18908-66-2

Basic information

• Product Name: 2-Ethylhexyl bromide
• Synonyms: 3-(bromomethyl)-heptan;Hexane, 1-bromo-2-ethyl;OCTYL BROMIDE;ISO-OCTYL BROMIDE;DL-1-BROMO-2-ETHYLHEXANE;BROMO ISOOCTANE;1-BROMO ISO OCTANE;1-BROMO-2-ETHYLHEXANE
• CAS NO: 18908-66-2
• Molecular Formula: C₈H₁₇Br
• Molecular Weight: 193.12
• EINECS: 242-659-9
• Product Categories: OPV,OLED
• Mol File: 18908-66-2.mol

Chemical Properties

• Melting Point: -55°C (estimate)
• Boiling Point: 75-77 °C16 mm Hg(lit.)
• Flash Point: 157 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.086 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.739mmHg at 25°C
• Refractive Index: n20/D 1.4538(lit.)
• Storage Temp.: 0-6°C
• Solubility: Chloroform, Ethyl Acetate
• Water Solubility: insoluble
• BRN: 1098313
• CAS DataBase Reference: 2-Ethylhexyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethylhexyl bromide(18908-66-2)
• EPA Substance Registry System: 2-Ethylhexyl bromide(18908-66-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 18908-66-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Ethylhexyl bromide is used as a synthetic building block in the chemical industry for the introduction of the 2-ethylhexyl group into various organic compounds. This group is important for enhancing the solubility and stability of the resulting products.
Used in Disinfectant Production:
In the healthcare and sanitation industry, 2-Ethylhexyl bromide is used in the preparation of disinfectants. Its ability to kill or inactivate harmful microorganisms makes it a valuable component in the formulation of effective disinfecting agents.
Used in Pharmaceutical Industry:
2-Ethylhexyl bromide is also utilized in the pharmaceutical industry for the synthesis of various drugs. Its unique chemical structure allows for the development of new medications with improved properties, such as enhanced bioavailability and targeted drug delivery.
Used in the Synthesis of Photovoltaic Materials:
In the renewable energy sector, 2-Ethylhexyl bromide is used in the synthesis of methoxy-4-(2-ethylhexyloxy)benzene photovoltaic conjugated polymer, which has a benzo[1,2-b:4,5-b']difuran building block. This polymer is crucial for the development of efficient solar cells and other photovoltaic applications.
Used in the Synthesis of Other Chemical Compounds:
2-Ethylhexyl bromide is also used in the synthesis of various chemical compounds, such as 1-bromo-4-(2'-ethylhexyloxy)benzene, which can be further utilized in different industries for various purposes.

InChI:InChI=1/C8H17Br/c1-3-5-6-8(4-2)7-9/h8H,3-7H2,1-2H3

Upstream product

• 104-76-7 2-Ethylhexyl alcohol 
• 123-05-7 d,l-2-ethylhexanal 
• 92885-97-7 2-ethylhexyl methanesulfonate 
• 50373-29-0 (R)-2-ethylhexanol 
• 142-62-1 hexanoic acid 
• 359862-14-9 (R)-(-)-4-benzyl-3-hexanoyloxazolidin-2-one 
• 104-76-7 (-)-2-ethyl-hexan-1-ol 

Downstream Products

• 6292-07-5 diethyl-(2-ethyl-hexyl)-amine 
• 16493-80-4 4-ethyloctanoic acid 
• 24306-19-2 diethyl 2-(2-ethylhexyl)malonate 
• 2571-05-3 (+/-)-3-Ethyl-heptanonitril 
• 1653-16-3 3-(iodomethyl)heptane 
• 7341-17-5 2-ethylhexane-1-thiol 
• 1632-16-2 2-ethyl-1-hexene 
• 61993-95-1 2-(2-ethyl-hexylamino)-ethanol 
• 19734-51-1 N-methyl-2-ethylhexanamine 
• 39168-98-4 Methyl-bis-<2-aethyl-hexylamin> 
• 3525-25-5 3-ethyl-heptan-1-ol 
• 54894-35-8 3-ethoxymethyl-heptane 
• 924-26-5 2-<2-Ethyl-hexyl-(1)-amino>-ethanthioschwefelsaeure 
• 103-09-3 2-ethylhexyl acetate 

Relevant articles and documents

The Influence of Solubilizing Chain Stereochemistry on Small Molecule Photovoltaics

Three stereochemically pure isomers and two isomeric mixtures of a solution-processable diketopyrrolopyrrole-containing oligothiophene (SMDPPEH) have been used to study the effect of 2-ethylhexyl solubilizing group stereochemistry on the film morphology and bulk heterojunction (BHJ) solar cell characteristics of small molecule organic photovoltaics. The different SMDPPEH stereoisomer compositions exhibit nearly identical optoelectronic properties in the molecularly dissolved state, as well as in amorphous films blended with PCBM. However, for films in which SMDPPEH crystallization is induced by thermal annealing, significant differences in molecular packing between the different stereoisomer formulations are observed. These differences are borne out in photovoltaic device characteristics for which unannealed devices show very similar behavior, while after annealing the RR- and SS-SMDPPEH enantiomers show blue-shifted peak EQE relative to the SMDPPEH isomer mixtures. Unannealed devices made from the most crystalline stereoisomer, meso RS-SMDPPEH, are not completely amorphous, and show improved photocurrent generation as a result. Unlike the other compounds, after thermal annealing the RS-SMDPPEH devices show reduced device performance. The results reveal that the chirality of commonly used 2-ethylhexyl solubilizing chains can have a significant effect on the morphology, absorption, and optimum processing conditions of small molecule organic thin films used as photovoltaic device active layers.

Synthesis of Phosphonic Acid Ligands for Nanocrystal Surface Functionalization and Solution Processed Memristors

Here, we synthesized 2-ethylhexyl, 2-hexyldecyl, 2-[2-(2-methoxyethoxy)ethoxy]ethyl, oleyl, and n-octadecyl phosphonic acid and used them to functionalize CdSe and HfO2 nanocrystals. In contrast to branched carboxylic acids, postsynthetic surface functionalization of CdSe and HfO2 nanocrystals was readily achieved with branched phosphonic acids. Phosphonic acid capped HfO2 nanocrystals were subsequently evaluated as memristors using conductive atomic force microscopy. We found that 2-ethylhexyl phosphonic acid is a superior ligand, combining a high colloidal stability with a compact ligand shell that results in a record-low operating voltage that is promising for application in flexible electronics.

A method for preparing different Xin thiol (by machine translation)

The present invention relates to the field of fine chemicals, in particular relates to a process for preparing thiols different Xin, it adopts isooctanol, hexabromo, DMAP catalyst, thiourea, polyesters sodium solution, such as sulfuric acid the original supplementary material to brominated, condensation, hydrolysis reaction, after the reaction, then drying and rectification to get different Xin thiol finished product. The preparation method is simple, few steps, yield as high as 94.16%, and in the bromination reaction not introduced in phosphorus and bromine from participating in the reaction reduces the security risk coefficient. (by machine translation)

Tribromoisocyanuric acid/triphenylphosphine: A new system for conversion of alcohols into alkyl bromides

An efficient and facile method has been developed for the conversion of alcohols into alkyl bromides under neutral conditions using tribromoisocyanuric acid and triphenylphosphine (molar ratio 1.0:0.7:2.0, alcohol/ tribromoisocyanuric acid/triphenylphosphine) in dichloromethane at room temperature. This method can be applied for the conversion of primary, secondary, benzylic and allylic alcohols, and their corresponding bromides are obtained in 67-82 percent yield. Tertiary alcohols do not react under these conditions.

Efficient procedures to prepare primary and secondary alkyl halides from alkanols via the corresponding sulfonates under mild conditions

The study presented herein shows that sulfonate/halide exchange can be advantageously performed in THF to avoid several side reactions such as elimination and epimerization when the reaction is performed from a chiral alkyl sulfonate or a substrate having a C-H acidic chiral center. The main limitation of this procedure was found to be the conversion of secondary alkyl sulfonates to alkyl chlorides. In this case, the addition of a catalytic amount of manganese chloride clearly accelerates the rate and the efficiency of the reaction. Copyright

Scavenger assisted combinatorial process for preparing libraries of tertiary amine compounds

This invention relates to a novel solution phase process for the preparation of tertiary amine combinatorial libraries. These libraries have utility for drug discovery and are used to form wellplate components of novel assay kits.

Pheromones, 89.- Wittig Syntheses of Alkyl-Branched and Cyclic Analogs of (Z)-5-Decenyl Acetate, the Sex Pheromone of Agrotis segetum (Lepitoptera: Noctuidae)

By means of (Z)-selective Wittig olefination alkyl-branched and cyclic analogs of (Z)-5-decenyl acetate, the sex pheromone of the turnip moth, Agrotis segetum (Lepidoptera: Noctuidae), have been synthesized. Key Words: Pheromones / (Z)-5-decenyl acetate / Wittig reactions / Agrotis segetum

SELECTIVE HYDROBROMINATION OF BRANCHED ALCOHOLS USING PHASE TRANSFER CATALYSIS

In the presence of quaternary ammonium phase transfer catalysts hydrobromination of branched alcohols proceed via selective SN2 mechanism practically without rearrangements.