3,6-Dibromo-9-(p-tolyl)-9H-carbazole

Base Information

• Chemical Name: 3,6-Dibromo-9-(p-tolyl)-9H-carbazole
• CAS No.: 357437-74-2
• Molecular Formula: C19H13Br2N
• Molecular Weight: 415.127
• Hs Code.: 2933990090
• European Community (EC) Number: 811-062-0
• DSSTox Substance ID: DTXSID20694788
• Nikkaji Number: J2.194.604D
• Wikidata: Q72464556
• Mol file: 357437-74-2.mol

Synonyms:3,6-Dibromo-9-(p-tolyl)-9H-carbazole;357437-74-2;3,6-DIBROMO-9-(4-METHYLPHENYL)-9H-CARBAZOLE;3,6-DIBROMO-9-(4-METHYLPHENYL)CARBAZOLE;SCHEMBL356742;DTXSID20694788;ZLCMXHALWTYHOY-UHFFFAOYSA-N;AMY22873;MFCD12024282;SB66572;3,6-Dibromo-N-(4-methylphenyl)carbazole;AS-65842;D5001;FT-0742753;T70820;A913620

Chemical Property of 3,6-Dibromo-9-(p-tolyl)-9H-carbazole

Chemical Property:

• Melting Point: 212.0 to 216.0 °C
• PSA: 4.93000
• Density: 1.60
• LogP: 6.61710
• Storage Temp.: 2-8°C
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 414.93943
• Heavy Atom Count: 22
• Complexity: 367

Purity/Quality:

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

3,6-Dibromo-9-(p-tolyl)-9H-carbazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N2C3=C(C=C(C=C3)Br)C4=C2C=CC(=C4)Br

Technology Process of 3,6-Dibromo-9-(p-tolyl)-9H-carbazole

There total 6 articles about 3,6-Dibromo-9-(p-tolyl)-9H-carbazole 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: 88.5%

9-(4-methylphenyl)-9H-carbazole (19264-73-4) → 3,6-dibromo-9-(p-methylphenyl)-9H-carbazole (357437-74-2)

Guidance literature:

With bromine; acetic acid; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield:

4-tolyl iodide (624-31-7) → 3,6-dibromo-9-(p-methylphenyl)-9H-carbazole (357437-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / CuI; KOH; 1,10-phenanthroline / p-xylene / 24 h / Heating

2: 78 percent / N-bromosuccinimide / dimethylformamide / 3 h / 20 °C

With potassium hydroxide; N-Bromosuccinimide; copper(l) iodide; 1,10-Phenanthroline; In para-xylene; N,N-dimethyl-formamide; 1: Ullmann condensation;

DOI:10.1021/ma050693+

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3,6-dibromo-9-(p-methylphenyl)-9H-carbazole (357437-74-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / CuI; KOH; 1,10-phenanthroline / p-xylene / 24 h / Heating

2: 78 percent / N-bromosuccinimide / dimethylformamide / 3 h / 20 °C

With potassium hydroxide; N-Bromosuccinimide; copper(l) iodide; 1,10-Phenanthroline; In para-xylene; N,N-dimethyl-formamide; 1: Ullmann condensation;

DOI:10.1021/ma050693+

upstream raw materials:

9-(4-methylphenyl)-9H-carbazole

4-tolyl iodide

9H-carbazole

para-bromotoluene

Downstream raw materials:

3,6-dibromo-9-(4-vinyl-phenyl)-9H-carbazole

3,6-bis-(4-tert-butyl-phenyl)-9-(4-vinyl-phenyl)-9H-carbazole

2-(2-bromophenyl)-1-phenyl-1H-benzo[d]imidazole

(2-(benzo[d]oxazol-2-yl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 -. "An electronic transmission material and its preparation and device". Paragraph 0041; 0044. . Retrieved 2017/10/14.
• 2、 -. "DICARBAZOLE AROMATIC AMINE POLYMERS AND ELECTRONIC DEVICES". . . Retrieved 2009/04/24.