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2-Iodoanisole

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2-Iodoanisole Basic information

Product Name:
2-Iodoanisole
Synonyms:
  • 1-Iodo-2-methoxybenzene, 2-Iodophenyl methyl ether
  • Adjacent iodine benzene Methyl ether
  • 2-IODOANISOLE
  • 1-IODO-2-METHOXYBENZENE
  • O-IODOANISOLE
  • 1-iodo-2-methoxy-benzen
  • Anisole, o-iodo-
  • Benzene, 1-iodo-2-methoxy-
CAS:
529-28-2
MF:
C7H7IO
MW:
234.03
EINECS:
208-456-4
Product Categories:
  • Building Blocks
  • C2 to C8
  • Chemical Synthesis
  • Ethers
  • Organic Building Blocks
  • Oxygen Compounds
  • Aromatic Ethers
  • Anisole
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Iodine Compounds
  • alkyl Iodine
Mol File:
529-28-2.mol
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2-Iodoanisole Chemical Properties

Melting point:
588.5 °C
Boiling point:
125-126 °C19 mm Hg(lit.)
Density 
1.799 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.622(lit.)
Flash point:
>110°C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
alcohol: miscible(lit.)
form 
Liquid
Specific Gravity
1.799
color 
Clear yellow
Water Solubility 
insoluble
Sensitive 
Light Sensitive
Merck 
14,5028
BRN 
1860243
InChI
1S/C7H7IO/c1-9-7-5-3-2-4-6(7)8/h2-5H,1H3
InChIKey
DVQWNQBEUKXONL-UHFFFAOYSA-N
SMILES
COc1ccccc1I
CAS DataBase Reference
529-28-2(CAS DataBase Reference)
NIST Chemistry Reference
2-Iodoanisole(529-28-2)
EPA Substance Registry System
Benzene, 1-iodo-2-methoxy- (529-28-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
8
TSCA 
TSCA listed
HS Code 
29093090
Storage Class
10 - Combustible liquids

MSDS

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2-Iodoanisole Usage And Synthesis

Chemical Properties

Clear yellow liquid

Uses

suzuki reaction

Uses

2-Iodoanisole has been used in palladium/copper-catalyzed synthesis of o-(1-alkynyl)anisoles.

Definition

ChEBI: An organoiodine compound that is iodobenzene substituted by methoxy group at psotion 2.

General Description

2-Iodoanisole participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.

Synthesis

(1) Prepare 2 moles of 20% NaI aqueous solution A and 2.1 moles of 8-10% sodium hypochlorite aqueous solution B for spare use;

(2) Add 900g of anisole in a 2L four-necked round-bottomed flask equipped with stirring, a temperature display, and two constant-pressure dropping funnels and heat it up to 60-70??C with stirring; then, dropwise add the sodium iodide solution and sodium hypochlorite solution simultaneously at the ratio of molar ratio 1:1.05 with stirring;

(3) After dropping and adding, warm it up to 75-80??C and get the light yellow reaction solution; cool it down to 75-80??C; and cool it down to 80%. Sodium iodide solution and sodium hypochlorite solution;

(3) after dropping, warm up to 75~80 ??, stirring for 1 hour, to get light yellow reaction solution; cooled to room temperature, static phase splitting; the organic phase washed with water, drying and filtration, to get the anisole solution of 2-iodoanisole, distillation, cooling, curing, to get the white lumpy crystals, i.e., 2-iodoanisole, whose content is ?? 98.5%, yield 93.4% .

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