Product Name

  • Name

    Amylamine

  • EINECS 203-780-2
  • CAS No. 110-58-7
  • Article Data130
  • CAS DataBase
  • Density 0.755 g/cm3
  • Solubility soluble
  • Melting Point -55 °C(lit.)
  • Formula C5H13N
  • Boiling Point 105.5 °C at 760 mmHg
  • Molecular Weight 87.1649
  • Flash Point 4.4 °C
  • Transport Information UN 1106 3/PG 2
  • Appearance clear colourless to very slightly yellow liquid
  • Safety 16-26-36/37/39-45-33
  • Risk Codes 11-22-34-42/43-20/21/22
  • Molecular Structure Molecular Structure of 110-58-7 (Amylamine)
  • Hazard Symbols FlammableF,CorrosiveC
  • Synonyms Pentylamine(8CI);1-Aminopentane;1-Pentylamine;Monoamylamine;Monopentylamine;NSC 7906;Norleucamine;n-Amylamine;n-Pentylamine;1-Pentanamine;
  • PSA 26.02000
  • LogP 1.83560

Synthetic route

pentanonitrile
110-59-8

pentanonitrile

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With borane-ammonia complex; C15H30Cl2CoN3P In hexane at 120℃; for 16h; Sealed tube; Inert atmosphere; chemoselective reaction;86%
With hydrogen; sodium methylate; nickel In methanol hydrogen generated in situ electrochemically on Raney nickel electrode;72%
With lithium aluminium tetrahydride71%
pentanal
110-62-3

pentanal

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With ammonia; hydrogen In methanol at 30℃; for 15h; Autoclave;94%
With ammonium hydroxide; ammonium acetate; hydrogen; [Ru(cod)Cl]2; trisodium tris(3-sulfophenyl)phosphine In toluene at 145℃; under 48754.9 Torr; for 10h;47 % Chromat.
With ammonium hydroxide; hydrogen at 65℃; under 11251.1 Torr; for 12h; Autoclave; Green chemistry;
With pyridoxal 5'-phosphate; Amine transaminase 117; rac-methylbenzylamine; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid In water; dimethyl sulfoxide at 30℃; Reagent/catalyst; Enzymatic reaction;
pentyl azide
26330-06-3

pentyl azide

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With hydrogen; MCM-silylamine Pd(II) In methanol at 20℃; for 2h; Reduction;90%
5-chloro-valeric acid
1119-46-6

5-chloro-valeric acid

A

piperidine
110-89-4

piperidine

B

piperidin-2-one
675-20-7

piperidin-2-one

C

1-pentanamine
110-58-7

1-pentanamine

D

N-butylamine
109-73-9

N-butylamine

Conditions
ConditionsYield
Stage #1: 5-chloro-valeric acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry;
Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry;
A 85%
B 9%
C 2%
D 2%
Caproamide
628-02-4

Caproamide

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With sodium hydroxide; benzyltrimethylazanium tribroman-2-uide In water at 70℃; for 2h;80%
With sodium hydroxide; sodium bromite In water at 75℃; for 0.5h;60%
With sodium hypochlorite
pentan-1-ol
71-41-0

pentan-1-ol

A

1-pentanamine
110-58-7

1-pentanamine

B

valeric acid
109-52-4

valeric acid

Conditions
ConditionsYield
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia; water In 1,4-dioxane at 135℃; under 5700.38 Torr; for 30h; Inert atmosphere;A 70.0 %Chromat.
B n/a
N,N'-dipentyl-oxalamide
60169-95-1

N,N'-dipentyl-oxalamide

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With potassium tert-butylate; hydrogen; [Ru(PtBuNNHBn)H(CO)Cl] In toluene at 135℃; under 30003 Torr; for 24h;97 %Spectr.
1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With ethanol; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With diethyl ether; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With palladium on activated charcoal; acetic acid Hydrogenation;

A

1-pentanamine
110-58-7

1-pentanamine

B

Di-n-amylamine
2050-92-2

Di-n-amylamine

Conditions
ConditionsYield
With nickel kieselguhr; methyl cyclohexane at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With diethyl ether; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
With ethanol; nickel kieselguhr at 100 - 125℃; under 73550.8 - 110326 Torr; Hydrogenation;
Caproamide
628-02-4

Caproamide

A

1-pentanamine
110-58-7

1-pentanamine

B

hexanoic acid
142-62-1

hexanoic acid

Conditions
ConditionsYield
With sodium hydroxide; sodium persulfate; sodium chloride In water at 85 - 90℃; for 7h;A 36%
B 56%
With sodium hydroxide; sodium persulfate; copper dichloride In water at 85 - 90℃; for 7h;A 36%
B 56%
With sodium hydroxide; sodium persulfate; sodium chloride In water at 85 - 90℃; for 7h;A 36%
B 52%
With sodium hydroxide; sodium persulfate; sodium chloride In water at 85 - 90℃; for 7h;A 36%
B 52%
chlorodipentylborane
18379-77-6

chlorodipentylborane

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
Stage #1: chlorodipentylborane With hydroxylamine-O-sulfonic acid In tetrahydrofuran at 60℃; Inert atmosphere;
Stage #2: With hydrogenchloride In methanol; diethyl ether; water at 20℃; Inert atmosphere;
Stage #3: With sodium hydroxide In methanol; diethyl ether; water at 0℃; Inert atmosphere;
94%
pyridine
110-86-1

pyridine

A

1-pentanamine
110-58-7

1-pentanamine

B

pentane
109-66-0

pentane

Conditions
ConditionsYield
With hydrogen In decalin at 349.84℃; under 22502.3 Torr; Catalytic behavior; Reagent/catalyst; Temperature; Flow reactor;
With hydrogen In decalin at 349.84℃; under 22502.3 Torr; Catalytic behavior; Temperature; Flow reactor;
Adipic acid
124-04-9

Adipic acid

A

caprolactam
105-60-2

caprolactam

B

hexamethylene imine
111-49-9

hexamethylene imine

C

6-(azepan-1-yl)hexan-1-amine
21920-79-6

6-(azepan-1-yl)hexan-1-amine

D

hexan-1-amine
111-26-2

hexan-1-amine

E

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
Stage #1: Adipic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry;
Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry;
A 39%
B 53%
C 4%
D 2%
E 2%
pentan-1-ol
71-41-0

pentan-1-ol

A

1-pentanamine
110-58-7

1-pentanamine

B

Di-n-amylamine
2050-92-2

Di-n-amylamine

Conditions
ConditionsYield
With carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II); ammonia In toluene under 5700.38 Torr; for 20h; Inert atmosphere; Reflux;A 61 %Chromat.
B 34.6 %Chromat.
pentan-1-ol
71-41-0

pentan-1-ol

A

N-pentylidenepentan-1-amine
65870-64-6

N-pentylidenepentan-1-amine

B

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With ammonia; carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II) In 1,4-dioxane; water under 5700.38 Torr; for 30h; Product distribution / selectivity; Reflux;
pentan-1-ol
71-41-0

pentan-1-ol

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With L-alanin; D-glucose; pyridoxal 5'-phosphate; alanine dehydrogenase from B. subtilis; catalase from M. lysodeikticus; glucose dehydrogenase from DSM; long-chain alcohol oxidase from Aspergillus fumigatus; w-transaminase from Chromobacterium violaceum; NAD; oxygen; ammonium chloride; flavin adenine dinucleotide In aq. phosphate buffer at 20℃; under 1500.15 Torr; for 24h; pH=10; Enzymatic reaction;
With aminedehydrogenase; ammonia; ammonium chloride at 30℃; for 48h; pH=8.7; Enzymatic reaction;
With formate dehydrogenase from Candida boidinii; alcohol dehydrogenase from Thermoanaerobacter ethanolicus I86A W110A variant; chimeric amine dehydrogenase generated through domain shuffling of Bb‐PhAmDH variant and L‐AmDH variant, the latter originated from the leucinedehydrogenase from Bacillus stearothermophilus; NADPH oxidase from Bacillus subtilis; nicotinamide adenine dinucleotide phosphate; nicotinamide adenine dinucleotide; catalase In aq. buffer at 30℃; for 12h; pH=8.5; Enzymatic reaction;
2-furanoic acid
88-14-2

2-furanoic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

piperidine
110-89-4

piperidine

C

TETRAHYDROFURFURYLAMINE
4795-29-3

TETRAHYDROFURFURYLAMINE

D

1-pentanamine
110-58-7

1-pentanamine

E

N-butylamine
109-73-9

N-butylamine

Conditions
ConditionsYield
Stage #1: 2-furanoic acid With cyclopentyl methyl ether; ammonia at 200℃; under 4500.45 Torr; Sealed tube; Green chemistry;
Stage #2: With cyclopentyl methyl ether; ammonia; hydrogen at 200℃; under 42004.2 Torr; for 6.5h; Cooling with ice; Green chemistry;
A 13%
B 9%
C 43%
D 6%
E 10%
pentane
109-66-0

pentane

A

1-pentanamine
110-58-7

1-pentanamine

B

2-pentylamine
625-30-9

2-pentylamine

C

3-aminopentane
616-24-0

3-aminopentane

Conditions
ConditionsYield
Stage #1: pentane With cerium(III) chloride; 1,1,1-trichloroethanol; di-tert-butyl-diazodicarboxylate; tetrabutyl-ammonium chloride In acetonitrile at 20℃; for 12h; Irradiation; Inert atmosphere; Sealed tube;
Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
Stage #3: With hydrogen In methanol for 12h; Reagent/catalyst;
1-Chloropentane
543-59-9

1-Chloropentane

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With ammonia; water; soap at 100℃; unter Druck;
With cis-Octadecenoic acid; ammonia at 100℃; unter Druck;
With ammonia at 135℃; under 22065.2 Torr; und hoehere Temperaturen;
1-butylene
106-98-9

1-butylene

carbon monoxide
201230-82-2

carbon monoxide

A

2-Methylbutylamine
96-15-1

2-Methylbutylamine

B

1-pentanamine
110-58-7

1-pentanamine

C

Di-n-amylamine
2050-92-2

Di-n-amylamine

Conditions
ConditionsYield
With trisodium tris(3-sulfophenyl)phosphine; ammonia; hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer In various solvent(s) at 130℃; under 58504.7 Torr; for 10h; Product distribution; Further Variations:; Reagents; Hydroaminomethylation;
C7H13NO2
128038-35-7

C7H13NO2

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With hydrogenchloride In water for 2h; Heating;78%
pentanonitrile
110-59-8

pentanonitrile

A

1-pentanamine
110-58-7

1-pentanamine

B

Di-n-amylamine
2050-92-2

Di-n-amylamine

Conditions
ConditionsYield
With diethyl ether; nickel kieselguhr at 100 - 150℃; under 73550.8 - 128714 Torr; Hydrogenation;
With nickel kieselguhr at 110℃; under 73550.8 - 88260.9 Torr; Hydrogenation;
With hydrogen; acetic acid at 50℃; under 1125.11 Torr; for 5h; Catalytic behavior; Reagent/catalyst; chemoselective reaction;
With ammonia; hydrogen at 130℃; under 760.051 Torr; Reagent/catalyst;
pentanonitrile
110-59-8

pentanonitrile

A

pentan-1-ol
71-41-0

pentan-1-ol

B

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With ammonium hydroxide; nickel phosphide; hydrogen In water at 130℃; under 30003 Torr; for 6h; Reagent/catalyst; Autoclave;A 10 %Chromat.
B 89 %Chromat.
2-nitro-N-pentyl-benzenesulfonamide
349099-42-9

2-nitro-N-pentyl-benzenesulfonamide

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With potassium carbonate; thiophenol In [D3]acetonitrile at 50℃;90 % Spectr.
pentan-1-ol
71-41-0

pentan-1-ol

A

N-pentylidenepentan-1-amine
65870-64-6

N-pentylidenepentan-1-amine

B

1-pentanamine
110-58-7

1-pentanamine

C

Di-n-amylamine
2050-92-2

Di-n-amylamine

Conditions
ConditionsYield
With ammonia; carbonylchlorohydrido(4,5-bis((diisopropylphosphino)methyl)acridine)ruthenium(II) under 5700.38 Torr; for 20h; Product distribution / selectivity; Reflux; Neat (no solvent);
1-pentylisonitrile
18971-59-0

1-pentylisonitrile

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
Stage #1: 1-pentylisonitrile In methanol; dichloromethane at 20℃;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;
1-Bromopentane
110-53-2

1-Bromopentane

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With ammonia; water at 100℃; unter Druck;
With ammonia; sodium amide at -50℃;
With cis-Octadecenoic acid; ammonia at 100℃; unter Druck;
With cis-Octadecenoic acid; ammonia at 100℃; unter Druck;
With ammonia; water at 100℃; unter Druck;
1-butylene
106-98-9

1-butylene

carbon monoxide

carbon monoxide

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With manganese; hydrogen; cobalt; iron at 115℃; under 88260.9 Torr; anschliessendes Behandeln mit Ammoniak in Methanol und anschliessendes Hydrieren an Raney-Nickel bei 160grad/200 at;
L-Norleucine
327-57-1

L-Norleucine

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
With 3,5,5-Trimethylcyclohex-2-en-1-one In isopropyl alcohol at 150℃; for 4h; Autoclave;99 %Chromat.
Br(1-)*C16H27N2(1+)
1180496-63-2

Br(1-)*C16H27N2(1+)

A

(4-formylbenzyl)trimethylammonium bromide
1180496-61-0

(4-formylbenzyl)trimethylammonium bromide

B

1-pentanamine
110-58-7

1-pentanamine

Conditions
ConditionsYield
at 25℃; pH=11.8; aq. phosphate buffer;

Amylamine Chemical Properties

Molecular Formula: C5H13N
Molecular Weight: 87.16
Density: 0.755
Melting point: -50 oC
Boiling point: 104 oC
VAPOR DENSITY: 3.0
AUTOIGNITION: 435 oC
FLASH POINT: 20 oC
Refractive index: 1.41-1.412
Flash point: 4 oC
Water solubility: soluble
Soluble: alcohol
PHYSICAL STATE OF Amylamine (110-58-7): clear liquid
ODOR OF Amylamine (110-58-7): ammonia odor

Amylamine Uses

Amylamine (110-58-7) can be used for medicine, dyes, emulsifiers, thiofide, anticorrosive agent, flotation agent and so on.

Amylamine Production

In the presence of catalyst, sodium azide reacts with caproic acid. After alkali neutralization, wet distillation and then extracting distillate by aether. Extract liquor is refined to Amylamine (110-58-7) by ectification.

Amylamine Toxicity Data With Reference

1.   

ipr-rat LDLo:37,500 µg/kg

   FATOAO    Farmakologiya i Toksikologiya (Moscow). 31 (1968),238.

Amylamine Consensus Reports

Reported in EPA TSCA Inventory.

Amylamine Safety Profile

Hazard Symbols: F;C (Flammable; Corrosive) 
Risk Codes: R11;R20/21/22;R34 (Highly flammable; Harmful by inhalation, in contact with skin and if swallowed; Causes burns.)
Safety Description: S16;S26;S36/37/39;S45 (Keep away from sources of ignition; In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing, gloves and eye/face protection; In case of accident or if you feel unwell, seek medical advice immediately) 
Transport Information: UN 1106
Poison by intraperitoneal route. A corrosive. A flammable liquid. When heated to decomposition it emits toxic vapors of NOx.

Amylamine Standards and Recommendations

DOT Classification:  8; Label: Corrosive, Flammable Liquid (UN 2734); DOT Class: 3; Label: Flammable Liquid, Corrosive (UN 2733)
PURITY (GC): 98.0% min
SPECIFIC GRAVITY: 0.75 - 0.76
MOISTURE: 0.1% max
COLOR (AHHA): 30 max

Amylamine Specification

STORAGE: Store with flammable liquids. Store outside or in a detached building. Keep separated from incompatible substances. Protect from physical damage.  Avoid heat, flames, sparks and other sources of ignition.
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