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108-91-8

Basic Information
CAS No.: 108-91-8
Name: Cyclohexanamine
Article Data: 607
Cas Database
Molecular Structure:
Molecular Structure of 108-91-8 (Cyclohexanamine)
Formula: C6H13 N
Molecular Weight: 99.1759
Synonyms: Cyclohexylamine(6CI,8CI);1-Aminocyclohexane;1-Cyclohexylamine;Aminocyclohexane;Aminohexahydrobenzene;Benzenamine, hexahydro-;Hexahydroaniline;Monocyclohexylamine;Cyclohexylamine Acid;
EINECS: 203-629-0
Density: 0.869 g/cm3
Melting Point: -17 °C
Boiling Point: 134.5 °C at 760 mmHg
Flash Point: 32.2 °C
Solubility: miscible with water
Appearance: clear liquid
Hazard Symbols: CorrosiveC
Risk Codes: 10-21/22-34
Safety: 36/37/39-45-1/2
Transport Information: UN 2357 8/PG 2
PSA: 26.02000
LogP: 1.97810
Synthetic route
62-53-3

aniline

108-91-8

cyclohexylamine

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 15001.5 Torr; for 1.5h;100%
Stage #1: aniline With ammonia; hydrogen at 120℃; under 45004.5 Torr;
Stage #2: at 150℃;
97.3%
With hydrogen; [(norbornadiene)rhodium(I)chloride]2; phosphinated polydiacetylene In n-heptane at 30℃; under 60800 Torr; for 17h;80%
1122-60-7

1-nitrocyclohexane

108-91-8

cyclohexylamine

Conditions
ConditionsYield
With potassium hydroxide; hydrogen In methanol; water Devarda copper electrode;100%
With carbon monoxide; Au/TiO2-VS; water In ethanol at 25℃; under 3800.26 Torr; for 4h; Autoclave; chemoselective reaction;100%
With indium; ammonium chloride In ethanol Heating;100%
19028-72-9

N-(2-hydroxybenzylidene)cyclohexylamine

109-73-9

N-butylamine

A

2565-54-0

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

B

108-91-8

cyclohexylamine

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

C15H20N2O

109-73-9

N-butylamine

A

C13H18N2O

B

108-91-8

cyclohexylamine

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

C14H20N2O2S

109-73-9

N-butylamine

A

C12H18N2O2S

B

108-91-8

cyclohexylamine

Conditions
ConditionsYield
In [D3]acetonitrile at 25℃; Equilibrium constant; Molecular sieve;A 100%
B n/a
2387-23-7

1,3-Dicyclohexylurea

108-91-8

cyclohexylamine

Conditions
ConditionsYield
With sodium hydroxide at 450℃; for 8h; Temperature; Autoclave; Large scale;99.49%
25070-80-8

prop-2'-en-1'-yl cyclohexylcarbamate

108-91-8

cyclohexylamine

Conditions
ConditionsYield
With tris(2,2'-bipyridine)nickel(II) tetrafluoroborate In N,N-dimethyl-formamide at 20℃; allyl carbamate cleavage; Electrochemical reaction; Zn/stainless steel couple electrodes; current intensity 60 mA; supporting electrolite: tetrabutylammonium tetrafluoroborate;99%
With aniline; (ϖ-allyl)palladium triflate based catalyst at 30℃;99%
With formic acid; triphenylphosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 30℃; for 3h;100 % Chromat.
With trifluorormethanesulfonic acid; [RuCp(η3-C3H5)(QA)]PF6, QA=quinaldic acid In methanol at 30℃; for 2h;99 % Spectr.
1122-60-7

1-nitrocyclohexane

12percent nickel/Al-SBA-15 fiber

12percent nickel/Al-SBA-15 fiber

108-91-8

cyclohexylamine

Conditions
ConditionsYield
With hydrogen In ethanol at 109.84℃; under 18751.9 Torr; for 7.5h; Autoclave; Green chemistry; chemoselective reaction;99%
62-53-3

aniline

A

110-82-7

cyclohexane

B

108-91-8

cyclohexylamine

C

101-83-7

N-cyclohexyl-cyclohexanamine

D

110-83-8

cyclohexene

Conditions
ConditionsYield
With ammonia; hydrogen at 180 - 200℃;A n/a
B 98.4%
C 0.08%
D n/a
With hydrogen at 160 - 200℃; under 150015 Torr;A n/a
B 95.9%
C 0.45%
D n/a
2550-26-7

4-Phenyl-2-butanone

108-94-1

cyclohexanone

A

937-52-0

(R)-1-methyl-3-phenylpropylamine

B

108-91-8

cyclohexylamine

Conditions
ConditionsYield
With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase; ammonium formate; nicotinamide adenine dinucleotide In aq. buffer at 30℃; for 24h; pH=8.8; Catalytic behavior; Green chemistry; Enzymatic reaction;A 4.5%
B 98.2%
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Specification

The Cyclohexylamine, with the cas registry number 108-91-8, is a kind of colorless liquid with an odor of ammonia. Being sensitive to air and light, it is soluble in water and may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Besides, its product categories are including Pharmaceutical Intermediates.

The physical properties of this chemical are as follows: (1)ACD/LogP: 1.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.7; (4)ACD/LogD (pH 7.4): -1.44; (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; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 3.24; (13)Index of Refraction: 1.459; (14)Molar Refractivity: 31.22 cm3; (15)Molar Volume: 114 cm3; (16)Polarizability: 12.37 ×10-24 cm3; (17)Surface Tension: 31.4 dyne/cm; (18)Density: 0.869 g/cm3; (19)Flash Point: 32.2 °C; (20)Enthalpy of Vaporization: 36.14 kJ/mol; (21)Boiling Point: 134.5 °C at 760 mmHg; (22)Vapour Pressure: 8.07 mmHg at 25°C.

Use of this chemical: Cyclohexylamine could react with N-tert-Butyl-3-oxobutyramid to produce N-tert-Butyl-3-(cyclohexylamino)crotonsaeure-amid, with the following condition: reagent: conc. HCl ; solvent: CH2Cl2; reaction temp.: 2 hours; yield: 87%.

As to its usage, it is widely applied in many ways. It could be used as the thiofide, the raw material for synthetic fibre, dye and vapour-phase inhibitor; It could also used in producing reactive dye, softening agent, solaziquone, and as the intermediate of phytocide Hexazinone, rubber accelerator, petroleum additive and rust inhibitor; Then it is usually used in organic synthesis, rubber synthesis, and also could be as the preservative and sour gas absorbent. When store it, keep it in a dry, cool and well-ventilated place, away from the oxidizing agent, acids.

When you are dealing with this kind of chemical, you should be much more careful and then take some measures to protect yourself. For one thing, it is corrosive which may destroy living tissue on contact. If in contact with skin and if swallowed, it will be harmful. For another thing, it is flammable and then causes burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. If in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). When store it, keep locked up and out of the reach of children.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1CCC(CC1)N
(2)InChI: InChI=1S/C6H13N/c7-6-4-2-1-3-5-6/h6H,1-5,7H2
(3)InChIKey: PAFZNILMFXTMIY-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 200mg/kg (200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65(1), Pg. 53S, 1969.
guinea pig LCLo inhalation 1200ppm/7H (1200ppm) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Industrial Medicine and Surgery. Vol. 19, Pg. 317, 1950.
 
mammal (species unspecified) LD50 intraperitoneal 200mg/kg (200mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

VASCULAR: SHOCK

LIVER: OTHER CHANGES
AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 5, Pg. 311, 1952.
mouse LC50 inhalation 1070mg/m3 (1070mg/m3) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 7(11), Pg. 51, 1963.
mouse LD50 intraperitoneal 129mg/kg (129mg/kg)   Pharmaceutical Chemistry Journal Vol. 22, Pg. 469, 1988.
mouse LD50 intravenous 200mg/kg (200mg/kg)   International Polymer Science and Technology. Vol. 3, Pg. 93, 1976.
mouse LD50 oral 224mg/kg (224mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 41, 1982.
mouse LD50 subcutaneous 1150mg/kg (1150mg/kg)   Voprosy Onkologii. Problems of Oncology. For English translation, see PONCAU. Vol. 4, Pg. 659, 1958.
 
mouse LD50 unreported 770mg/kg (770mg/kg)   Toxicology and Applied Pharmacology. Vol. 14, Pg. 654, 1969.
rabbit LCLo inhalation 150ppm/7H (150ppm)   Industrial Medicine and Surgery. Vol. 19, Pg. 317, 1950.
 
rabbit LD50 skin 320uL/kg (0.32mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
 
rabbit LDLo parenteral 500mg/kg (500mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Industrial and Engineering Chemistry. Vol. 29, Pg. 1247, 1937.
rat LC50 inhalation 7500mg/m3 (7500mg/m3) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 7(11), Pg. 51, 1963.
rat LD50 intraperitoneal 300mg/kg (300mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 65(1), Pg. 53S, 1969.
rat LD50 oral 11mg/kg (11mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI

GASTROINTESTINAL: OTHER CHANGES
National Technical Information Service. Vol. OTS0534836,

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