n-Butyl cyanoacetate

n-Butyl cyanoacetate is an organic compound with the formula C₇H₁₁NO₂, and its systematic name is the same with the product name. With the CAS registry number 5459-58-5, it is also named as Butyl 2-cyanoacetate. It belongs to the product categories of C6 to C7; Carbonyl Compounds; Esters. Its EINECS number is 226-730-1. In addition, the molecular weight is 141.17. Its classification code is TSCA Flag P [A commenced PMN (Premanufacture Notice) substance]. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from fire. It is used to prepare butyl cyanoacrylate, and then for the preparation of 504 medical instant cement.

Physical properties of n-Butyl cyanoacetate are: (1)ACD/LogP: 1.058; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.11; (4)ACD/LogD (pH 7.4): -1.44; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 50.09 Å²; (13)Index of Refraction: 1.427; (14)Molar Refractivity: 36.167 cm³; (15)Molar Volume: 140.948 cm³; (16)Polarizability: 14.338×10^-24cm³; (17)Surface Tension: 35.35 dyne/cm; (18)Density: 1.002 g/cm³; (19)Flash Point: 87.222 °C; (20)Enthalpy of Vaporization: 47.039 kJ/mol; (21)Boiling Point: 233.665 °C at 760 mmHg; (22)Vapour Pressure: 0.05 mmHg at 25°C.

Preparation: this chemical can be prepared by malononitrile and butan-1-ol by heating. This reaction will need reagent BF₃·Et₂O with the reaction time of 21 hours. The yield is about 75%.

Uses of n-Butyl cyanoacetate: it can be used to produce bromo-cyano-acetic acid butyl ester at the temperature of 100 °C. It will need reagent Br₂ and solvent CCl₄ with the reaction time of 1 hour. The yield is about 75%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: CCCCOC(=O)CC#N
(2)Std. InChI: InChI=1S/C7H11NO2/c1-2-3-6-10-7(9)4-5-8/h2-4,6H2,1H3
(3)Std. InChIKey: DJACTCNGCHPGOI-UHFFFAOYSA-N

The toxicity data is as follows: