ChemicalBook Product Catalog Organic Chemistry Hydrocarbons and derivatives Hydrocarbon halides 1-Bromo-4-iodobenzene

1-Bromo-4-iodobenzene

1-Bromo-4-iodobenzene Basic information
Synthesis methods Uses
Product Name:1-Bromo-4-iodobenzene
Synonyms:benzene,1-broMo-4-iodo-;1-BroMo-4-iodobenzene, 98% 25GR;1-Brom-4-iodobenzene;4-Bromoiodobenzene 99+%;4-BroMoiodobenzene, 97+%;4-BroMoiodoben;The broMine iodobenzene;4-Bromoiodobenzene p-Bromoiodobenzene
CAS:589-87-7
MF:C6H4BrI
MW:282.9
EINECS:209-662-7
Product Categories:Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;alkyl Iodine|alkyl bromide;Halogenated benzene series;Miscellaneous;Benzene derivates;Bromine Compounds;Iodine Compounds;Light yellow crystalline powder;Aryl;C6;Halogenated Hydrocarbons;bc0001;589-87-7
Mol File:589-87-7.mol
1-Bromo-4-iodobenzene Structure
1-Bromo-4-iodobenzene Chemical Properties
Melting point 89-91 °C(lit.)
Boiling point 120-122 °C14 mm Hg(lit.)
density 2.2236 (rough estimate)
refractive index 1.6618 (estimate)
Fp 120-122°C/14mm
storage temp. Store below +30°C.
solubility 0.008g/l
form Crystalline Powder, Crystals or Needles
color White to brown
Water Solubility Insoluble in water.
Sensitive Light Sensitive
BRN 1904545
InChIKeyUCCUXODGPMAHRL-UHFFFAOYSA-N
CAS DataBase Reference589-87-7(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1-bromo-4-iodo-(589-87-7)
EPA Substance Registry SystemBenzene, 1-bromo-4-iodo- (589-87-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
WGK Germany 3
Hazard Note Harmful/Light Sensitive
TSCA T
HazardClass IRRITANT, LIGHT SENSITIVE, IRRITANT-HARMFUL
HS Code 29036990
MSDS Information
ProviderLanguage
p-Bromoiodobenzene English
SigmaAldrich English
ACROS English
ALFA English
1-Bromo-4-iodobenzene Usage And Synthesis
Synthesis methodsIndustrial parabromoaniline is as raw material, by diazotization, iodo-synthesis of bromo iodobenzene. Preferred synthesis conditions: firstly 0.02mol parabromoaniline is dissolved in a mass fraction of 20% sulfuric acid medium, then reacts with 0.021molNaNO2 to generate bromophenyl diazonium sulfate at-10℃, and then chloroform and 0.021molKI is added into solution to process iodination reaction, after simple treatment bromo-iodobenzene crude product (which the bromo-iodobenzene HPLC purity 98.4%) is obtained, total yield after purification is 80%, increases by 15% than before improved. The product processes structural characterization by IR and 1HNMR. The improved method can greatly improve the purity of the crude product, this avoids the trouble of going through the column, this method is safe and easy to operate, easy to control the process, cost is lower, it is more suitable for the preparation of 1-Bromo-4-iodobenzene.
Unit: Heilongjiang University of Chemistry and Materials Science
Author: Guo Jing Bai Xuefeng Lvhong Fei

Uses1. 1-Bromo-4-iodobenzene is used for organic synthesis.
2. Used as substrate for copper-free Sonogashira coupling reaction in aqueous acetone.
3. For the synthesis of β,β-dibromostyrene.

Chemical Propertieswhite to brown cryst. powder, crystals or needles
Usessuzuki reaction
Uses1-Bromo-4-iodobenzene has been employed:
  • as reagent for in situ desilylation and coupling of silylated alkynes
  • as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)
  • as substrate in copper-free Sonogashira coupling in aqueous acetone
  • in synthesis of β,β,dibromostyrenes
General DescriptionVapour pressure as a function of temperature for 1-bromo-4-iodobenzene has been studied using a diaphragm manometer and torsion mass-loss effusion.
1-Bromo-4-iodobenzene Preparation Products And Raw materials
Preparation Products4-Bromophenoxybenzene-->(E)-METHYL 3-(4-BROMOPHENYL)ACRYLATE-->4-Bromobenzaldehyde-->1-(4-Bromophenyl)-naphthlene-->4-(NAPHTHALEN-2-YL)PHENYLBORONIC ACID -->4-BROMOBENZENESULFONIC ACID MONOHYDRATE-->1-Bromo-4-propylbenzene-->2-(4-bromophenyl)-1,3,4-oxadiazole-->(9-(4-BROMOPHENYL))-9H-CARBAZOLE-->1 4-BIS(DIPHENYLAMINO)BENZENE-->4-BROMODIPHENYLMETHANE-->METHYL 4'-BROMO[1,1'-BIPHENYL]-4-CARBOXYLATE-->1,4-BIS(PHENYLETHYNYL)BENZENE-->4-(P-IODOPHENYL)BUTYRIC ACID-->9-(1,1-bipheny)-4-yl-3-(4-broMophenyl)carbazole
4-Pentylbromobenzene 1,4-Diiodobenzene 4-BROMO-2-(TRIFLUOROMETHOXY)IODOBENZENE 1-Benzyloxy-2-bromo-4-iodobenzene 1-BROMO-3,5-DICHLORO-4-IODOBENZENE (Diacetoxyiodo)benzene METHYL 5-BROMO-2-IODOBENZOATE 5-BROMO-2-IODOBENZAMIDE 5-BROMO-2-IODOBENZOTRIFLUORIDE 1-CHLORO-3,5-DIBROMO-2-IODOBENZENE METHYL 2-BROMO-5-IODOBENZOATE 4-Iodoanisole 2,4,6-TRIBROMOIODOBENZENE 5-Bromo-2-iodobenzoic acid 1-BROMO-3-IODOBENZENE,1-Bromo-3-iodobenzene (stabilized with Copper chip),3-BROMO-1-IODOBENZENE,1-Bromo-3-iodobenzene,98% Bromine 3,5-Difluoro-4-bromo-1-iodobenzene 3,5-DIBROMO-1-FLUORO-2-IODOBENZENE
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