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o-Iodotoluene

2-Iodotoluene

CAS: 615-37-2

Molecular Formula: C7H7I

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o-Iodotoluene - Names and Identifiers

Name 2-Iodotoluene
Synonyms NSC 3774
O-IODOTOLUENE
2-Iodotoluene
2-IODOTOLUENE
o-Iodotoluene
o-Tolyl iodide
Toluene,o-iodo-
Toluene, o-iodo-
o-Methyliodobenzene
Toluene, o-iodo- (8CI)
2-Methyl-1-iodobenzene
1-Iodo-2-methylbenzene
(2-Methylphenyl) iodide
1-Iodo-2-methylbenzene,
Benzene, 1-iodo-2-methyl-
2-Iodotoluene (stabilized with Copper chip)
CAS 615-37-2
EINECS 210-422-9
InChI InChI=1/C7H7I/c1-6-4-2-3-5-7(6)8/h2-5H,1H3

o-Iodotoluene - Physico-chemical Properties

Molecular FormulaC7H7I
Molar Mass218.04
Density1.713g/mLat 25°C(lit.)
Melting Point11.27°C (estimate)
Boling Point211°C(lit.)
Flash Point194°F
Solubility Chloroform (Sparingly), Methanol (Slightly)
Vapor Presure0.264mmHg at 25°C
AppearanceLiquid
Specific Gravity1.713
ColorClear yellow to orange
BRN1634294
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
SensitiveLight Sensitive
Refractive Indexn20/D 1.608(lit.)
UseMainly used as pharmaceutical intermediates in Biopharmaceuticals

o-Iodotoluene - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
S37 - Wear suitable gloves.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S27 - Take off immediately all contaminated clothing.
UN IDsUN 2810
WGK Germany3
TSCAT
HS Code29036990
Hazard ClassIRRITANT

o-Iodotoluene - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
use 2-iodotoluene belongs to an iodoaromatic compound. Halogenated aromatic compounds, such as iodide aromatic compounds, are important chemical raw materials and intermediates. Taking the most common iodobenzene as an example, iodobenzene has higher chemical activity than bromobenzene and chlorobenzene, so it is more widely used in catalytic C- C bonding and C- heteroatom bonding reactions.
Mainly as a pharmaceutical intermediate in biopharmaceuticals
preparation method 1.
0.2mL of cuprous oxide/NH3 catalytic system, 135.8mg of o-methylphenylboronic acid, 0.830g of potassium iodide and 2mL of water were added to a round bottom flask equipped with magnetic stirrer. At room temperature, open the system and react for 24 hours. After the reaction was completed, 1.5mL of sodium hydroxide solution with a concentration of 2mol/L was added and extracted with dichloromethane for 3 times, 2mL each time. The combined organic phase was concentrated to obtain 176mg of 2-iodotoluene with a yield of 81%.
method 2.
accurate weighing o-bromotoluene (42.8mg,0.25mmol), tetramethylammonium iodide (150.79mg,0.75mmol), cuprous oxide (3.6mg,0.025mmol), L-proline (5.8mg,0.05mmol), and sequentially adding into 25mL Schlenk bottle, adding refined ethanol (1.5mL), and reacting in an oil bath at 110 ℃ for 30h. After the reaction is over, the reaction liquid is filtered through a silica gel column into a 10mL volumetric flask, and the volume of the solution is quantified to the specified scale with ethyl acetate. Analyzing using gas chromatography, the yield of 2-iodotoluene was 28%.
Last Update:2024-04-09 02:00:05
o-Iodotoluene
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