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104-75-6

Basic Information
CAS No.: 104-75-6
Name: 1-Hexanamine, 2-ethyl-
Article Data: 16
Cas Database
Molecular Structure:
Molecular Structure of 104-75-6 (1-Hexanamine, 2-ethyl-)
Formula: C8H19N
Molecular Weight: 129.246
Synonyms: b-Ethylhexylamine;Hexylamine,2-ethyl- (6CI,8CI);1-Amino-2-ethylhexane;2-Ethyl-1-aminohexane;2-Ethyl-1-hexanamine;2-Ethyl-1-hexylamine;
EINECS: 203-233-8
Density: 0.7894 g/cm3
Melting Point: -76 °C
Boiling Point: 167.3 °C at 760 mmHg
Flash Point: 52.2 °C
Solubility: 2.5 g/L (20 ºC)
Appearance: colourless liquid
Hazard Symbols: ToxicT
Risk Codes: 10-21/22-23-34
Safety: 26-36/37/39-45-16
Transport Information: UN 2276 3/PG 3
PSA: 26.02000
LogP: 2.86180
Synthetic route
104-76-7

2-Ethylhexyl alcohol

104-75-6

2-Ethylhexylamine

Conditions
ConditionsYield
With sodium azide; triphenylphosphine In dichloromethane; N,N-dimethyl-formamide at 90℃; for 5h; Substitution; Mitsunobu reaction; Staudinger reaction;92%
With Ru(CO)ClH(oxydi-2,1-phenylene)bis(diphenylphosphine)(triphenylphosphine); ammonia In toluene at 170℃; for 48h; Autoclave; Glovebox; Inert atmosphere;77 %Spectr.
645-62-5

2-ethylhexenal

104-75-6

2-Ethylhexylamine

Conditions
ConditionsYield
With ammonia; hydrogen; nickel at 140℃;
106-20-7

2-ethyl-N-(2-ethylhexyl)-1-hexanamine

104-75-6

2-Ethylhexylamine

Conditions
ConditionsYield
With 1-hydroxytetraphenylcyclopentadienyl(tetraphenyl-2,4-cyclopentadien-1-one)-μ-hydrotetracarbonyldiruthenium(II); ammonia; water In tert-Amyl alcohol; tert-butyl methyl ether at 170℃; for 16h; pressure tube; Inert atmosphere;70 %Chromat.
34612-83-4

2-ethyl-hexanal oxime

104-75-6

2-Ethylhexylamine

Conditions
ConditionsYield
Stage #1: 2-ethyl-hexanal oxime With hydrogenchloride; zinc In ethanol; water at 20℃; for 0.25h;
Stage #2: With ammonia; sodium hydroxide In ethanol; water at 20℃; for 0.25h;
5.513 g
123-05-7

d,l-2-ethylhexanal

104-75-6

2-Ethylhexylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydroxylamine hydrochloride / ethanol / 0.67 h / 20 °C
2.1: hydrogenchloride; zinc / ethanol; water / 0.25 h / 20 °C
2.2: 0.25 h / 20 °C
View Scheme
104-76-7

2-Ethylhexyl alcohol

A

104-75-6

2-Ethylhexylamine

B

106-20-7

2-ethyl-N-(2-ethylhexyl)-1-hexanamine

Conditions
ConditionsYield
With chlorocyclopentadienylbis(triphenylphosphine)ruthenium(II); urea; diphenylphosphinopropane In diethylene glycol dimethyl ether at 160℃; for 12h; Autoclave; Inert atmosphere;
108-31-6

maleic anhydride

104-75-6

2-Ethylhexylamine

48149-71-9

N-(2-ethylhexyl)maleimide

Conditions
ConditionsYield
Stage #1: maleic anhydride; 2-Ethylhexylamine In toluene at 80℃;
Stage #2: With 1,1,1,3,3,3-hexamethyl-disilazane; zinc dibromide In toluene at 80℃; for 2.5h;
100%
With chloroform Erwaermen des Reaktionsprodukts mit Natriumacetat und Acetanhydrid;
104-75-6

2-Ethylhexylamine

124-63-0

methanesulfonyl chloride

362665-05-2

N-(2-ethyl-hexyl)-methanesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 1h;100%
104-75-6

2-Ethylhexylamine

128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

82531-03-1

2,9-bis(2-ethylhexyl)anthra[2,1,9-def:6,5,10-d',e',f']diisoquinoline-1,3,8,10(2H,9H)-tetraone

Conditions
ConditionsYield
With 1H-imidazole; zinc diacetate at 160℃; for 5h; Inert atmosphere;99%
With 1H-imidazole98%
In N,N-dimethyl-formamide for 8h; Inert atmosphere; Reflux;97%
104-75-6

2-Ethylhexylamine

N-(2,6-diisopropylphenyl)-1,6-dichloro-7,12-di-(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxy monoimide monoanhydride

N-(2,6-diisopropylphenyl)-N′-(2-ethyl-1hexyl)-1,6-dichloro-7,12-di(4-tert-butylphenoxy)perylene-3,4,9,10-tetracarboxy bisimide

Conditions
ConditionsYield
In toluene for 16h; Reflux;99%
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Specification

The CAS registry number of 2-Ethyl hexylamine is 104-75-6. Its EINECS registry number is 203-233-8. The IUPAC name is 2-ethylhexan-1-amine. In addition, the molecular formula is C8H19N and the molecular weight is 129.24. It is also called 1-amino-2-ethylhexane. What's more, it is a kind of colourless liquid and belongs to the classes of Industrial/Fine Chemicals; Butoctamide; Amines; C8; Nitrogen Compounds. It should be stored in sealed container, and put them in a cool and dry place. 

Physical properties about this chemical are: (1)ACD/LogP: 2.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.23; (4)ACD/LogD (pH 7.4): -0.04; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1.08; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.43; (14)Molar Refractivity: 42.6 cm3; (15)Molar Volume: 164.6 cm3; (16)Polarizability: 16.89 ×10-24cm3; (17)Surface Tension: 27.4 dyne/cm; (18)Density: 0.784 g/cm3; (19)Flash Point: 52.2 °C; (20)Enthalpy of Vaporization: 40.38 kJ/mol; (21)Boiling Point: 167.3 °C at 760 mmHg; (22)Vapour Pressure: 1.71 mmHg at 25°C.

Preparation of 2-Ethyl hexylamine: it can be prepared by 2-ethyl-hexan-1-ol. This reaction is a kind of substitution//mitsunobu reaction. It will need reagents sodium azide and Ph3P, and solvents CH2Cl2 and dimethylformamide. The reaction time is 5 hours at reaction temperature of 90 °C. The yield is about 92%.

2-Ethyl hexylamine can be prepared by 2-ethyl-hexan-1-ol

Uses of 2-Ethyl hexylamine: it is used as raw materials for medicine, dyes, pesticides, sulfide accelerators, antioxidants, the flotation agents, emulsifiers, etc. In addition, it can be used to get 2-ethyl-hexanenitrile. This reaction will need reagent O2, catalyst RuHAP and solvent toluene. The reaction time is 24 hours at reaction temperature of 110 °C. The yield is about 99%.

2-Ethyl hexylamine can be used to get 2-ethyl-hexanenitrile

When you are using this chemical, please be cautious about it as the following:
This chemical is flammable and can cause burns. And it is harmful by inhalation, in contact with skin and if swallowed. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show label where possible). What's more, you should keep away from sources of ignition and no smoking.

You can still convert the following datas into molecular structure:
(1)SMILES: NCC(CC)CCCC
(2)InChI: InChI=1/C8H19N/c1-3-5-6-8(4-2)7-9/h8H,3-7,9H2,1-2H3
(3)InChIKey: LTHNHFOGQMKPOV-UHFFFAOYAF

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 600uL/kg (0.6mL/kg)   Union Carbide Data Sheet. Vol. 2/20/1963,
rat LCLo inhalation 125ppm/4H (125ppm)   Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 343, 1949.
rat LD50 oral 450mg/kg (450mg/kg)   Union Carbide Data Sheet. Vol. 2/20/1963,