N,N'-dibutyl-acetamidine and 2,4,6-trimethyl-[1,3,5]triazine by heating. It will need reagent Ln(CF3SO3)3 with reaction time of 18 hours. The yield is about 4.7%.

When you are using Butylamine, please be cautious about it as the following:
The Butylamine is highly flammable and harmful by inhalation, in contact with skin and if swallowed. Please keep away from sources of ignition - No smoking. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical can cause severe burns. When you are using it, wear suitable gloves and eye/face protection and do not empty into drains. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: NCCCC
(2)InChI: InChI=1/C4H11N/c1-2-3-4-5/h2-5H2,1H3
(3)InChIKey: HQABUPZFAYXKJW-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C4H11N/c1-2-3-4-5/h2-5H2,1H3
(5)Std. InChIKey: HQABUPZFAYXKJW-UHFFFAOYSA-N

The toxicity data of Butylamine is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 430mg/kg (430mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 40(11), Pg. 21, 1975.
guinea pig LD50 skin 500uL/kg (0.5mL/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944.
mammal (species unspecified) LD50 unreported 590mg/kg (590mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975.
mouse LC50 inhalation 800mg/m3/2H (800mg/m3)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 28, 1982.
mouse LD50 intraperitoneal 629mg/kg (629mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 82, 1946.
mouse LD50 intravenous 198mg/kg (198mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 82, 1946.
mouse LD50 oral 430mg/kg (430mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 40(11), Pg. 21, 1975.
rabbit LD50 skin 850uL/kg (0.85mL/kg)   Union Carbide Data Sheet. Vol. 7/19/1965,
rat LCLo inhalation 4000ppm/4H (4000ppm)   Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 343, 1949.
rat LD50 oral 366mg/kg (366mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Toxicology and Applied Pharmacology. Vol. 63, Pg. 150, 1982.
rat LDLo parenteral 600mg/kg (600mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Journal of Pharmacology and Experimental Therapeutics. Vol. 20, Pg. 435, 1923.

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