83333-67-9

Basic information

• Product Name: Benzene, 1-(3-bromo-2-chloropropyl)-4-methoxy-
• CAS NO: 83333-67-9
• Molecular Formula: C10H12BrClO
• Molecular Weight: 263.562
• Mol File: 83333-67-9.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(3-bromo-2-chloropropyl)-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(3-bromo-2-chloropropyl)-4-methoxy-(83333-67-9)
• EPA Substance Registry System: Benzene, 1-(3-bromo-2-chloropropyl)-4-methoxy-(83333-67-9)

Safety Data

• Hazardous Substances Data: 83333-67-9(Hazardous Substances Data)

Upstream product

• 37983-33-8 1-(1,3-dibromopropan-2-yl)-4-methoxybenzene 
• 83333-66-8 1,2-dibromo-3-(4-methoxyphenyl)propane 
• 104-94-9 4-methoxy-aniline 
• 106-95-6 allyl bromide 
• 83333-69-1 1-bromo-3-chloro-2-(4-methoxyphenyl)propane 
• 140-67-0 Estragole 

Relevant articles and documents

CHLORINATION OF ALLYL COMPOUNDS

Allyl halides, allyl isothiocyanate, allylbenzene and allyl acetone form chloroarylation products with aryldiazonium chloride under cupro- or ferrocatalysis conditions.The activity of compounds containing the allyl group differs in this reaction.Allyl iod

Unusual Secondary to Primary System Rearrangement via Ring Opening of 1-(3-Halopropylene)-4-methoxybenzenium Ions

The effect of electron-withdrawing groups on the ring opening of benzenium ions has been investigated by kinetics, equilibrium studies, and product analysis.The use of SnX4 (X = Br or Cl) compounds as highly ionizing solvents and as conveying agents of the X- nucleophile works quite well. 1,2-Dihalo-3-(4-methoxyphenyl)propanes (2; X = Br or Cl) and 1,3-dihalo-2-(4-methoxyphenyl)propanes (3; X = Br or Cl) equilibrate at 100 deg C in SnX'4 (X' = Br or Cl) when X = X'; they undergo halogen exchange with partial rearrangement (2 -> 3 and 3 -> 2) when X differs from X'.This 2 -> 3 rearrangement is very unusual in benzenium ion chemistry and yields primary halide products.For X = X', the 3 to 2 equilibrium constant K is 10.1, whatever the halogen; the forward rate constants K32 are 1.82x10-5 and 1.86x10-4 s-1 for X = Br and Cl, respectively.For X different from X' (X = Br, X' = Cl), as well as for mixed compounds containing both halogens, the relative proportions of rearranged and unrearranged products have been examined in terms of the evolving reactions.Results indicate a mechanism involving 1-(3-halopropylene)-4-methoxybenzenium ions which, when they react with solvated halide ions, yield a mixture of 1,2- and 1,3-dihalides in equal amounts.This absence of ring-opening regioselectivity which contrasts with that of usual unsubstituted propylenebenzenium ions is attributed mainly to the electron-withdrawing effect of the halogen. Benzenium ion involvement in nucleophilic substitution can bring about significant rearrangement in secondary compounds containing electron-withdrawing groups.