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2-Iodotoluene

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Name

2-Iodotoluene

EINECS 210-422-9
CAS No. 615-37-2 Density 1.706 g/cm3
PSA 0.00000 LogP 2.59960
Solubility N/A Melting Point 11.27°C (estimate)
Formula C7H7I Boiling Point 211.499 °C at 760 mmHg
Molecular Weight 218.037 Flash Point 90 °C
Transport Information UN 2810 Appearance clear yellow liquid
Safety 26-36-37-36/37/39-27 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 615-37-2 (2-Iodotoluene) Hazard Symbols IrritantXi
Synonyms

Toluene,o-iodo- (7CI,8CI);1-Iodo-2-methylbenzene;2-Methyl-1-iodobenzene;2-Methyliodobenzene;2-Methylphenyl iodide;2-Tolyliodide;NSC 3774;o-Iodotoluene;o-Methyliodobenzene;o-Methylphenyl iodide;o-Tolyl iodide;

Article Data 121

2-Iodotoluene Synthetic route

16419-60-6

2-Methylphenylboronic acid

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With N-iodo-succinimide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I) at 90℃; for 0.0833333h; Reagent/catalyst; Microwave irradiation;100%
With potassium fluoride; iodine In 1,4-dioxane at 80℃; for 1h;88%
With copper(I) oxide; ammonium hydroxide; oxygen; potassium iodide In water at 25℃; for 24h;81%
2093-46-1

2-methylphenyl diazonium tetrafluoroborate

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With potassium iodide In water at 25℃; for 0.0833333h; Sandmeyer Reaction;96%
With iodine; potassium iodide In dimethyl sulfoxide at 15℃;
With diiodomethane; tetrabutylammonium perchlorate In methanol; N,N-dimethyl-formamide at 20℃; for 3h; Sandmeyer Reaction; Electrochemical reaction;53 %Chromat.
With trimethylsilyl iodide at 60 - 70℃; Inert atmosphere; Ionic liquid;
95-46-5

2-methylphenyl bromide

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With copper(l) iodide; trans-N,N'-dimethylcyclohexane-1,2-diamine; sodium iodide In acetonitrile at 150℃; for 1h; Buchwald's halogen exchange reaction; Inert atmosphere; Microwave irradiation;89%
With copper(l) iodide; pyrographite In neat (no solvent) at 150℃; for 23h;86%
With copper(I) oxide; L-proline; potassium iodide In ethanol at 110℃; for 30h; Schlenk technique; Inert atmosphere; Sealed tube;28%

potassium o-tolyltrifluoroborate

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 20℃; for 0.166667h;86%
4622-38-2

2-iodobenzyliodide

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With indium; water for 11h; ultrasound;85%

potassium 4-methyl-1-(o-tolyl)-2,6,7-trioxa-1-borabicyclo-[2.2.2]octan-1-uide

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 20℃; for 0.333333h;80%
13716-12-6

tri-tert-butyl phosphine

[(t-Bu)3P](o-tolyl)PdI

[(t-Bu)3P](o-tolyl)PdI

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
In benzene-d6 at 70℃; Equilibrium constant;79%
95-53-4

o-toluidine

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
Stage #1: o-toluidine With sulfuric acid; silica gel; sodium nitrite at 20℃; grinding; Neat (no solvent);
Stage #2: With water at 20℃; grinding; Neat (no solvent);
Stage #3: With potassium iodide at 20℃; for 0.166667h; Sandmeyer reaction; grinding; Neat (no solvent);
78%
Diazotization.Behandlung der Diazoniumsulfatloesung mit Jodwasserstoffsaeure;
Multi-step reaction with 2 steps
1: 1) HCl, NaNO2, 2) K2CO3 / 1) H2O, 0 degC, 30 min
2: 72 percent / NaI, sulfonic acid resin (H+ form, Bio-Rad AG 50W-12) / acetonitrile / 0.13 h / 75 °C
View Scheme

C6H4S2O4N(1-)*N2C6H5CH2(1+)

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide In acetonitrile at 20℃; for 0.75h; Substitution;75%
201230-82-2

carbon monoxide

16825-70-0

1-iodyl-2-methylbenzene

A

118-90-1

ortho-methylbenzoic acid

B

615-37-2

ortho-methylphenyl iodide

Conditions
ConditionsYield
With sodium tetrachloropalladate; sodium carbonate In water at 40℃; for 10h; Yields of byproduct given;A 74%
B n/a

2-Iodotoluene Specification

The 2-Iodotoluene, with the CAS registry number 615-37-2, is also known as Benzene, 1-iodo-2-methyl-. It belongs to the product categories of Aromatic Hydrocarbons (substituted) & Derivatives; Halogen Toluene; Iodine Compounds. Its EINECS registry number is 210-422-9. This chemical's molecular formula is C7H7I and molecular weight is 218.03. What's more, both its IUPAC name and systematic name are the same which is called 1-Iodo-2-methylbenzene. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2-Iodotoluene are: (1)ACD/LogP: 3.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.95; (4)ACD/LogD (pH 7.4): 3.95; (5)ACD/BCF (pH 5.5): 591.34; (6)ACD/BCF (pH 7.4): 591.34; (7)ACD/KOC (pH 5.5): 3354.92; (8)ACD/KOC (pH 7.4): 3354.92; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.605; (14)Molar Refractivity: 43.985 cm3; (15)Molar Volume: 127.781 cm3; (16)Polarizability: 17.437×10-24cm3; (17)Surface Tension: 39.591 dyne/cm; (18)Density: 1.706 g/cm3; (19)Flash Point: 90 °C; (20)Enthalpy of Vaporization: 42.953 kJ/mol; (21)Boiling Point: 211.499 °C at 760 mmHg; (22)Vapour Pressure: 0.264 mmHg at 25 °C.

Preparation of 2-Iodotoluene: this chemical can be prepared by methylbenzene. This reaction needs reagents N-iodosuccinimide, FeCl3 and solvent acetonitrile at temperature of 60 °C. The reaction time is 1 hour. The yield is 43 %.

2-Iodotoluene can be prepared by methylbenzene.

Uses of 2-Iodotoluene: it is used to produce other chemicals. For example, it can react with peroxyacetic acid to get 2-diacetoxyiodanyl-toluene. The reaction time is 23 min. The yield is 93 %.

2-Iodotoluene can react with peroxyacetic acid to get 2-diacetoxyiodanyl-toluene.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: Ic1ccccc1C
(2) InChI: InChI=1S/C7H7I/c1-6-4-2-3-5-7(6)8/h2-5H,1H3
(3) InChIKey: RINOYHWVBUKAQE-UHFFFAOYSA-N

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