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15666-97-4

Basic Information
CAS No.: 15666-97-4
Name: Octyl cyanoacetate
Article Data: 7
Molecular Structure:
Molecular Structure of 15666-97-4 (Octyl cyanoacetate)
Formula: C11H19NO2
Molecular Weight: 197.277
Synonyms: Aceticacid, cyano-, octyl ester (7CI,8CI,9CI);Octyl 2-cyanoacetate;Octylcyanoacetate;
Density: 0.953 g/cm3
Boiling Point: 323.7 °C at 760 mmHg
Flash Point: 109.481 °C
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 26-37/39
PSA: 50.09000
LogP: 2.80378
Synthetic route
111-87-5

octanol

372-09-8

cyanoacetic acid

15666-97-4

octyl 2-cyanoacetate

Conditions
ConditionsYield
With magnesium sulfate; zinc(II) perchlorate at 80℃; for 40h;95%
With sulfuric acid In benzene for 3h; Heating;86.8%
With toluene-4-sulfonic acid In benzene Heating;85%
With toluene-4-sulfonic acid In benzene at 120℃; for 24h; Dean-Stark;81.1%
With toluene-4-sulfonic acid In toluene at 80 - 125℃; Reagent/catalyst;
71091-89-9

n-octyl triflate

dicyclohexylammonium α-cyanoacrylate

A

n-octyl 2-cyanoacrylate

B

629-82-3

di-n-octyl ether

C

1215021-90-1

CHF3O3S*C12H23N

D

15666-97-4

octyl 2-cyanoacetate

E

15802-18-3

2-cyanoacrylic acid

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 22℃; Product distribution / selectivity;A 65%
B n/a
C n/a
D n/a
E n/a
92445-22-2

octyl (3S)-(+)-3-hydroxypentanoate

15666-97-4

octyl 2-cyanoacetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 97.2 percent / p-TsOH / CH2Cl2 / 1 h / Ambient temperature
2: LiAlH4 / diethyl ether / 4 h / Ambient temperature
3: 86.8 percent / c.c.H2SO4 / benzene / 3 h / Heating
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    Product Name: Octyl cyanoacetate Synonyms: 2-cyanoacetic acid octyl ester;octyl 2-cyanoacetate;Octyl cyanoacetate 99%;OCTYL CYANOACETATE;N-OCTYL CYANOACETATE;n-Octyl cyanoacetate ,99%;n-Octyl cyanoacetate ,98%;n-Octyl cyanoacetate ,96% CAS:

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  • Octyl cyanoacetate CAS No.15666-97-4

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  • n-Octyl cyanoacetate

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Specification

The Octyl cyanoacetate with the CAS number 15666-97-4 is also called Acetic acid, 2-cyano-,octyl ester. The IUPAC name is octyl 2-cyanoacetate. Its molecular formula is C11H19NO2. This chemical belongs to the following product categories: (1)C10 to C11; (2)Carbonyl Compounds; (3)Esters.

The properties of the Octyl cyanoacetate are: (1)ACD/LogP: 3.25; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.11; (4)ACD/LogD (pH 7.4): 0.76; (5)ACD/BCF (pH 5.5): 1.25; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 10.02; (8)ACD/KOC (pH 7.4): 4.48; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 9; (12)Polar Surface Area: 50.09 Å2; (13)Index of Refraction: 1.441; (14)Molar Refractivity: 54.69 cm3; (15)Molar Volume: 206.9 cm3; (16)Polarizability: 21.68×10-24cm3; (17)Surface Tension: 34.8 dyne/cm; (18)Enthalpy of Vaporization: 56.57 kJ/mol; (19)Vapour Pressure: 0.000258 mmHg at 25°C.

Preparation: This chemical can be prepared by the reaction of cyanoacetic acid and octan-1-ol. This reaction needs reagent TsOH*3H2O and solvent benzene at heating condition. The yield is 85%.

Uses: This chemical can react with 4-amino-benzaldehyde to prepare 3-(4-amino-phenyl)-2-cyano-acrylic acid octyl ester. This reaction needs reagent piperidine, HOAc and solvent dioxane at heating condition. The yield is 51%.

While using this chemical, you should be very cautious. This chemical is harmful by inhalation, in contact with skin and if swallowed. It is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable gloves and eye/face protection. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: N#CCC(=O)OCCCCCCCC
(2)InChI: InChI=1/C11H19NO2/c1-2-3-4-5-6-7-10-14-11(13)8-9-12/h2-8,10H2,1H3
(3)InChIKey: MBCTWXWDQMXVDF-UHFFFAOYAH