85531-02-8

Basic information

• Product Name: 5-(broMoMethyl)undecane
• Synonyms: 5-(broMoMethyl)undecane
• CAS NO: 85531-02-8
• Molecular Formula: C₁₂H₂₅Br
• Molecular Weight: 249.2309
• Mol File: 85531-02-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 271.6±8.0 °C(Predicted)
• Appearance: /
• Density: 1.037±0.06 g/cm3(Predicted)
• Refractive Index: 1.46
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 5-(broMoMethyl)undecane(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(broMoMethyl)undecane(85531-02-8)
• EPA Substance Registry System: 5-(broMoMethyl)undecane(85531-02-8)

Safety Data

• Hazardous Substances Data: 85531-02-8(Hazardous Substances Data)

Usage

Description

5-(Bromomethyl)undecane is an organic compound characterized by a bromine atom attached to a methyl group, which is in turn connected to an undecane chain. This unique structure makes it a versatile building block in organic synthesis and a valuable reagent in various chemical reactions.

Uses

Used in the Synthesis of Alkyl Triazole Glycosides (ATGs):
5-(Bromomethyl)undecane is used as a reagent in the synthesis of alkyl triazole glycosides (ATGs), a new class of bio-related surfactants. These surfactants exhibit unique properties, such as improved biodegradability and reduced environmental impact, making them suitable for use in various industries, including pharmaceuticals, cosmetics, and agriculture.
In the Pharmaceutical Industry:
5-(Bromomethyl)undecane is used as a key intermediate in the synthesis of pharmaceutical compounds, particularly those involving the formation of triazole rings. The triazole moiety is a common structural element in many bioactive molecules, and its synthesis using 5-(Bromomethyl)undecane can lead to the development of new drugs with improved therapeutic properties.
In the Cosmetics Industry:
5-(Bromomethyl)undecane is used as a reagent in the synthesis of novel surfactants for use in cosmetics. These surfactants can improve the solubility, stability, and efficacy of cosmetic formulations, leading to better performance and a more sustainable environmental footprint.
In the Agriculture Industry:
5-(Bromomethyl)undecane is used in the development of new agrochemicals, such as herbicides, insecticides, and fungicides. The synthesis of these compounds using 5-(Bromomethyl)undecane can result in more effective and environmentally friendly products, contributing to sustainable agriculture practices.
In the Fine Chemicals Industry:
5-(Bromomethyl)undecane is used as a building block in the synthesis of fine chemicals, such as fragrances, dyes, and specialty polymers. Its unique structure allows for the creation of novel compounds with specific properties, expanding the range of applications in various industries.

Upstream product

• 3913-02-8 2-(n-butyl)octanol 
• 53692-86-7 methyl 2-butyloctanoate 
• 111-25-1 1-bromo-hexane 
• 122459-92-1 Hexylmalonsaeure-dimethylester 

Downstream Products

• 1155861-33-8 4-((2-butyloctyl)oxy)benzaldehyde 
• 1155861-38-3 methyl 4-(2-butyloctoxy)benzoate 
• 1283099-24-0 4,7-dibromo-2-(2-butyloctyl)-5,6-difluoro-2H-benzo[d][1,2,3]triazole 
• 1271439-08-7 2,6-bis(trimethyltin)-4,8-di(2-butyl)octyloxybenzo[1,2-b;3,4-b′]-dithiophene 
• 1443120-32-8 4,8-bis(5-(2-butyloctyl)thiophen-2-yl)benzo[1,2-b:4,5-b']dithiophene 
• 1638802-04-6 3-(2-butyloctyl)thiophene 
• 217655-07-7 2-butyloctan-1-amine 

Relevant articles and documents

Extending π-conjugation system with benzene: An effective method to improve the properties of benzodithiophene-based polymer for highly efficient organic solar cells

To obtain a polymer based on benzodithiophene (BDT) owning both a largely extended π-conjugation system and a low-lying highest occupied molecular orbital (HOMO), a polymer (PBDTBzT-DTffBT) containing benzothienyl-substituted BDT is designed and synthesized. Compared with the polymer (PBDTT-DTffBT) based on thienyl-substituted BDT, PBDTBzT-DTffBT exhibits better thermal stabilities, red-shifted absorption spectra, and stronger intermolecular interactions. The HOMO and lowest unoccupied molecular orbital (LUMO) in PBDTBzT-DTffBT are decreased by 0.11 and 0.13 eV, respectively, which should be attributed to the contribution of the electron-withdrawing group benzene. Polymer solar cells (PSCs) based on PBDTBzT-DTffBT and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) exhibit a maximum power conversion efficiency (PCE) of 7.30% with a large open-circuit voltage of 0.90 V under AM 1.5G illumination (100 mW/cm2). The PCE is 36% higher than that of the PSCs derived from PBDTT-DTffBT. These findings provide a new approach to design high-performance conjugated polymers for efficient solution-processed PSCs.

Naphthalimide end-capped diphenylacetylene a versatile organic semiconductor for blue light emitting diodes and a donor or an acceptor for solar cells

A novel compound 6,6′-(ethyne-1,2-diylbis(4,1-phenylene))bis(2-(2-butyloctyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione) (NAI-PVP-NAI) based on an end capping group 1,8-naphthalimide and central building block diphenylacetylene was designed and synthesized b

9-Fluorenone and 9,10-anthraquinone potential fused aromatic building blocks to synthesize electron acceptors for organic solar cells

In this work, for the first time we used two novel fused aromatic conjugated electron withdrawing moieties 9-fluorenone and 9,10-anthraquinone, respectively, to design two non-fullerene acceptors and evaluated their viability in solution-processable organic solar cells (OSCs). 9-Fluorenone and 9,10-anthraquinone were used as core electron withdrawing blocks in combination with another common strong electron accepting diketopyrrolopyrrole (DPP) end-capping group. The compounds 6,6′-(5,5′-(9-oxo-9H-fluorene-2,7-diyl)bis(thiophene-5,2-diyl))bis(2,5-bis(2-butyloctyl)-3-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione) (DPP-FN-DPP) and 6,6′-(5,5′-(9,10-dioxo-9,10-dihydroanthracene-2,6-diyl)bis(thiophene-5,2-diyl))bis(2,5-bis(2-butyloctyl)-3-(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione) (DPP-ANQ-DPP) were synthesized via a Suzuki coupling reaction and characterized completely. The new acceptors exhibit good solubility in common organic solvents and good thermal stability with 5% weight loss above 360 °C. DPP-FN-DPP and DPP-ANQ-DPP possess a broad absorption band at 300-700 nm with optical band-gaps of 1.75 and 1.71 eV, respectively. The use of different core acceptor building blocks resulted in a difference in LUMO and HOMO energy levels. Inverted OSC devices employing P3HT as the donor polymer and DPP-FN-DPP and DPP-ANQ-DPP as acceptors yielded quite high open-circuit voltages (VOC) of 0.85-0.98 V, benefiting from the relatively low-lying LUMO energy levels of the two acceptors. Among both, OSC devices based on DPP-FN-DPP as acceptor exhibits the highest performance with a VOC of 0.97 V, a short-circuit current density (JSC) of 3.2 mA cm-2, a fill factor (FF) of 37%, and an overall power conversion efficiency of 1.2%.