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1,5-Dimethylhexylamine

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Name

1,5-Dimethylhexylamine

EINECS 208-851-1
CAS No. 543-82-8 Density 0.783 g/cm3
PSA 26.02000 LogP 2.86020
Solubility N/A Melting Point 25°C
Formula C8H19N Boiling Point 154.999 °C at 760 mmHg
Molecular Weight 129.246 Flash Point 48.889 °C
Transport Information UN 1993 3/PG 3 Appearance clear colorless to light yellow liquid
Safety 26-36/37/39-16 Risk Codes 10-22-36/37/38
Molecular Structure Molecular Structure of 543-82-8 (2-AMINO-6-METHYLHEPTANE) Hazard Symbols HarmfulXn
Synonyms

Hexylamine,1,5-dimethyl- (6CI,7CI,8CI);2-Amino-6-methylheptane;2-Isooctylamine;2-Methyl-6-aminoheptane;6-Amino-2-methylheptane;6-Methyl-2-heptanamine;6-Methyl-2-heptylamine;Amidrine;Isoctaminum;Octodrin;Octodrine;SKF 51;Vaporpac;a,e-Dimethylhexylamine;

Article Data 5

1,5-Dimethylhexylamine Synthetic route

540-69-2

ammonium formate

928-68-7

6-methylheptan-2-one

543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
at 180 - 185℃; Kochen des Reaktionsprodukts mit konz.HCl;
928-68-7

6-methylheptan-2-one

543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
With ethanol; ammonia; nickel Hydrogenation.unter Druck;
928-68-7

6-methylheptan-2-one

A

543-82-8

1,5-dimethylhexylamine

B

101440-18-0

bis-(1,5-dimethyl-hexyl)-amine

Conditions
ConditionsYield
With hydrazine hydrate anschliessend mit Methanol, wss. Ammoniak und aktiviertem Aluminium;
2-methyl-heptanone-(6)-oxime

2-methyl-heptanone-(6)-oxime

543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
With nickel Hydrogenation;
With ethanol; sodium
70419-11-3

(R)-6-methylheptan-2-amine

543-82-8

1,5-dimethylhexylamine

Conditions
ConditionsYield
With 2,2,2-trifluoroethanethiol In tetrahydrofuran; 3-methylpentan-3-ol at 22 - 24℃; for 2h; Photolysis;
110-93-0

6-Methyl-hept-5-en-2-on

A

543-82-8

1,5-dimethylhexylamine

B

4630-06-2, 1569-60-4

6-methylhept-5-en-2-ol

C

22462-79-9

6-methylhept-5-en-2-amine

Conditions
ConditionsYield
With ammonia; hydrogen In tert-butyl alcohol at 120℃; for 24h; Autoclave; High pressure;A 5 %Chromat.
B 73 %Chromat.
C 15 %Chromat.
543-82-8

1,5-dimethylhexylamine

4314-19-6

bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione

690634-05-0

benzotriazole-1-carbothioic acid (1,5-dimethylhexyl)amide

Conditions
ConditionsYield
In dichloromethane at 20℃; for 18h;99%
In dichloromethane at 20℃; for 18h;87%
543-82-8

1,5-dimethylhexylamine

13139-15-6

N-tert-butoxycarbonyl-L-leucine

13532-69-9

L-Leucin-(+)-1,5-dimethylhexylamid

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-leucine With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.333333h;
Stage #2: 1,5-dimethylhexylamine In tetrahydrofuran at -15 - 20℃; for 8h;
Stage #3: With trifluoroacetic acid In dichloromethane for 5h;
98%
543-82-8

1,5-dimethylhexylamine

13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

C17H28N2O

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at -15℃; for 0.333333h;
Stage #2: 1,5-dimethylhexylamine In tetrahydrofuran at -15 - 20℃; for 8h;
Stage #3: With trifluoroacetic acid In dichloromethane for 5h;
97%
543-82-8

1,5-dimethylhexylamine

54571-67-4

pyroglutamic acid sodium salt

1311195-36-4

C13H25N2O3(1-)*Na(1+)

Conditions
ConditionsYield
at 140℃; for 5h;94%

1,5-Dimethylhexylamine Consensus Reports

Reported in EPA TSCA Inventory.

1,5-Dimethylhexylamine Specification

The 1,5-Dimethylhexylamine, with the CAS registry number 543-82-8, is also known as Octodrine. Its EINECS number is 208-851-1. This chemical's molecular formula is C8H19N and molecular weight is 129.24. What's more, its systematic name is 6-Methyl-2-heptanamine. Its classification codes are: (1)Adrenergic [vasoconstrictor]; (2)Anesthetic [local]; (3)Drug / Therapeutic Agent; (4)Inhibitor [HMG-CoA reductase]. This chemical should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from heat and fire. This chemcial can be prepared by the amination and catalytic hydrogenation of 6-Methyl-2-heptanone. The product can be used as a local anesthetic, vasoconstrictore, but it mainly as an intermediates of octamylamine.

Physical properties of 1,5-Dimethylhexylamine are: (1)ACD/LogP: 2.782; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.32; (4)ACD/LogD (pH 7.4): -0.21; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 26.02 Å2; (13)Index of Refraction: 1.429; (14)Molar Refractivity: 42.564 cm3; (15)Molar Volume: 165.02 cm3; (16)Polarizability: 16.874×10-24cm3; (17)Surface Tension: 26.45 dyne/cm; (18)Density: 0.783 g/cm3; (19)Flash Point: 48.889 °C; (20)Enthalpy of Vaporization: 39.175 kJ/mol; (21)Boiling Point: 154.999 °C at 760 mmHg; (22)Vapour Pressure: 3.09 mmHg at 25°C.

Uses of 1,5-Dimethylhexylamine: it can be used to produce N-[4-(1,5-dimethyl-hexylsulfamoyl)-phenyl]-acetamide at the temperature of 20 °C. It will need reagent Et3N and solvent dimethylformamide with the reaction time of 6 hours. The yield is about 76%.

1,5-Dimethylhexylamine can be used to produce N-[4-(1,5-dimethyl-hexylsulfamoyl)-phenyl]-acetamide at the temperature of 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is harmful if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: NC(C)CCCC(C)C
(2)Std. InChI: InChI=1S/C8H19N/c1-7(2)5-4-6-8(3)9/h7-8H,4-6,9H2,1-3H3
(3)Std. InChIKey: QNIVIMYXGGFTAK-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo subcutaneous 100mg/kg (100mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 80, Pg. 1153, 1960.
rat LD50 intramuscular 146mg/kg (146mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Bolletino della Societe Italiana di Biologia Sperimentale. Vol. 27, Pg. 354, 1951.
rat LD50 oral 538mg/kg (538mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Bolletino della Societe Italiana di Biologia Sperimentale. Vol. 27, Pg. 354, 1951.

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