9-(BroMoMethyl)nonadecane

Base Information

• Chemical Name: 9-(BroMoMethyl)nonadecane
• CAS No.: 69620-20-8
• Molecular Formula: C20H41Br
• Molecular Weight: 361.45
• Hs Code.: 2903691990
• Mol file: 69620-20-8.mol

Synonyms:9-(BroMoMethyl)nonadecane;1-bromo-2-octyldodecane

Chemical Property of 9-(BroMoMethyl)nonadecane

Chemical Property:

• Melting Point: -5 °C
• Refractive Index: 1.4620 to 1.4660
• Boiling Point: 195°C/0.4mmHg(lit.)
• PSA: 0.00000
• Density: 0.971±0.06 g/cm3(Predicted)
• LogP: 8.27890
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Ethyl Acetate (Slightly)

Purity/Quality:

99%+ ^*data from raw suppliers

9-(Bromomethyl)nonadecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 9-(Bromomethyl)-Nonadecane can be used in fused structures of the donor-acceptor-type conjugated polymer backbones. These polymers can be multifunctional materials and used in electrochromic and photovoltaic applications.

Technology Process of 9-(BroMoMethyl)nonadecane

There total 5 articles about 9-(BroMoMethyl)nonadecane 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: 99.0%

2-octyldodecan-1-ol (5333-42-6,8039-11-0) → 9-(bromomethyl)nonadecane (69620-20-8)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/c7tc02528a

Reference yield:

2-decylmalonic acid dimethyl ester → 9-(bromomethyl)nonadecane (69620-20-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium methylate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Large scale

1.2: 2 h / 120 °C / Large scale

2.1: lithium chloride / N,N-dimethyl-formamide; water / 24 h / 160 °C / Large scale

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

4.1: 1H-imidazole; triphenylphosphine; carbon tetrabromide / dichloromethane / 3 h / 20 °C / Cooling with ice

With 1H-imidazole; lithium aluminium tetrahydride; carbon tetrabromide; sodium methylate; triphenylphosphine; lithium chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

2-octyl-2-decylmalonic acid dimethyl ester → 9-(bromomethyl)nonadecane (69620-20-8)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium chloride / N,N-dimethyl-formamide; water / 24 h / 160 °C / Large scale

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice

3: 1H-imidazole; triphenylphosphine; carbon tetrabromide / dichloromethane / 3 h / 20 °C / Cooling with ice

With 1H-imidazole; lithium aluminium tetrahydride; carbon tetrabromide; triphenylphosphine; lithium chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

2-octyldodecan-1-ol

1-bromo dodecane

Downstream raw materials:

9-methyl nonadecane

1,4-dibromo-2,5-di-(2-octyldodecyl)-hydroxybenzene

3-octyl-1-tridecyl iodide

3-(2-octyldodecyl)thiophene

Refernces

• 1、 Wang, Xiaochen,Gao, Chen,Wang, Kai,Fan, Xi,Wang, Haiqiao,Li, Xiaoyu,Zhang, Zhi-Guo,Li, Yongfang. "Synthesis and electronic energy-level regulation of imide-fused poly(thienylene vinylene) derivatives". . p. 4975 - 4982. Retrieved 2013.
• 2、 Prentice, Giles M.,Pascu, Sofia I.,Filip, Sorin V.,West, Kevin R.,Panto?, G. Dan. "Aromatic donor-acceptor interactions in non-polar environments". . p. 8265 - 8268. Retrieved 2015.
• 3、 Kirres, Jochen,Knecht, Friederike,Seubert, Philipp,Baro, Angelika,Laschat, Sabine. "δ-Methyl Branching in the Side Chain Makes the Difference: Access to Room-Temperature Discotics". . p. 1159 - 1165. Retrieved 2016.
• 4、 Nakamura, Yuichi,Matsumoto, Takeshi,Sakazume, Yasutaka,Murata, Junnosuke,Chang, Ho-Chol. "Tuning the Mesomorphism and Redox Response of Anionic-Ligand-Based Mixed-Valent Nickel(II) Complexes by Alkyl-Substituted Quaternary Ammonium Cations". . p. 7398 - 7409. Retrieved 2018.
• 5、 Keshtov,Osipov,Topchiy,Zotova,Konstantinov,Krayushkin,Kuklin,Khokhlov. "Synthesis of new symmetrical carbazole- and fluorene-containing α-diketones". . p. 215 - 220. Retrieved 2015.
• 6、 Chang, Ho-Chol,Shiozaki, Tomoki,Kamata, Akiko,Kishida, Keisuke,Ohmori, Takeshi,Kiriya, Daisuke,Yamauchi, Takae,Furukawa, Hirotaka,Kitagawa, Susumu. "A redox-active columnar metallomesogen and its cyclic voltammetric responses". . p. 4136 - 4138. Retrieved 2007.
• 7、 Alsufyani, Maryam,Bristow, Helen,Chen, Hu,Chen, Xingxing,Fabiano, Simone,Hallani, Rawad K.,Ji, Xudong,McCulloch, Iain,Paulsen, Bryan D.,Rivnay, Jonathan,Sirringhaus, Henning,Wang, Suhao,Xiao, Mingfei,Xu, Kai. "The effect of aromatic ring size in electron deficient semiconducting polymers for n-type organic thermoelectrics". supporting information. p. 15150 - 15157. Retrieved 2020/11/23.
• 8、 -. "Preparation method and application of bifurcated halogenated alkyl chain compounds". Paragraph 0108; 0109; 0110; 0111. . Retrieved 2018/11/26.