Comprehensive insights into the versatile applications, synthesis methods, and chemical properties of 2-bromo-3-methylpropiophenone (CAS 1451-83-8), an essential intermediate in various industries, particularly in pharmaceuticals, agriculture, and cosmetics.
1451-83-8
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Usage
Application
2-bromo-3-methylpropiophenone is crucial as a primary intermediate in the synthesis of various organic, agrochemical, pharmaceutical, and dye compounds. It's also utilized in the production of 4-methylmethcathinone.
Agricultural Uses
In agricultural research, 2-bromo-3-methylpropiophenone serves as a valuable compound for various experimental studies.
Check Digit Verification of CAS Number
The CAS Registry Number 1451-83-8 is validated by calculating a check digit. The process ensures the sequence is correct:
(6*1)+(5*4)+(4*5)+(3*1)+(2*8)+(1*3)=68
68 % 10 = 8
Thus, 1451-83-8 is confirmed as a legitimate CAS Number.
2-bromo-3-methylpropiophenone is a specialized organic compound having the molecular formula C10H11BrO. This colorless to light yellow liquid possesses a high density of 1.264 g/cm³ and flows readily at room temperature. It is more dense than water and can sink, displaying solubility in common organic solvents like ethanol, ether, and acetone, but limited solubility in water due to its polar nature.
Chemical Formula
C10H11BrO
Exact Mass
226
Molecular Weight
227
m/z
226 (100.0%), 228 (97.3%), 227 (10.8%), 229 (10.5%)
Elemental Analysis
C, 52.89; H, 4.88; Br, 35.18; O, 7.04
Pigment Intermediates
This compound is important in producing Kamanda resin dyes, which are environmentally friendly and suitable for fabrics like cotton, silk, and wool. They offer low heavy metal pollution, vibrant colors, and good gloss.
Spices
Due to its strong aroma, 2-bromo-3-methylpropiophenone is often incorporated into fragrances used in perfumes, soaps, coffee, chewing gum, and oral products to impart a unique scent.
Cosmetics
The World Health Organization reports that over 40% of cosmetics in the European market include phenylacetone or its derivatives, such as 2-bromo-3-methylpropiophenone. This compound adds fragrance and serves as a precursor for synthesizing other cosmetic components.
Other Uses
It is also utilized in creating efficient lubricants, synthesizing new materials, and manufacturing electronic components. Thanks to its thermal stability, low toxicity, and tolerance, it's popular in producing polymer materials.
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Synthesis Methods
1. React 3-bromopropyl with isopropyl lithium:
This synthesis method involves reacting 3-bromopropylene with isopropyl lithium at low temperatures, yielding 2-bromo-3-methylpropiophenone. Despite being environmentally friendly, it offers a low yield.
2. Reduction of 2-bromo-3-methylpropanal:
Reduction using agents like sodium sulfite or lithium aluminum hydride converts 2-bromo-3-methylpropanal to 2-bromo-3-methylpropiophenone. This simple method carries safety risks due to the high reactivity of reducing agents.
3. Reaction of 3-methyl-3-butene-1-ol with hydrogen bromide:
This method combines 3-methyl-3-butene-1-ol with hydrogen bromide, offering simplicity, cost-effectiveness, and high yields but raises environmental concerns due to solvent use.
4. Reaction of 2-bromo-3-methylpropionic acid with triphenylphosphine:
This method reacts 2-bromo-3-methylpropionic acid with triphenylphosphine under alkaline conditions, providing an easy synthesis route but requires careful environmental consideration.
5. Reaction of 3-bromopropane with copper acetate conjugate base:
Reacting 3-bromopropane with a copper acetate conjugate base under heat yields a high amount of 2-bromo-3-methylpropiophenone but demands environmental caution.
6. Reaction of 3-methyl-3-buten-1-ol with 2-bromoacetophenone:
This mild and easily controllable method uses 3-methyl-3-buten-1-ol and 2-bromoacetophenone, facilitated by a catalyst.
In conclusion, various synthesis methods exist for 2-bromo-3-methylpropiophenone, each with distinct advantages and limitations. Choose the method best suited to your needs.
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