OH CRAP!!!! Benzo Wacker Trouble......

DjTime · Chemical Dj

Ok SWID was doing a benzo wacker. SWID had all of his benzo, and PdCL2 in the reaction flask also SWID had nearly 400ml of dH20 next to his 400ml of MeOH. On the fact SWID wasnt paying the most attention as he just dropped his clamp on the ground. SWID accidently dumped about 350ml of the dH20 into the mix instead of the MeOH....... SWID Didnt see any other alternative to the problem so SWID went ahead and placed the 400ml of MeOH in also. With 300ml extra of dH20 is SWID's reaction screwed up for good? Is there anything SWID can do? He has no more benzo or PdCL2. SWID is now proceeding with the benzo wacker. Will this greatly reduce if not eliminate yeilds? SWIM figures if the reacion was ok with 350ml of dH20 then it would have called for that and not only 50ml. SWIM also thinks maybe it's ok as you add the Muratic Acid later in the reaction which contains water soooooo maybe this is ok his yeild may suffer just a bit. What do you guys think?

DjTime · Chemical Dj

bump!! C'Mon guys I Know someone has done this before?

thenewrunne · Chemically Balanced

The water shouldn't make any chemical reactions that I am aware of.

The only problem I would see is that the water/MeOH/oils may not mix appropriately with all that water. You may want to add more MeOH.

Keep the mixing speed up so you keep it all mixed up.

Tell us who it worked out.

DjTime · Chemical Dj

ok well SWIM did the whole thing and is distilling his MDp2P now. It looks as though the yeilds will suffer greatley. If SWIM is lucky looks like SWIM will get about 50G of MDP2P. SWIM is having MUCH SHITY LUCK lately with his reactions all around. Maybe SWIM needs a new hobby. He's down and out about chemistry right now. SOOOO Much effort yet so little return. Anyhow SWIM wanted me to thank everyone for helping out throughout his little bee life. Peace Out.....

Guest · Sun May 15, 2005 11:10 am

I can only think that the water won't do it any good, but it may not affect this type of reaction, but then again, it may,

Maybee adding a bit more Meoh might fix the problem, if it happens again, as this will get the ratio back of MeOH:H2O, and then maybee it will be ok, but it might take longer, due to the less concentrated solution,

Definately keep us posted,

Syn

DjTime · Chemical Dj

SWIM has updates now. As he said before he thought he was going to get about 50G of MDP2P. SWIM was right. He got 50.02G to be exact. He did not add anymore than 400mL of MeOH so maybe if he would have done as suggested, that may have fixed the problem. However he did not, If anyone ever does this SWIM would suggest adding in more MeOH and letting it stir longer. SWIM is going to try an Al/Hg reduction now to see if the MDP2P is of good quality. Thanks for the support. Peace Out....

2spun · The Resistor

ok swiy has the info he needs to understand.(maybe)

swim was do'n a wacker via MM's benzo-wacker witch calls for MeOH.
now understanding what Skrike has said and in lit.

if swim was doing a DMF-benzo wacker swim would not need MeOH.

swiy in on this plan. and will try the classic method as stated below.

Experimental
2-Decanone (using p-Benzoquinone)2
In a 100mL round-bottomed flask fitted with a magnetic stirrer is placed a mixture of palladium(II) chloride (89mg, 0.5mmol), p-benzoquinone (5.94g, 55mmol) and 7:1 dimethylformamide/water (20mL). To the solution, 1-decene [substitute safrole for this compound] (7.0g, 50mmol) is added in 10 min and the mixture is stirred at room temperature for 7h. The solution is poured into cold 3 normal hydrochloric acid (100mL) and extracted with 5 portions of ether. The extracts are combined and washed with three portions of 10% aqueous NaOH solution and a portion of brine, and then dried After removal of the solvent, the residue is distilled to give 2-decanone [MDP2P]; yield 6.1g (78%).

(the above info is from Rhodium's as well as TSII from Strike.)

swiy may ahjust some #'s but swiy know's he'll post what ever swiy comes up with
maybe some pic's as well.
Much Thanks

DjTime · Chemical Dj

So SWIM completed his reduction. SWIM got excellant results. SWIM has to keep re-learning this over and over. SWIM gets very confident with his procedures and starts to do stuff fast and gets himself rushed for no reason and it SCREWS up yeilds bad. Anyways SWIM got just over 17G from last reduction via MM-Al/Hg. Peace Out......

2spun · The Resistor

Dj,

swim get's hit by move'n to fast as well.
F's-up his yealds also...
swiy is learn'n tho take ones time. so important in so much.
make's swiy think 2 times what jump the gun means?