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4-Iodotoluene
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Name

4-Iodotoluene

 EINECS 210-841-7
CAS No. 624-31-7 Density 1.706 g/cm3
PSA 0.00000 LogP 2.59960
Solubility insoluble in water Melting Point 33-36 °C
Formula C7H7I Boiling Point 211.5 °C at 760 mmHg
Molecular Weight 218.037 Flash Point 86.3 °C
Transport Information N/A Appearance white to light yellow crystalline low melting mass
Safety 24/25-26 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 624-31-7 (4-Iodotoluene) Hazard Symbols IrritantXi
Synonyms

Toluene,p-iodo- (7CI,8CI);1-Iodo-4-methylbenzene;1-Methyl-4-iodobenzene;4-Iodomethylbenzene;

Article Data 235

4-Iodotoluene Synthetic route

36719-51-4

3,3-diethyl-1-(4-methylphenyl)-1-triazene

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With cation exchange resin BioRad AG 50W-X12 (H+); sodium iodide In acetonitrile at 75℃; Product distribution; further solvent: THF, DMSO;99%
With sulfonic acid resin (H+ form, Bio-Rad AG 50W-12); sodium iodide In acetonitrile at 75℃; for 0.133333h;90%
With chloro-trimethyl-silane; sodium iodide In acetonitrile at 60℃; for 0.0833333h;75%
459-44-9

4-methylbenzenediazonium tetrafluoroborate

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With potassium iodide In water at 25℃; for 0.0833333h; Solvent; Sandmeyer Reaction;99%
With iodine; potassium iodide In dimethyl sulfoxide at 15℃;
With trimethylsilyl iodide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 65℃; for 2h;98 % Chromat.
With diiodomethane; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 3h; Sandmeyer Reaction; Electrochemical reaction;71 %Chromat.
With trimethylsilyl iodide at 60 - 70℃; Inert atmosphere; Ionic liquid;
108-88-3

toluene

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With potassium ferrate(VI); iodine In hexane for 2.33333h; Reflux; regioselective reaction;95%
With N-iodosaccharine at 20℃; Ionic liquid; Darkness; regioselective reaction;92%
With sodium dodecyl-sulfate; sodium iodide; Ce(OH)3OOH at 20℃; for 2h;87%
106-49-0

p-toluidine

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
Stage #1: p-toluidine With potassium sulfite; phosphoric acid In water at 6 - 18℃; for 0.25h;
Stage #2: With sodium iodate In water at 35℃; Temperature;		93%
Stage #1: p-toluidine With sodium nitrite
Stage #2: With potassium iodide		91%
Stage #1: p-toluidine With toluene-4-sulfonic acid In water at 20℃;
Stage #2: With potassium iodide In water at 20℃; for 1.25h;		91%
106-38-7

para-bromotoluene

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With copper(I) oxide; L-proline; potassium iodide In ethanol at 110℃; for 30h; Catalytic behavior; Reagent/catalyst; Time; Schlenk technique; Inert atmosphere; Sealed tube;93%
With copper(l) iodide; pyrographite In neat (no solvent) at 150℃; for 36h;90%
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide In acetonitrile at 100℃; for 1h; Buchwald's halogen exchange reaction; Inert atmosphere; Microwave irradiation;90%

potassium (4-methylphenyl)trifluoroborate

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 20℃; for 0.166667h;91%

4-toluenediazonium o-benzenedisulfonimide

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; for 0.75h; Product distribution; Further Variations:; various reagent ratios; Substitution;90%
With tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; for 0.75h; Substitution;82%
5720-05-8

4-methylphenylboronic acid

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With sodium nitrite In acetonitrile at 80℃; for 0.5h; Reagent/catalyst; Temperature; Sealed tube;87%
With copper(I) oxide; ammonium hydroxide; oxygen; potassium iodide In water at 25℃; for 24h;83%
With iodine; potassium carbonate In acetonitrile at 80℃; for 10h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; Schlenk technique; Sealed tube;81%

bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane

10532-64-6

N-(4-methylphenyl)cyanamide

A

147248-14-4

phenyl(p-tolyl)cyanamide

B

624-31-7

4-tolyl iodide

Conditions
ConditionsYield
With sodium carbonate In water at 80℃; for 2h;A 86%
B 196 mg
123726-16-9

bis(4-methylphenyl)iodonium trifluoromethanesulfonate

75-31-0

isopropylamine

10532-64-6

N-(4-methylphenyl)cyanamide

A

624-31-7

4-tolyl iodide

B

N,N-di(p-tolyl)cyanamide

C

1-isopropyl-2,3-di-p-tolylguanidine

Conditions
ConditionsYield
With [2,2]bipyridinyl; potassium carbonate; copper(l) chloride In toluene at 80℃; for 2h; Inert atmosphere;A 76%
B 24%
C 85%
...Expand

4-Iodotoluene Chemical Properties

IUPAC Name: 1-Iodo-4-methylbenzene
Synonyms of 4-Iodotoluene (CAS NO.624-31-7): 1-Methyl-4-iodobenzene ; p-Iodotoluene ; p-Methyliodobenzene ; p-Tolyl iodide
CAS NO: 624-31-7
Molecular Formula: C7H7I
Molecular Weight: 109.13
Molecular Structure:
EINECS: 210-841-7
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 0 Å2
Index of Refraction: 1.604
Molar Refractivity: 43.98 cm3
Molar Volume: 127.7 cm3
Surface Tension: 39.5 dyne/cm
Density: 1.706 g/cm3
Flash Point: 86.3 °C
Enthalpy of Vaporization: 42.95 kJ/mol
Boiling Point: 211.5 °C at 760 mmHg
Vapour Pressure: 0.264 mmHg at 25°C
Melting point: 33-36°C
Water solubility: insoluble
Sensitive: Light Sensitive
Appearance: white to light yellow crystalline
SMILES: Ic1ccc(cc1)C
InChI: InChI=1/C7H7I/c1-6-2-4-7(8)5-3-6/h2-5H,1H3
InChIKey: UDHAWRUAECEBHC-UHFFFAOYAY
Std. InChI: InChI=1S/C7H7I/c1-6-2-4-7(8)5-3-6/h2-5H,1H3
Std. InChIKey: UDHAWRUAECEBHC-UHFFFAOYSA-N
Product Categories of 4-Iodotoluene (CAS NO.624-31-7): Aromatic Hydrocarbons (substituted) & Derivatives;Halogen toluene;Iodine Compounds;Pharmaceutical Intermediate

4-Iodotoluene Uses

 4-Iodotoluene (CAS NO.624-31-7) is mainly used for bio-pharmaceutical.

4-Iodotoluene Safety Profile

The Hazard Codes: Xi
The Risk Statements information:
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
24/25: Avoid contact with skin and eyes 
WGK Germany: 3
TSCA: T
Hazard Note: Irritant
Explodes when heated above 200°C. Upon decomposition it emits toxic fumes of I−. See also IODIDES.

4-Iodotoluene Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media: In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. 
Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Keep container closed when not in use.

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