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Triallylamine

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Name

Triallylamine

EINECS 203-048-2
CAS No. 102-70-5 Density 0.808 g/cm3
PSA 3.24000 LogP 1.84640
Solubility 250 g/100 mL Melting Point -70 °C
Formula C9H15N Boiling Point 157.6 °C at 760 mmHg
Molecular Weight 137.225 Flash Point 30.6 °C
Transport Information UN 2610 3/PG 3 Appearance dark brown liquid
Safety 16-26-36/37/39-45 Risk Codes 10-20/21/22-34
Molecular Structure Molecular Structure of 102-70-5 (Triallylamine) Hazard Symbols CorrosiveC
Synonyms

2-Propen-1-amine,N,N-di-2-propenyl- (9CI);Triallylamine (6CI,7CI,8CI);N,N-Di-2-propenyl-2-propen-1-amine;Tris(2-propenyl)amine;

Article Data 26

Triallylamine Consensus Reports

Reported in EPA TSCA Inventory.

Triallylamine Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Triallylamine Specification

The Triallylamine with CAS registry number of 102-70-5 is also called 2-Propen-1-amine,N,N-di-2-propen-1-yl-. The IUPAC name is N,N-bis(prop-2-enyl)prop-2-en-1-amine. Its EINECS registry number is 203-048-2. In addition, the molecular formula is C9H15N and the molecular weight is 137.22. It is a kind of dark brown liquid and belongs to the classes of Acyclic; Alkenes; Organic Building Blocks. And tt should be stored in a cool and ventilated place.

Physical properties about this chemical are: (1)ACD/LogP: 3.32 ; (2)ACD/LogD (pH 5.5): 1.69; (3)ACD/LogD (pH 7.4): 3.13; (4)ACD/BCF (pH 5.5): 4.61; (5)ACD/BCF (pH 7.4): 127.74; (6)ACD/KOC (pH 5.5): 35.71; (7)ACD/KOC (pH 7.4): 990.08; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 3.24 Å2; (11)Index of Refraction: 1.462; (12)Molar Refractivity: 46.64 cm3; (13)Molar Volume: 169.6 cm3; (14)Polarizability: 18.49 ×10-24cm3; (15)Surface Tension: 25.9 dyne/cm; (16)Density: 0.808 g/cm3; (17)Flash Point: 30.6 °C; (18)Enthalpy of Vaporization: 39.43 kJ/mol; (19)Boiling Point: 157.6 °C at 760 mmHg; (20)Vapour Pressure: 2.74 mmHg at 25°C.

Preparation of Triallylamine: it can be prepared by diallylamine and 3-acetoxy-propene. This reaction will need reagent cis,cis,cis-1,2,3,4-tetrakis(Ph2PCH2)cyclopentane, catalyst [PdCl(C3H5)]2 and solvent tetrahydrofuran. The reaction time is 130 hours at reaction temperature of 25 °C. The yield is about 95%.

Triallylamine can be prepared by diallylamine and 3-acetoxy-propene

Uses of Triallylamine: this chemical is used as extractant of uranium and rare metals, and it can be used for organic synthesis and resin modified. In addition, it can be used as intermediate of ion exchange resins, crosslinker of high absorbent and metal resist. What's more, it can react with 4-ethyl-aniline to get 2,6-diethyl-3-methyl-quinoline. This reaction will need reagents ruthenium(III) chloride hydrate, bis(diphenylphosphino)methane and tin(II) chloride dihydrate, and solvent dioxane. The reaction time is 20 hours at reaction temperature of 180 °C. The yield is about 65%.

Triallylamine can react with 4-ethyl-aniline to get 2,6-diethyl-3-methyl-quinoline

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.

You can still convert the following datas into molecular structure:
(1)SMILES: C(=C)\CN(C\C=C)C\C=C
(2)InChI: InChI=1/C9H15N/c1-4-7-10(8-5-2)9-6-3/h4-6H,1-3,7-9H2
(3)InChIKey: VPYJNCGUESNPMV-UHFFFAOYAI

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LC50 inhalation 2800mg/m3 (2800mg/m3)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975.
mammal (species unspecified) LD50 unreported 620mg/kg (620mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 80, 1975.
man TCLo inhalation 13ppm/5M (13ppm) LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI Archives of Environmental Health. Vol. 1, Pg. 343, 1960.
mouse LD50 intraperitoneal 187mg/kg (187mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: OTHER CHANGES
Archives of Environmental Health. Vol. 1, Pg. 343, 1960.
mouse LD50 oral 492mg/kg (492mg/kg) BEHAVIORAL: TREMOR

GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Archives of Environmental Health. Vol. 1, Pg. 343, 1960.
rabbit LD50 skin 400uL/kg (0.4mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LC50 inhalation 554ppm/8H (554ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Environmental Health. Vol. 1, Pg. 343, 1960.
rat LD50 oral 1030mg/kg (1030mg/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.

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