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124-02-7

Basic Information
CAS No.: 124-02-7
Name: 2-Propen-1-amine,N-2-propen-1-yl-
Article Data: 31
Cas Database
Molecular Structure:
Molecular Structure of 124-02-7 (2-Propen-1-amine,N-2-propen-1-yl-)
Formula: C6H11N
Molecular Weight: 97.16
Synonyms: 2-propen-1-amine, N-2-propen-1-yl-;N-(prop-2-en-1-yl)prop-2-en-1-amine;N-Allyl-2-propen-1-amine;N-Allylprop-2-en-1-amine;Diallylamine;
EINECS: 204-671-2
Density: 0.767 g/cm3
Melting Point: -88 °C
Boiling Point: 115.3 °C at 760 mmHg
Flash Point: 15.6 °C
Solubility: 8.6 g/100mL
Appearance: clear colourless to yellow liquid
Hazard Symbols: ToxicT,FlammableF
Risk Codes: 11-20/22-24-34
Safety: 16-26-36/37/39-45-28
Transport Information: UN 2359 3/PG 2
PSA: 12.03000
LogP: 1.33890
Synthetic route

Diallyl-carbamic acid 1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl ester

A

34911-33-6

5,7-Dimethoxy-2-phenylbenzofuran

B

124-02-7

diallylamine

Conditions
ConditionsYield
In benzene Irradiation;A 96%
B 56%

N,N-Diallylpyridine-2-sulfonamide

124-02-7

diallylamine

Conditions
ConditionsYield
With samarium diiodide In tetrahydrofuran for 4h; Ambient temperature;90%
109-73-9

N-butylamine

107-18-6

allyl alcohol

A

4538-09-4

N-allyl-N-butylamine

B

124-02-7

diallylamine

Conditions
ConditionsYield
With ammonium hexafluorophosphate; [Pt(η3-C3H5)(DPP-Xantphos)]PF6 In toluene; acetonitrile at 30℃; for 44h; Inert atmosphere;A 85%
B 4%
111-26-2

hexan-1-amine

107-18-6

allyl alcohol

A

22774-71-6

N-allylhexan-1-amine

B

124-02-7

diallylamine

Conditions
ConditionsYield
With ammonium hexafluorophosphate; [Pt(η3-C3H5)(DPP-Xantphos)]PF6 In toluene; acetonitrile at 50℃; for 8h; Inert atmosphere;A 81%
B 7%
107-18-6

allyl alcohol

100-46-9

benzylamine

A

4383-22-6

Allylbenzylamine

B

124-02-7

diallylamine

Conditions
ConditionsYield
With ammonium hexafluorophosphate; [Pt(η3-C3H5)(DPP-Xantphos)]PF6 In toluene; acetonitrile at 30℃; for 20h; Inert atmosphere;A 80%
B 7%

N,N-diallyl-2-phenyl-2-propen-1-amine

594-19-4

tert.-butyl lithium

A

7283-47-8

(4,4-dimethylpent-1-en-2-yl)benzene

B

124-02-7

diallylamine

Conditions
ConditionsYield
Stage #1: N,N-diallyl-2-phenyl-2-propen-1-amine; tert.-butyl lithium In tetrahydrofuran at -78 - 0℃;
Stage #2: With water In tetrahydrofuran
A n/a
B 79%

N,N-diallyltritylamine

124-02-7

diallylamine

Conditions
ConditionsYield
Stage #1: N,N-diallyltritylamine With naphthalene; lithium In tetrahydrofuran at 0℃; for 6h;
Stage #2: With water In tetrahydrofuran at 0 - 20℃;
62%
538-08-9

Diallylcyanamid

124-02-7

diallylamine

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid In water at 30℃;
106-95-6

allyl bromide

107-11-9

1-amino-2-propene

124-02-7

diallylamine

107-11-9

1-amino-2-propene

107-05-1

3-chloroprop-1-ene

124-02-7

diallylamine

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Specification

1. Introduction of Diallylamine

Diallylamine has the IUPAC name of N-prop-2-enylprop-2-en-1-amine. It is a kind of clear colourless to yellow liquid and belongs to the classes of Pharmaceutical Intermediates; Acyclic; Alkenes; Organic Building Blocks. And it should be stored in a cool, ventilated and dry place.

2. Properties of Diallylamine

Physical properties of Diallylamine are: (1)ACD/LogP: 1.11 ; (2)#H bond acceptors: 1; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 4; (5)Polar Surface Area: 12.03 Å2; (6)Index of Refraction: 1.432; (7)Molar Refractivity: 32.89 cm3; (8)Molar Volume: 126.5 cm3; (9)Polarizability: 13.03 ×10-24cm3; (10)Surface Tension: 22.8 dyne/cm; (11)Density: 0.767 g/cm3; (12)Flash Point: 15.6 °C; (13)Enthalpy of Vaporization: 35.37 kJ/mol; (14)Boiling Point: 115.3 °C at 760 mmHg; (15)Vapour Pressure: 19.2 mmHg at 25°C.

3. Structure Descriptors of Diallylamine

You could convert the following datas into the molecular structure:
(1)SMILES: C=CCNCC=C
(2)InChI: InChI=1/C6H11N/c1-3-5-7-6-4-2/h3-4,7H,1-2,5-6H2
(3)InChIKey: DYUWTXWIYMHBQS-UHFFFAOYAO

4. Toxicity of Diallylamine

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LC50 inhalation 2100mg/m3 (2100mg/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 350mg/kg (350mg/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 5ppm/5M (5ppm) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

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

GASTROINTESTINAL: OTHER CHANGES

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Archives of Environmental Health. Vol. 1, Pg. 343, 1960.
mouse LD50 oral 355mg/kg (355mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 43, 1982.
rabbit LD50 skin 280uL/kg (0.28mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat LC50 inhalation 795ppm/8H (795ppm) 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 578mg/kg (578mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: OTHER CHANGES
Archives of Environmental Health. Vol. 1, Pg. 343, 1960.

5. Preparation of Diallylamine

Preparation of Diallylamine: it can be prepared by diallylcyanoamine through hydrolysis in the presence of sulfuric acid. This reaction should reflux for 6 hours, and the yield is about 80-88%. In addition, it also can be prepared by diallyl-carbamic acid 1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl ester. The other product is 5,7-dimethoxy-2-phenyl-benzofuran. This reaction will need reagent benzene with irradiation. The yield is about 56%. The equation as follows:

Diallylamine can be prepared by diallyl-carbamic acid 1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl ester. The other product is 5,7-dimethoxy-2-phenyl-benzofuran

6. Uses of Diallylamine

Uses of Diallylamine: this chemical can be used as intermediates in organic synthesis. And it can react with acryloyl chloride to get diallylacrylamide. This reaction will need reagent Et3N and solvent benzene. The reaction time is 30 minutes at reaction temperature of 0 °C. And the yield is about 99%.

Diallylamine can react with acryloyl chloride to get diallylacrylamide

7. Safety information of Diallylamine

Hazard Codes: F,T
Risk Statements: 11-20/22-24-34
Safety Statements: 16-26-36/37/39-45-28A
RIDADR UN: 2359 3/PG 2
WGK Germany: 3
RTECS: UC6650000
F: 2-10
HazardClass: 3
PackingGroup: II
Hazardous Substances Data: 124-02-7(Hazardous Substances Data)

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable and can cause burns. In addition, it is toxic in contact with skin and harmful by inhalation 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.