Sciencemadness Discussion Board

a-Methylstyrene synthesis?

netnofeels - 6-6-2019 at 08:41

So my brother used this in his paint company a couple years ago and I know it used to be really easy to get hold of but now it seems no one sells it. How could someone synthesise it? I’ve looked through every forum and tried to think of ways but I can’t find anything. It’s like all of a sudden it’s a ‘bad’ chemical. The only thing I can think of is i know it’s produced as a by-product in the production of phenol-acetone from cumene. Up to 2% of the cumene is converted to a-methylstyrene but that’s a very small yield and obviously wouldn’t be an effective way


Corrosive Joeseph - 6-6-2019 at 08:59

Chemical Name: Prop-1-en-2-ylbenzene; alpha-Methylstyrene; 2-Phenyl-1-propene; Isopropenylbenzene; 2-Phenylpropene; 2-Phenylpropylene
CAS RN: 98-83-9
Linear Structure Formula: C6H5C(CH3)=CH2
Molecular Formula: C9H10
Molecular Weight: 118.178 g/mol

All Preps- 477 Reactions.



/CJ

Attachment: REAXYS - alpha-Methylstyrene.rar (4.5MB)
This file has been downloaded 589 times


netnofeels - 6-6-2019 at 10:13

Quote: Originally posted by Corrosive Joeseph  
Chemical Name: Prop-1-en-2-ylbenzene; alpha-Methylstyrene; 2-Phenyl-1-propene; Isopropenylbenzene; 2-Phenylpropene; 2-Phenylpropylene
CAS RN: 98-83-9
Linear Structure Formula: C6H5C(CH3)=CH2
Molecular Formula: C9H10
Molecular Weight: 118.178 g/mol

All Preps- 477 Reactions.
/CJ


Whats that file i couldnt open it?

netnofeels - 6-6-2019 at 13:39

Quote: Originally posted by Corrosive Joeseph  
Chemical Name: Prop-1-en-2-ylbenzene; alpha-Methylstyrene; 2-Phenyl-1-propene; Isopropenylbenzene; 2-Phenylpropene; 2-Phenylpropylene
CAS RN: 98-83-9
Linear Structure Formula: C6H5C(CH3)=CH2
Molecular Formula: C9H10
Molecular Weight: 118.178 g/mol

All Preps- 477 Reactions.

Wow i managed to open it! What is this incredible source?


/CJ

TGSpecialist1 - 7-6-2019 at 15:26

1. Oxidize cumene to cumene hydroperoxide with oxygen: http://www.prepchem.com/synthesis-of-cumene-hydroperoxide/

2. Reduce with sodium sulfite to cumyl alcohol.

3. Distill a mixture of cumyl alcohol and concentrated phosphoric or sulfuric acid to obtain methylstyrene.

Keras - 8-6-2019 at 00:22

Quote: Originally posted by netnofeels  

Wow i managed to open it! What is this incredible source?


Reaxys and SCIFinder are two reaction databases. The first is managed by Elsevier, I think, and the second by the ACS. You can enter the name of a compound and it will search all reactions that lead to the synthesis of it, for example.

Some are rather arcane or use niche reactants, though.

Here is what I got out of SCIFinder which didn't seem too obtuse.

Attachment: Reaction_06_08_2019_101751.pdf (112kB)
This file has been downloaded 496 times