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1-Piperidineacetonitrile

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Name

1-Piperidineacetonitrile

EINECS 221-131-1
CAS No. 3010-03-5 Density 0.966 g/cm3
PSA 27.03000 LogP 0.93378
Solubility N/A Melting Point 18-19 °C
Formula C7H12N2 Boiling Point 202.5 °C at 760 mmHg
Molecular Weight 124.186 Flash Point 73.7 °C
Transport Information N/A Appearance clear colorless to yellow liquid after melting
Safety 45-36/37/39-26-23 Risk Codes 34-20/21/22
Molecular Structure Molecular Structure of 3010-03-5 (N-CYANOMETHYLPIPERIDINE) Hazard Symbols CorrosiveC, IrritantXi
Synonyms

N-(Cyanomethyl)piperidine;NSC 26716;NSC 47261;NSC 62871;Piperidinoacetonitrile;

Article Data 35

1-Piperidineacetonitrile Specification

The 1-Piperidineacetonitrile is an organic compound with the formula C7H12N2. The IUPAC name of this chemical is 2-Piperidin-1-ylacetonitrile. With the CAS registry number 3010-03-5, it is also named as Piperidin-1-ylacetonitrile. Besides, it is clear colorless to yellow liquid after melting, which should be stored in a cool, dry place.

Physical properties about 1-Piperidineacetonitrile are: (1)ACD/LogP: 0.80; (2)ACD/LogD (pH 5.5): 0.55; (3)ACD/LogD (pH 7.4): 0.8; (4)ACD/BCF (pH 5.5): 1.34; (5)ACD/BCF (pH 7.4): 2.37; (6)ACD/KOC (pH 5.5): 36.42; (7)ACD/KOC (pH 7.4): 64.28; (8)#H bond acceptors: 2 ; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 27.03 Å2; (11)Index of Refraction: 1.47; (12)Molar Refractivity: 35.86 cm3; (13)Molar Volume: 128.4 cm3; (14)Polarizability: 14.21×10-24 cm3; (15)Surface Tension: 36.8 dyne/cm; (16)Density: 0.966 g/cm3; (17)Flash Point: 73.7 °C; (18)Enthalpy of Vaporization: 43.87 kJ/mol; (19)Boiling Point: 202.5 °C at 760 mmHg; (20)Vapour Pressure: 0.292 mmHg at 25 °C.

Preparation: this chemical can be prepared by 4,5-Dichloro-3,6-dioxo-cyclohexa-1,4-diene-1,2-dicarbonitrile and 1-Methyl-piperidine. This reaction will need reagents LiClO4, trimethylsilyl cyanide and solvent benzene. The reaction time is 4 hours with reaction temperature of 80 °C. The yield is about 40%.

1-Piperidineacetonitrile can be obtained by 4,5-Dichloro-3,6-dioxo-cyclohexa-1,4-diene-1,2-dicarbonitrile and 1-Methyl-piperidine

Uses of 1-Piperidineacetonitrile: it can be used to produce 2-Piperidin-1-ylmethyl-pyridine at temperature of 155 °C. It will need reagent cobaltocene and solvent tetrahydrofuran with reaction time of 3.5 hours. The yield is about 80%.

1-Piperidineacetonitrile and Ethyne can be used to produce 2-Piperidin-1-ylmethyl-pyridine

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. Besides, this chemical causes burns. When you are 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. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1/C7H12N2/c8-4-7-9-5-2-1-3-6-9/h1-3,5-7H2
(2)InChIKey: CLVBVRODHJFTGF-UHFFFAOYAQ
(3)Std. InChI: InChI=1S/C7H12N2/c8-4-7-9-5-2-1-3-6-9/h1-3,5-7H2
(4)Std. InChIKey: CLVBVRODHJFTGF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 89mg/kg (89mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00637,
mouse LDLo subcutaneous 58mg/kg (58mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 12, Pg. 447, 1904.

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