Cas 1451-83-8,2-bromo-3-methylpropiophenone

1451-83-8

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Usage

Application

2-bromo-3-methylpropiophenone employed as an important intermediate for raw material for organic synthesis, agrochemical, pharmaceutical and dyestuff field. Also used as intermediate for 4-methylmethcathinone.

Agricultural Uses

2-bromo-3-methylpropiophenone is a useful compound in the research.

Check Digit Verification of cas no

The CAS Registry Mumber 1451-83-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,5 and 1 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1451-83:
(6*1)+(5*4)+(4*5)+(3*1)+(2*8)+(1*3)=68
68 % 10 = 8
So 1451-83-8 is a valid CAS Registry Number.

2-bromo-3-methylpropiophenone is an organic compound with the molecular formula C5H9Br, consisting of a bromine atom and a methyl group. It is a colorless to light yellow transparent liquid that exhibits low viscosity at room temperature and is easy to flow. The density is 1.264 g/cm3, which is higher in liquid state than water, so it can precipitate at the bottom of water. In common organic solvents such as ethanol, ether, acetone, etc., they have a certain solubility, but are difficult to dissolve in water. It is a polar molecule, with a slightly positively charged charge due to the presence of bromine atoms, while the action of methyl groups enhances the hydrophobicity of the molecule. 

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

1. Pigment intermediates:

It can also be used as a precursor for the intermediate of Kamanda resin dyes. Kamanda resin dye is an environmentally friendly dye that can be combined with various materials such as cotton, silk, and wool fabrics. It has the advantages of low heavy metal pollution, washability, bright colors, and good glossiness.

2. Spices:

2-bromo-3-methylpropophenone has a strong aroma, so it is often used as a component of spices and essence. It can provide special fragrance for perfume, soap, coffee, chewing gum, oral tablets and other products.

3. Cosmetics:

2-bromo-3-methylpropiophenone can also be used in the production of cosmetics. According to WHO statistics, over 40% of cosmetics sold in the European market contain phenylacetone or its derivatives, including 2-bromo-3-methylpropafenone. It can provide fragrance for cosmetics and serve as a synthetic precursor for other components in certain cosmetics.

4. Other uses:

2-bromo-3-methylpropafenone has many other uses. For example, it can be used to prepare efficient lubricants, synthesize new materials, and prepare electronic components. In addition, because of its good thermo chemical stability, tolerance and low toxicity, it is also widely used in the production of polymer materials.

2-bromo-3-methylpropiophenone is an important organic compound with extensive applications. The following will describe all of its synthesis routes.

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1. React 3-bromopropyl with isopropyl lithium:

This method involves the reaction of 3-bromopropylene and isopropyl lithium at low temperature to obtain 2-bromo-3-methylpropaophene. Reaction equation:

CH2=CHCH2Br + LiCH(CH3)2 → CH3C≡CLi + LiBr + CH2=CHCH3

CH3C≡CLi + HBr → CH3C≡CHBr

The advantages of this method are low reaction temperature, no need for special catalysts, environmentally friendly, but low yield.

2. 2-bromo-3-methylpropanal reduction:

2-bromo-3-methylpropanol can be obtained by reduction, usually using reducing agents such as sodium sulfite or diethyl aluminum hydride (LiAlH4). The reaction equation is as follows:

CH3CH(Br)CH2CHO + 2H2 → CH3C≡CH + H2O + HBr

This method is simple and easy to implement, but there are also certain safety hazards because the reducing agent has strong reducibility and activity.

3. React 3-methyl-3-butene-1-ol with hydrogen bromide:

This method involves the reaction of 3-methyl-3-butene-1-ol and hydrogen bromide under appropriate conditions to obtain 2-bromo-3-methylpropaophene. The reaction equation is as follows:

CH3HC=C(CH2)2CH(CH3)OH + HBr → CH3C≡CHBr + (CH3)2C=CH2 + H2O

This method has the advantages of simple operation, low cost, and high yield, but there are solvent usage issues that may cause environmental pollution.

4. React 2-bromo-3-methylionic acid with triphenylphosphine:

This method involves the reaction of 2-bromo-3-methylpropionic acid and triphenylphosphine under alkaline conditions to obtain 2-bromo-3-methylpropiophene. The reaction equation is as follows:

CH3C(Br)(COOH)CH3 + Ph3P → CH3C≡CHBr + Ph3PO + CO2 + H2O

This method is relatively easy to implement and can directly obtain the target compound from 2-bromo-3-methylionic acid, but alkaline conditions need to be used and the impact on the environment needs to be carefully considered.

5. Reaction of 3-bromopropane with copper acetate conjugate base:

The method is to obtain 2-bromo-3-methylpropiophe by reacting 3-bromopropane and copper acetate conjugate base under heating condition. The reaction equation is as follows:

CH3CH(Br)CH2CH3 + NaOC(CH3)2 → CH3C≡CHBr + NaBr + CH3COCH3

This method has a high yield, but heating and copper acetate conjugate base are required, and the impact on the environment also needs to be paid attention to.

6. React 3-methyl-3-buten-1-ol with 2-Bromoacetophenone:

The method is to prepare 2-bromo-3-methylpropiophe by reacting 3-methyl-3-butene-1-ol and 2-Bromoacetophenone in the presence of a catalyst. The reaction equation is as follows:

CH3HC=C(CH2)2CH(CH3)OH + C6H5C(O)CH2Br → CH3C≡CHBr + C6H5C(O)CH(CH3)OH + HBr

This method has the advantages of mild reaction conditions, easy control of the reaction process, and easy operation in the laboratory. It is a better synthetic route.

 

In summary, 2-bromo-3-methylpropiophenone can be synthesized by various methods. These methods have advantages and disadvantages respectively, and the appropriate method can be selected according to the specific situation. 

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