3,6-Di-tert-butyl-9H-carbazole

Base Information

• Chemical Name: 3,6-Di-tert-butyl-9H-carbazole
• CAS No.: 37500-95-1
• Molecular Formula: C20H25 N
• Molecular Weight: 279.425
• Hs Code.: 29339900
• European Community (EC) Number: 679-874-6
• DSSTox Substance ID: DTXSID90573056
• Nikkaji Number: J89.168A
• Wikidata: Q72469997
• Mol file: 37500-95-1.mol

Synonyms:37500-95-1;3,6-Di-tert-butylcarbazole;3,6-Di-tert-butyl-9H-carbazole;3,6-BIS(TERT-BUTYL)CARBAZOLE;3,6-Ditert-butyl-9H-carbazole;MFCD03425849;9H-Carbazole, 3,6-bis(1,1-dimethylethyl)-;3,6-di terbutyl carbazole;C20H25N;3,6-bis(1,1-dimethylethyl)-9H-carbazole;3,6-di-t-butylcarbazole;3,6-di-t-butyl carbazole;SCHEMBL29535;3,6-di-t-butyl-9h-carbazole;DTXSID90573056;3,6-Di-tert-butylcarbazole, 97%;3,6-Di-tert-butylcarbazole, 98%;AKOS015837802;CS-W012281;SB66815;AC-28762;AS-10290;SY010170;D3952;F14992;A852568;doi:10.14272/OYFFSPILVQLRQA-UHFFFAOYSA-N.2

Chemical Property of 3,6-Di-tert-butyl-9H-carbazole

Chemical Property:

• Melting Point: 233-235℃
• Boiling Point: 424.2±14.0 °C(Predicted)
• PKA: 17.70±0.30(Predicted)
• PSA: 15.79000
• Density: 1.037
• LogP: 5.91610
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 279.198699802
• Heavy Atom Count: 21
• Complexity: 336

Purity/Quality:

99% ^*data from raw suppliers

3,6-Di-tert-butylcarbazole >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=C(C=C1)NC3=C2C=C(C=C3)C(C)(C)C
• Uses: 3,6-Di-tert-butylcarbazole is mainly used as a monomeric precursor in the syntheses of new carbazole based materials which consist of ethynylphenyl. These materials include 9-(4-bromophenyl)-3,6-di-tert-butylcarbazol and 2-(4-(2-(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)ethynyl)benzylidene)malononitrile (PBM) which can be further be used in organic light emitting diodes (OLEDs) and optical switching devices.

Technology Process of 3,6-Di-tert-butyl-9H-carbazole

There total 10 articles about 3,6-Di-tert-butyl-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: 95.0%

tertiary butyl chloride (507-20-0) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3,6-di(tert-butyl)-9H-carbazole (37500-95-1)

Guidance literature:

With zinc(II) chloride; In nitromethane; at 20 ℃; for 8h;

DOI:10.1039/c6nj01941b

Reference yield: 90.0%

→ 3,6-di(tert-butyl)-9H-carbazole (37500-95-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 4h; Inert atmosphere;

Reference yield: 87.0%

t-butyl bromide (507-19-7) + 9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3,6-di(tert-butyl)-9H-carbazole (37500-95-1)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/d0nj02954h

upstream raw materials:

tertiary butyl chloride

9H-carbazole

1,3,6,8-tetra-tert-butyl-9H-carbazole

zinc(II) chloride

Downstream raw materials:

9,9-bis[4-(3,6-di-tert-butyl-9-carbazolyl)phenyl]fluorene

4-(3,6-di-tert-butyl-9H-carbazole-9-yl)benzaldehyde

3,6-di-tert-butyl-9-(4-methoxycarbonylphenyl)-9H-carbazole

4-(3,6-bis(tert-butyl)-9H-carbazol-9-yl)-4'-biphenylboronic acid

Refernces

• 1、 Shan, Guo-Gang,Zhu, Dong-Xia,Li, Hai-Bin,Li, Peng,Su, Zhong-Min,Liao, Yi. "Creation of cationic iridium(iii) complexes with aggregation-induced phosphorescent emission (AIPE) properties by increasing rotation groups on carbazole peripheries". . p. 2947 - 2953. Retrieved 2011.
• 2、 Klajn, Jan,Stawski, Wojciech,Chmielewski, Piotr J.,Cybińska, Joanna,Pawlicki, Mi?osz. "A route to a cyclobutane-linked double-looped system: Via a helical macrocycle". . p. 4558 - 4561. Retrieved 2019.
• 3、 Lai, Wen-Yong,He, Qi-Yuan,Chen, Dao-Yong,Huang, Wei. "Synthesis and characterization of starburst 9-phenylcarbazole/triazatruxene hybrids". . p. 986 - 987. Retrieved 2008.
• 4、 Jiang, Wei,Tang, Jinan,Ban, Xinxin,Sun, Yueming,Duan, Lian,Qiu, Yong. "Ideal bipolar host materials with bis-benzimidazole unit for highly efficient solution-processed green electrophosphorescent devices". . p. 5346 - 5349. Retrieved 2014.
• 5、 Kim, Dongho,Kim, Taeyeon,Song, Jianxin,Wang, Kaisheng,Wu, Tongjing,Xu, Ling,Yin, Bangshao,Zhou, Mingbo. "Carbazole-containing porphyrinoid and its oligomers". . p. 11454 - 11457. Retrieved 2019.
• 6、 Ameen, Shahid,Lee, Seul Bee,Yoon, Sung Cheol,Lee, Jaemin,Lee, Changjin. "Diphenylaminocarbazoles by 1,8-functionalization of carbazole: Materials and application to phosphorescent organic light-emitting diodes". . p. 35 - 44. Retrieved 2016.
• 7、 Gudeika, Dalius,Volyniuk, Dmytro,Mimaite, Viktorija,Lytvyn, Roman,Butkute, Rita,Bezvikonnyi, Oleksandr,Buika, Gintaras,Grazulevicius, Juozas V.. "Carbazolyl-substituted quinazolinones as high-triplet-energy materials for phosphorescent organic light emitting diodes". . p. 394 - 405. Retrieved 2017.
• 8、 Sudyoadsuk, Taweesak,Pansay, Sakravee,Morada, Somphob,Rattanawan, Rattanawalee,Namuangruk, Supawadee,Kaewin, Tinnagon,Jungsuttiwong, Siriporn,Promarak, Vinich. "Synthesis and characterization of D-D-π-A-Type organic dyes bearing carbazole-carbazole as a donor moiety (D-D) for efficient dye-sensitized solar cells". . p. 5051 - 5063. Retrieved 2013.
• 9、 Li, Jie,Liao, Xiaoqing,Xu, Huixia,Li, Lu,Zhang, Jie,Wang, Hua,Xu, Bingshe. "Deep-blue thermally activated delayed fluorescence dendrimers with?reduced singlet-triplet energy gap for low roll-off non-doped solution-processed organic light-emitting diodes". . p. 79 - 86. Retrieved 2017.
• 10、 Stalindurai, Kesavan,Gokula Krishnan, Kannan,Nagarajan, Erumaipatty Rajagounder,Ramalingan, Chennan. "Experimental and theoretical studies on new 7-(3,6-di-tert-butyl-9H-carbazol-9-yl)-10-alkyl-10H-phenothiazine-3-carbaldehydes". . p. 633 - 643. Retrieved 2017.