Synthesis of 3-(4-bromophenyl)-1-propene

Preparation of 3-(4-bromophenyl)-1-propene

A solution of 130 g. (1.08 moles) of allyl bromide in twice its volume of dry ether is added dropwise to an ethereal solution of p-bromo-phenylmagnesium bromide prepared from 1.0 mole (237 g.) of p-dibromobenzene and 27 g. (1.1 gram atoms) of magnesium. The mixture is then heated to reflux for 30 minutes, followed by the drop-wise addition of excess water to the cooled mixture. The ether is distilled off, and the residue is steam-distilled to remove the p-bromo-allylbenzene. The product is separated from the distillate, dried over calcium chloride, and distilled twice through a Vigreux column to give 128-130 g. of p-bromoallylbenzene, b.p. 95-96°/12 mm. The yield is 66% based on bromobenzene.

Reference: Bull, soc chim. France, (4), 45, 78 (1929).

IUPAC Name

1-bromo-4-prop-2-enylbenzene

InChI

InChI=1S/C9H9Br/c1-2-3-8-4-6-9(10)7-5-8/h2,4-7H,1,3H2

InChI Key

LIGHOIDTGDLAKK-UHFFFAOYSA-N

Canonical SMILES

C=CCC1=CC=C(C=C1)Br

Depositor-Supplied Synonyms

3-(4-Bromophenyl)-1-propene, 2294-43-1, Benzene, 1-bromo-4-(2-propenyl)-, 1-Allyl-4-bromobenzene, 4-(Prop-1-en-3-yl)bromobenzene, OR01868, 4-allylbromobenzene, 4-allyl-bromobenzene, 4-Allylphenyl bromide, AC1L3ASI, 1-Ally1-4-bromobenzene, 1-allyl-4-bromo-benzene, SCHEMBL648420, 1-bromo-4-prop-2-enylbenzene, 3-(4-Bromophenyl)prop-1-ene, SCHEMBL10110637, CTK4F0519, DTXSID80177481, LIGHOIDTGDLAKK-UHFFFAOYSA-N, MolPort-001-756-654, ZINC2245280, ZX-AT019459, 7818AD, MFCD01319542, 1-bromo-4-(prop-2-en-1-yl)benzene, AKOS016016679, ACM2294431, FCH1121771, Benzene,1-bromo-4-(2-propen-1-yl)-, AK177695, OR091457, KB-177945, 10005-031a

Removed Synonyms

C9H9Br, CID137529

Share This

1 comment

  1. Kim6964

    I think you will read when I write on the comment.
    I pasted the email history, That was what your team offered. I mentioned another Chemicals. Which things you want to exchange?
    I have summited 2reactions,
    You want more reactions?
    Or can you just send me 500g or more Potassium Ferrocyanide as you memtioned?

    I have a crew who have many synthesis informations.
    (My summited synthesis has been procedured well?)

    Kind regards.

    ——————————–
    Hi

    Thanks for your comment. PrepChem.com would like to offer a deal. We can send some (please let us know how many grams do you need) potassium ferrocyanide (free of charge) in exchange you would upload the synthesis (with pictures) and some more synthesis procedures. In other words we would supply the chemical you would contribute synthesis to the PrepChem.com website.

    In which country you are located?

    Kind regards

    PrepChem team
    —–Original Message—–
    From: “PrepChem.com”
    Subject: Regarding Pd(OAc)2, Pd(dba)2, Pd(PPh3)4, XphosPdCl, Grubbs 2nd gen.

    Hi

    Pd catalyst are expensive. We have PdCl2, and Pd(PPh3)4. PdCl2 and Pd(PPh3)4. We could provide around 1g of each. What you can offer in exchange?

    Kind regards

    Liudas

Leave a Reply

Your email address will not be published. Required fields are marked *