1-Phenyl-o-carborane

Base Information

• Chemical Name: 1-Phenyl-o-carborane
• CAS No.: 16390-61-7
• Molecular Formula: C8H16 B10
• Molecular Weight: 220.325
• Mol file: 16390-61-7.mol

Synonyms:1,2-Dicarbadodecacarborane(12),1-phenyl- (7CI); 1-Phenyl-1,2-carborane;1-Phenyl-1,2-dicarba-closo-dodecaborane; 1-Phenyl-1,2-dicarba-closo-dodecaborane(12);1-Phenyl-closo-1,2-dicarbadodecaborane(12); 1-Phenyl-o-carborane; NSC 98986;Phenylbarene

Chemical Property of 1-Phenyl-o-carborane

Chemical Property:

• PSA: 0.00000
• LogP: -4.65790

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-o-carborane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Phenyl-o-carborane

There total 35 articles about 1-Phenyl-o-carborane 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: 94.0%

iodobenzene (591-50-4) + 1,2-dicarba-closo-dodecaborane(12) (16872-09-6) → 1-phenyl-1,2-closo-C2B10H11 (16390-61-7)

Guidance literature:

1,2-dicarba-closo-dodecaborane⁽¹²⁾; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

iodobenzene; With nickel dichloride; In toluene; at 100 ℃; for 12h; Reagent/catalyst; Temperature; Inert atmosphere;

DOI:10.1002/anie.201502502

Reference yield: 93.0%

C4H18B10N2 + phenylacetylene (536-74-3) → 1-phenyl-1,2-closo-C2B10H11 (16390-61-7)

Guidance literature:

With silver nitrate; In toluene; at 100 ℃; for 16h; Reagent/catalyst; Temperature; Time; Solvent; Inert atmosphere; Microwave irradiation;

DOI:10.1021/ic400928v

Reference yield: 85.0%

phenylacetylene (536-74-3) → 1-phenyl-1,2-closo-C2B10H11 (16390-61-7)

Guidance literature:

With C₂₁H₃₆AgNOP⁽¹⁺⁾*NO₃^(1-); In toluene; at 40 ℃; for 48h; Reagent/catalyst; Temperature; Time; Inert atmosphere;

DOI:10.1002/anie.201311012

upstream raw materials:

N,N-dimethyl-aniline

phenylacetylene

acetonitrile

Li-1,2-CB₁₀H₁₀CC₆H₅

Downstream raw materials:

boric acid

palladium

1-phenyl 9-chloro 1,2-dicarba-closo-dodecaborane⁽¹²⁾

1-phenyl 12-chloro 1,2-dicarba-closo-dodecaborane⁽¹²⁾

Refernces

• 1、 Zakharkin, L. I.,Zhigareva, G. C.,Ployakov, A. V.,Yanovskii, A. I.,Struchkov, Y. T.. "". . . Retrieved 1987.
• 2、 Lian, Lingxiang,Lin, Caixia,Yu, Yi,Yuan, Yaofeng,Ye, Ke-Yin. "Phosphine oxide-directed palladium-catalyzed B(3)–H arylation of o-carboranes". supporting information. . Retrieved 2020/11/25.
• 3、 Lu, Ju-You,Wan, Hong,Zhang, Jianwei,Wang, Zhixuan,Li, Yang,Du, Yongmei,Li, Chunying,Liu, Zhao-Tie,Liu, Zhong-Wen,Lu, Jian. "Palladium-Catalyzed Direct Cross-Coupling of Carboranyllithium with (Hetero)Aryl Halides". supporting information. p. 17542 - 17546. Retrieved 2016/11/28.