How is benzocaine synthesized?
The classic, optimal way of benzocaine synthesis is the reduction of the nitro group of the ethyl ester of 4-nitrobenzoic acid to benzocaine by hydrogen, which generates directly in the reaction medium by the reaction of iron filings with dilute acids [24–26].
How is benzocaine synthesized industrially from P nitrobenzoic acid?
Benzocaine is the ethyl ester of p-aminobenzoic acid (PABA). It can be prepared from PABA and ethanol by Fischer esterification or via the reduction of ethyl p-nitrobenzoate. Benzocaine is sparingly soluble in water; it is more soluble in dilute acids and very soluble in ethanol, chloroform, and ethyl ether.
How do you calculate theoretical yield of benzocaine?
Trying to find theoretical yield and percent yield of benzocaine. Here is the following that I have obtained: P-aminobenzoic acid = 1.062 g Ethanol = 13 mL Benzocaine = 0.692 g P-aminobenzoic acid 1.062 g x 1 mol/137.14 g = 0.007744 moles Ethanol 13 mL x 0.789 g/mL/1000 = 10.257/1000 = 0.010257 g 0.010257 g/ 46.0414.
How do you purify benzocaine?
Purifying the Benzocaine. a) Add a few mL of hot ethanol and heat the mixture on the steam bath until all the oil dissolves. b) Add water (drop wise!) to the alcohol solution until cloudiness just appears and then add a few drops of ethanol. Cool the mixture, with occasional VIGOROUS swirling, in an ice bath.
How is Novocaine synthesized?
Procaine, the 2-diethylaminoethyl ester of 4-aminobenzoic acid (2.1. 1), better known as novocaine, is synthesized in two ways. The first way consists of the direct reaction of the 4-aminobenzoic acid ethyl ester with 2-diethylaminoethanol in the presence of sodium ethoxide.
What is benzocaine made of?
Benzocaine is a chemical compound derived from para-aminobenzoic acid and ethanol. It is a white, odorless, crystalline powder. It acts on neuronal membranes and blocks nerve signals in the body. Its numbing effects are temporary.
How do you synthesize p-aminobenzoic acid?
As shown in Scheme 1, in order to prepare p-aminobenzoic acid, toluene is first nitrated to synthesize ortho-nitrotoluene and para-nitrotoluene, which are separated, and then p- Nitrotoluene is oxidized to prepare p-nitrobenzoic acid, and the nitro group of p-nitrobenzoic acid is synthesized by reduction using an …
What is the empirical formula for Benzocaine?
Identification of Benzocaine Chemical Compound
| Chemical Formula | C9H11NO2 |
|---|---|
| IUPAC Name | ethyl 4-aminobenzoate |
| SMILES String | CCOC(=O)c1ccc(N)cc1 |
| InChI | InChI=1S/C9H11NO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3 |
| InChIKey | BLFLLBZGZJTVJG-UHFFFAOYSA-N |
Where is benzocaine metabolized?
Benzocaine is metabolized into at least three compounds by acetylation and hydrolysis. Benzocaine and its acetylated metabolite are rapidly eliminated across the gills while the more polar de-ethylated and de-ethylated-acetylated metabolites are excreted at slower rates primarily in the urine.
What’s novocaine made from?
Novocain, procaine hydrochloride, is benzoic acid, 4-amino-, 2-(diethylamino) ethyl ester, monohydrochloride, the ester of diethylaminoethanol and aminobenzoic acid, with the following structural formula: It is a white crystalline, odorless powder that is freely soluble in water, but less soluble in alcohol.
What’s benzocaine do?
Benzocaine is used short term to relieve pain from minor mouth problems (such as toothache, canker sores, sore gums/throat, mouth/gum injury). It is a local anesthetic that works by numbing the painful area.Do not use this product for children younger than 2 years due to risk of serious side effects.
How is benzocaine prepared as a local anesthetic?
1 SYNTHESIS OF BENZOCAINE 1 1 Synthesis of Benzocaine 1.1 Method [4] I synthesized a local anesthetic called Benzocaine (Fig. 1 on page i). Benzocaine was prepared in this experiment by the direct esterification of p– Aminobenzoic acid with absolute ethanol.
Why was the synthesis of benzocaine a failure?
This is a relatively low yield, representing a poor synthesis. This failure synthesis may have been due to several errors including inaccurate instrumental handling techniques, loss of product due to several transferences, inaccurate measurement of resources, and not scraping the entire product out of the Buchner funnel.
How is benzocaine produced in a reflux reaction?
The intention of the experiment was to synthesise benzocaine, an ester, from 4-aminobenzoic acid, a carboxylic acid, by Fischer Esterification. The mechanism in figure 1 was to combined 4-aminobenzoic acid and ethanol in a reflux reaction with the addition of sulphuric acid as a catalyst to produce the product.
How is benzocaine related to CH2 and CH2?
In benzocaine a peak was found at about 4.2907ppm-4.3441ppm and has a splitting pattern of quartet. A quartet shows that it had 3 adjacent hydrogen atoms therefore it is related to CH2 (green). Furthermore, another peak was found at about 1.3447ppm-1.3804ppm and has a splitting pattern of triplet.