Basic Information | Post buying leads | Suppliers | Cas Database |
Conditions | Yield |
---|---|
With sulfuric acid; acetonitrile at 80 - 85℃; for 16 - 18h; | 95% |
With sulfuric acid unter Entfernen des entstehenden Wassers; | |
With potassium hydroxide |
Conditions | Yield |
---|---|
With zinc perchlorate; magnesium sulfate In butan-1-ol at 80℃; | 77% |
malononitrile
butan-1-ol
A
cyanoacetic acid butyl ester
B
di-n-butyl malonate
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate for 21h; Heating; | A 75% B 20% |
Conditions | Yield |
---|---|
With water; acetic acid at 95 - 100℃; |
Conditions | Yield |
---|---|
With potassium fluoride | |
Stage #1: ethyl 2-cyanoacetate; butan-1-ol In nitromethane at 105℃; for 0.5h; Stage #2: With ytterbium(III) triflate In nitromethane; acetonitrile | |
With ytterbium(III) triflate at 100℃; for 8.5h; | |
With tetrabutyl titanate for 3h; Reflux; |
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene |
Conditions | Yield |
---|---|
potassium-exchanged zirconium hydrogen phosphate at 40℃; for 1h; | 98% |
Conditions | Yield |
---|---|
With Merrifields's resin-bound piperazine In ethanol for 2h; Condensation; Heating; | 96% |
Conditions | Yield |
---|---|
potassium-exchanged zirconium hydrogen phosphate at 40℃; for 2h; | 96% |
Conditions | Yield |
---|---|
With triphenylphosphine; [IrCl(coe)2]2 In para-xylene at 130℃; for 15h; | 96% |
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:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 6270mg/kg (6270mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 35(2), Pg. 42, 1991. |
rat | LD50 | oral | 4180mg/kg (4180mg/kg) | LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) GASTROINTESTINAL: OTHER CHANGES | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 35(2), Pg. 42, 1991. |