Product Name

  • Name

    2-AMINO-5-METHYLHEXANE

  • EINECS 248-941-8
  • CAS No. 28292-43-5
  • Article Data5
  • CAS DataBase
  • Density 0.776 g/cm3
  • Solubility
  • Melting Point -19°C (estimate)
  • Formula C7H17N
  • Boiling Point 134.62 °C at 760 mmHg
  • Molecular Weight 115.219
  • Flash Point 29.301 °C
  • Transport Information UN 2734 8/PG 2
  • Appearance
  • Safety 26-36/37/39-45
  • Risk Codes 10-34
  • Molecular Structure Molecular Structure of 28292-43-5 (2-AMINO-5-METHYLHEXANE)
  • Hazard Symbols CorrosiveC
  • Synonyms Pentylamine,1,4-dimethyl- (8CI);1,4-Dimethylpentylamine;5-Methyl-2-hexylamine;NSC 73708;dl-2-Amino-5-methylhexane;
  • PSA 26.02000
  • LogP 2.47010

Synthetic route

bis-(1,4-dimethyl-pentylidene)-hydrazine
60372-16-9

bis-(1,4-dimethyl-pentylidene)-hydrazine

A

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

B

bis-(1,4-dimethyl-pentyl)-amine
145659-67-2

bis-(1,4-dimethyl-pentyl)-amine

Conditions
ConditionsYield
With nickel at 190 - 200℃; Hydrogenation;
5-Methyl-2-hexanone
110-12-3

5-Methyl-2-hexanone

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

N-(5-methyl-2-hexyl)phthalimide

N-(5-methyl-2-hexyl)phthalimide

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

Conditions
ConditionsYield
With hydrazine hydrate In ethanol hydrazinolysis; Heating;
5-methylhexan-2-ol
627-59-8

5-methylhexan-2-ol

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / PPh3; diethyl azodicarboxylate / tetrahydrofuran / 0 - 20 °C
2: N2H4*H2O / ethanol / Heating
View Scheme
4-Methylpentanoic acid
646-07-1

4-Methylpentanoic acid

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thorium oxide
2: aqueous alcoholic NaOH-solution; hydrazine hydrate
3: nickel / 190 - 200 °C / Hydrogenation
View Scheme
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

4-methoxy-phenyl-sulphonyl chloride
98-68-0

4-methoxy-phenyl-sulphonyl chloride

4-methoxy-N-(5-methylhexan-2-yl)benzenesulfonamide

4-methoxy-N-(5-methylhexan-2-yl)benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h;90%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

allylsulfonyl chloride
14418-84-9

allylsulfonyl chloride

N-(5-methylhexan-2-yl)prop-2-ene-1-sulfonamide

N-(5-methylhexan-2-yl)prop-2-ene-1-sulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;83%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

O-benzoyl-N-(5-methylhexan-2-yl)hydroxylamine

O-benzoyl-N-(5-methylhexan-2-yl)hydroxylamine

Conditions
ConditionsYield
Stage #1: dibenzoyl peroxide With caesium carbonate In dichloromethane at 23℃; for 2h;
Stage #2: 2-amino-5-methylhexane In dichloromethane at 23℃; for 14h;
82%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

bis-(1,4-dimethyl-pentyl)-amine
145659-67-2

bis-(1,4-dimethyl-pentyl)-amine

Conditions
ConditionsYield
With chlorohydridocarbonylbis(tricyclohexylphosphine)ruthenium(II) In toluene at 120℃; for 24h; Schlenk technique; Inert atmosphere;80%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

monofluoroacetyl chloride
359-06-8

monofluoroacetyl chloride

N-(1,4-Dimethyl-pentyl)-2-fluoro-acetamide

N-(1,4-Dimethyl-pentyl)-2-fluoro-acetamide

Conditions
ConditionsYield
With potassium hydroxide In diethyl ether at 5 - 15℃; for 5h;75%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

trifluoroacetic anhydride

trifluoroacetic anhydride

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere; Cooling with ice;75%
phthalic anhydride

phthalic anhydride

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

N-(5-methyl-2-hexyl)phthalimide

N-(5-methyl-2-hexyl)phthalimide

Conditions
ConditionsYield
In toluene for 5h; Reflux;70%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

trifluoro(1,4-dimethylpentylamino)borate

trifluoro(1,4-dimethylpentylamino)borate

Conditions
ConditionsYield
In dichloromethane at 0℃; for 1.5h; Inert atmosphere;63%
1,3-propanesultone
1120-71-4

1,3-propanesultone

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

3-(1,4-dimethyl-pentylamino)-1-propanesulfonic acid

3-(1,4-dimethyl-pentylamino)-1-propanesulfonic acid

Conditions
ConditionsYield
In acetone; toluene at 20℃; Heating / reflux;60%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

2-methyl 5-nitrohexane
135498-84-9

2-methyl 5-nitrohexane

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane at 83℃; for 3h;59%
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane for 3h; Heating;59%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

4-methoxy-N-(5-methylhexan-2-yl)benzamide

4-methoxy-N-(5-methylhexan-2-yl)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 4h; Inert atmosphere;55%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

benzoic acid anhydride
93-97-0

benzoic acid anhydride

3-Methyl-2,4-pentanedione
815-57-6

3-Methyl-2,4-pentanedione

A

(R,Z)-3-methyl-4-((5-methylhexan-2-yl)amino)pent-3-en-2-one

(R,Z)-3-methyl-4-((5-methylhexan-2-yl)amino)pent-3-en-2-one

B

(S)-N-(5-methylhexan-2-yl)benzamide

(S)-N-(5-methylhexan-2-yl)benzamide

C

(S,Z)-3-methyl-4-((5-methylhexan-2-yl)amino)pent-3-en-2-one

(S,Z)-3-methyl-4-((5-methylhexan-2-yl)amino)pent-3-en-2-one

Conditions
ConditionsYield
Stage #1: 2-amino-5-methylhexane; 3-Methyl-2,4-pentanedione With C74H89O4P In diethyl ether at -78 - -5℃; for 20h; Inert atmosphere; Molecular sieve; Resolution of racemate;
Stage #2: benzoic acid anhydride With triethylamine In diethyl ether at 20℃; for 0.5h; Inert atmosphere;
A 41%
B 46%
C n/a
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

4,7-dihydro-1,3-dimethyl-4-oxo-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid
1057670-29-7, 57862-43-8

4,7-dihydro-1,3-dimethyl-4-oxo-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid

4,7-dihydro-1,3-dimethyl-N-(5-methylhexan-2-yl)-4-oxo-1H-pyrazolo[3,4-b]pyridine-5-carboxamide
1421702-73-9

4,7-dihydro-1,3-dimethyl-N-(5-methylhexan-2-yl)-4-oxo-1H-pyrazolo[3,4-b]pyridine-5-carboxamide

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃; for 16.1667h;25%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

sodium 1-(5-methyl-2-hexylamino)diazen-1-ium-1,2-diolate

sodium 1-(5-methyl-2-hexylamino)diazen-1-ium-1,2-diolate

Conditions
ConditionsYield
Stage #1: 2-amino-5-methylhexane With nitrogen(II) oxide In diethyl ether at -80℃; under 2068.65 Torr; Inert atmosphere;
Stage #2: With sodium methylate In methanol for 0.0833333h;
15%
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

1-Chloro-3,4-dimethyl-2,6-dinitrobenzene
40318-32-9

1-Chloro-3,4-dimethyl-2,6-dinitrobenzene

(3,4-Dimethyl-2,6-dinitro-phenyl)-(1,4-dimethyl-pentyl)-amine
40318-40-9

(3,4-Dimethyl-2,6-dinitro-phenyl)-(1,4-dimethyl-pentyl)-amine

Conditions
ConditionsYield
In toluene Heating;
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

N-benzyloxycarbonyl-L-leucine hydrazide
4703-53-1, 39978-36-4, 42384-22-5

N-benzyloxycarbonyl-L-leucine hydrazide

L-Leucin-(+)-1,4-dimethylpentylamid
13532-68-8

L-Leucin-(+)-1,4-dimethylpentylamid

Conditions
ConditionsYield
(i), (ii) (hydrogenation); Multistep reaction;
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

3α-hydroxy-11β-chloroacetoxy-5α-pregnan-20-one
64510-61-8

3α-hydroxy-11β-chloroacetoxy-5α-pregnan-20-one

(1,4-Dimethyl-pentylamino)-acetic acid (3R,5S,8S,9S,10S,11S,13S,14S,17S)-17-acetyl-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-11-yl ester
64509-79-1

(1,4-Dimethyl-pentylamino)-acetic acid (3R,5S,8S,9S,10S,11S,13S,14S,17S)-17-acetyl-3-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-11-yl ester

Conditions
ConditionsYield
With sodium iodide In ethanol for 72h;
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

(1,4-Dimethyl-pentyl)-sulfamic acid

(1,4-Dimethyl-pentyl)-sulfamic acid

Conditions
ConditionsYield
With chlorosulfonic acid; triethylamine In chloroform
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

(R)-5-methylhexan-2-amine
24110-97-2

(R)-5-methylhexan-2-amine

2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

4-chloropyridine-3-sulphonamide
33263-43-3

4-chloropyridine-3-sulphonamide

4-(1,4-Dimethyl-pentylamino)-pyridine-3-sulfonic acid amide
76254-96-1

4-(1,4-Dimethyl-pentylamino)-pyridine-3-sulfonic acid amide

Conditions
ConditionsYield
at 80 - 100℃;
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

acetonitrile
75-05-8

acetonitrile

N-(2-(5-amino-2-methylhexyl))acetamide

N-(2-(5-amino-2-methylhexyl))acetamide

Conditions
ConditionsYield
With tetrafluoroboric acid; methyltrifluoromethyldioxirane; sodium carbonate Yield given. Multistep reaction;
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

3-(4-methyl-6-dimethylaminopyridin-3-yl)-2,5-dimethyl-7-chloropyrazolo[1,5-a]pyrimidine
195055-65-3

3-(4-methyl-6-dimethylaminopyridin-3-yl)-2,5-dimethyl-7-chloropyrazolo[1,5-a]pyrimidine

Conditions
ConditionsYield
In acetonitrile Heating;44 mg

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carbonyl chloride

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carbonyl chloride

5-(4-chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid (1,4-dimethyl-pentyl)-amide

5-(4-chloro-phenyl)-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid (1,4-dimethyl-pentyl)-amide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 2h;
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

2-chloro-6-methyl-5-nitro-3H-pyrimidin-4-one
65224-66-0

2-chloro-6-methyl-5-nitro-3H-pyrimidin-4-one

C12H20N4O3
937364-89-1

C12H20N4O3

Conditions
ConditionsYield
In chloroform Heating;
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

Z-2-(2,5-dimethyl hexen-1-yl) 3-nitroimidazo<1,2-a>pyridine
135921-66-3

Z-2-(2,5-dimethyl hexen-1-yl) 3-nitroimidazo<1,2-a>pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 59 percent / m-chloroperbenzoic acid / 1,2-dichloro-ethane / 3 h / Heating
View Scheme
2-amino-5-methylhexane
28292-43-5

2-amino-5-methylhexane

E-2-(2,5-dimethyl hexen-1-yl) 3-nitroimidazo<1,2-a>pyridine
135921-65-2

E-2-(2,5-dimethyl hexen-1-yl) 3-nitroimidazo<1,2-a>pyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 59 percent / m-chloroperbenzoic acid / 1,2-dichloro-ethane / 3 h / Heating
View Scheme

2-Amino-5-methylhexane Chemical Properties

IUPAC Name: (2S)-5-Methylhexan-2-amine
Synonyms: 1,4-Dimethylpentylamine
Molecular Structure of 5-Methyl-2-hexylamine (CAS NO. 28292-43-5) :
Molecular Formula of 5-Methyl-2-hexylamine (CAS NO. 28292-43-5) : C7H17N
Molecular Weight of 5-Methyl-2-hexylamine (CAS NO. 28292-43-5) : 115.22
CAS NO : 28292-43-5
EINECS : 248-941-8
Mol File: 28292-43-5.mol
Index of Refraction: 1.424
Surface Tension: 25.7 dyne/cm
Density: 0.775 g/cm3
Flash Point: 29.3 °C
Enthalpy of Vaporization: 37.21 kJ/mol
Boiling Point: 134.6 °C at 760 mmHg
Vapour Pressure: 8.02 mmHg at 25°C
BRN : 1731716

2-Amino-5-methylhexane Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 90mg/kg (90mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Journal of Pharmacology and Experimental Therapeutics. Vol. 103, Pg. 325, 1951.

2-Amino-5-methylhexane Consensus Reports

Reported in EPA TSCA Inventory.

2-Amino-5-methylhexane Safety Profile

Hazard CodesCorrosiveC
Risk Statements 10-34 
R10:Flammable.
R34: 5-Methyl-2-hexylamine (CAS NO. 28292-43-5) can causes burns.  
Safety Statements 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39: When using 5-Methyl-2-hexylamine (CAS NO. 28292-43-5),wear suitable protective clothing, gloves and eye/face protection.   
RIDADR UN 2734 8/PG 2
WGK Germany 3
RTECS SC0875000
HazardClass 3
PackingGroup III

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