3-BROMO-4-IODOTOLUENE

Base Information

• Chemical Name: 3-BROMO-4-IODOTOLUENE
• CAS No.: 71838-16-9
• Molecular Formula: C7H6BrI
• Molecular Weight: 296.933
• Hs Code.: 29039990
• Mol file: 71838-16-9.mol

Synonyms:Toluene,3-bromo-4-iodo- (6CI);2-Bromo-1-iodo-4-methylbenzene;3-Bromo-4-iodotoluene;

Chemical Property of 3-BROMO-4-IODOTOLUENE

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Melting Point: 265-267 °C
• Refractive Index: 1.636
• Boiling Point: 266.7 °C at 760 mmHg
• Flash Point: 115.1 °C
• PSA: 0.00000
• Density: 2.062 g/cm³
• LogP: 3.36210
• Storage Temp.: Refrigerated.

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromo-4-iodotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Bromo-4-iodotoluene, is an intermediate for the synthesis of more complex compounds. It is used for the copper-catalyzed synthesis of 2-Arylbenzoxazoles.

Technology Process of 3-BROMO-4-IODOTOLUENE

There total 6 articles about 3-BROMO-4-IODOTOLUENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2-bromo-p-toluidine (583-68-6) → 3-bromo-4-iodotoluene (71838-16-9)

Guidance literature:

2-bromo-p-toluidine; With hydrogenchloride; sodium nitrite; In water; acetonitrile; at 0 - 5 ℃; for 0.5h;

With potassium iodide; In water; acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2012.07.093

Reference yield: 79.7%

→ 3-bromo-4-iodotoluene (71838-16-9)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; acetonitrile; at -10 ℃; for 0.5h;

In water; for 2h;

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 3-bromo-4-iodotoluene (71838-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 18.5 h / 0 - 20 °C / Darkness

2.1: hydrogenchloride; sodium nitrite / acetonitrile; water / 0.5 h / 0 - 5 °C

2.2: 20 °C

With hydrogenchloride; N-Bromosuccinimide; sodium nitrite; In water; N,N-dimethyl-formamide; acetonitrile; 2.1: |Sandmeyer Reaction / 2.2: |Sandmeyer Reaction;

DOI:10.1016/j.tetlet.2012.07.093

upstream raw materials:

meta-bromotoluene

2-bromo-p-toluidine

chloroform

iodine

Downstream raw materials:

3,4-bis-diethylarsino-toluene

(4,4'-dimethyl-1,1'-biphenyl)

2,6,11-trimethyltriphenylene

2,7-dimethyl-9H-fluoren-9-one

Refernces

• 1、 Ikeuchi, Takaya,Inuki, Shinsuke,Oishi, Shinya,Ohno, Hiroaki. "Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes". supporting information. p. 7792 - 7796. Retrieved 2019/05/15.
• 2、 Matsuda, Takanori,Kato, Kotaro,Goya, Tsuyoshi,Shimada, Shingo,Murakami, Masahiro. "Ruthenium-Catalyzed Cycloisomerization of 2,2′-Diethynyl- biphenyls Involving Cleavage of a Carbon-Carbon Triple Bond". supporting information. p. 1941 - 1943. Retrieved 2016/02/14.