Cas no 18908-66-2 (2-Ethylhexyl bromide)
2-Ethylhexyl bromide Chemical and Physical Properties
Names and Identifiers
-
- 1-Bromo-2-ethylhexane
- 2-Ethylhexyl bromide
- 3-(Bromomethyl)heptane
- 1-Bromo-2,2,4-trimethylpentane
- 1-Bromoisooctane
- Isooctylbromide
- Iso-Octyl Bromide
- 2-ethyl-1-bromo-hexane
- 2-Ethylhexyl broMide(stabilized with potassiuM carbonate)
- 2-ethyl-hexyl-1-bromide
- Octyl Bromide
- BROMO ISOOCTANE
- Ethylhexyl broMid
- 3-(bromomethyl)-heptan
- Hexane, 1-bromo-2-ethyl
- 1-BROMO ISO OCTANE
- 2-Ethylhexyl bromide, contains 1% potassium carbonate as stabilizer, 95%
- MFCD00000220
- Heptane, 3-(bromomethyl)-
- EINECS 242-659-9
- AC-33761
- F0001-0679
- LS-13525
- (+/-)-3-BROMOMETHYLHEPTANE
- J-509328
- 2-Ethylhexylbromide
- 2-Ethyl-1-hexyl bromide
- 1398065-97-8
- 2-Ethyl-bromohexane
- 1-bromo-2 ethylhexane
- AKOS009031117
- 3-(bromo-methyl)-heptane
- J-802082
- 2-ETHYLHEXYL BROMIDE(STABILIZED WITH 1% K2CO3)
- FT-0607457
- 2-Ethylhexylbromide, stabilized with potassium carbonate
- N280JW4C4W
- NS00052593
- DTXSID80885074
- 3-bromomethyl-heptane
- 3-bromomethylheptane
- EN300-21276
- Q27894464
- 1-bromo-2-ethyl hexane
- B0596
- 1-Bromo-2-ethylhexane-d17
- 18908-66-2
- CS-W004392
- 3-(bromomethyl)-heptane
- D77662
- UNII-N280JW4C4W
- SCHEMBL80340
- DB-008814
- 2-Ethyl-1-hexyl Bromide; 2-Ethylhexyl Bromide; 3-(Bromomethyl)heptane
- DB-019909
- 3(Bromomethyl)heptane
- Heptane, 3(bromomethyl)
- 1Bromo2ethylhexane
- 2-Ethylhexylhydrobromide
- DTXCID101024478
- 242-659-9
-
- MDL: MFCD00000220
- Inchi: 1S/C8H17Br/c1-3-5-6-8(4-2)7-9/h8H,3-7H2,1-2H3
- InChI Key: NZWIYPLSXWYKLH-UHFFFAOYSA-N
- SMILES: BrCC(CC)CCCC
- BRN: 1098313
Computed Properties
- Exact Mass: 192.05100
- Monoisotopic Mass: 192.051
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 0
- Heavy Atom Count: 9
- Rotatable Bond Count: 5
- Complexity: 52.5
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 1
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 0A^2
Experimental Properties
- Color/Form: Colorless oily liquid.
- Density: 1.086?g/mL?at 25?°C(lit.)
- Melting Point: -55°C (estimate)
- Boiling Point: 156°C(lit.)
- Flash Point: Fahrenheit: 156.2 ° f
Celsius: 69 ° c - Refractive Index: n20/D 1.4538(lit.)
- Water Partition Coefficient: Insoluble
- PSA: 0.00000
- LogP: 3.59770
- Sensitiveness: Sensitive to light
- Solubility: Immiscible with water
- Vapor Pressure: 0.7±0.4 mmHg at 25°C
2-Ethylhexyl bromide Security Information
-
Symbol:
- Prompt:warning
- Signal Word:Warning
- Hazard Statement: H315,H319,H335
- Warning Statement: P261,P305+P351+P338
- WGK Germany:3
- Hazard Category Code: 36/37/38
- Safety Instruction: S26-S36/37/39-S37/39
-
Hazardous Material Identification:
- TSCA:Yes
- Storage Condition:2-8°C
- Risk Phrases:R36/37/38
- Safety Term:S26;S37/39
2-Ethylhexyl bromide Customs Data
- HS CODE:29033036
- Customs Data:
China Customs Code:
2903399090Overview:
2903399090. Fluorination of other acyclic hydrocarbons\Brominated or iodinated derivatives. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:5.5%. general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
2903399090. brominated,fluorinated or iodinated derivatives of acyclic hydrocarbons. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%
2-Ethylhexyl bromide Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B0596-100ml |
2-Ethylhexyl bromide |
18908-66-2 | 97.0%(GC) | 100ml |
¥505.0 | 2022-05-30 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B0596-25ml |
2-Ethylhexyl bromide |
18908-66-2 | 97.0%(GC) | 25ml |
¥235.0 | 2022-05-30 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | B0596-500ml |
2-Ethylhexyl bromide |
18908-66-2 | 97.0%(GC) | 500ml |
¥1580.0 | 2022-05-30 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | E026R-500g |
2-Ethylhexyl bromide |
18908-66-2 | 98% | 500g |
¥224.0 | 2022-05-30 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | E026R-25g |
2-Ethylhexyl bromide |
18908-66-2 | 98% | 25g |
¥40.0 | 2022-05-30 | |
| SHANG HAI XIAN DING Biotechnology Co., Ltd. | E026R-100g |
2-Ethylhexyl bromide |
18908-66-2 | 98% | 100g |
¥75.0 | 2022-05-30 | |
| Fluorochem | 023235-25ml |
2-Ethylhexylbromide |
18908-66-2 | >97.0%(GC) | 25ml |
£20.00 | 2022-03-01 | |
| Fluorochem | 023235-100ml |
2-Ethylhexylbromide |
18908-66-2 | >97.0%(GC) | 100ml |
£40.00 | 2022-03-01 | |
| Fluorochem | 023235-500ml |
2-Ethylhexylbromide |
18908-66-2 | >97.0%(GC) | 500ml |
£118.00 | 2022-03-01 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | E110127-25g |
2-Ethylhexyl bromide |
18908-66-2 | 99%,1% K2CO3 | 25g |
¥29.90 | 2023-09-03 |
2-Ethylhexyl bromide Suppliers
2-Ethylhexyl bromide Related Literature
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Bibi Amna,Humaira Masood Siddiqi,Abbas Hassan,Turan Ozturk RSC Adv. 2020 10 4322
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Long Yang,Yuyan Yu,Yulong Gong,Jiarong Li,Feijie Ge,Long Jiang,Fang Gao,Yi Dan Polym. Chem. 2015 6 7005
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3. Triggering DRAM/SRAM memory behaviors by single atom substitution to alter the molecular planarityHaiyan Hu,Jinghui He,Hao Zhuang,Erbo Shi,Hua Li,Najun Li,Dongyun Chen,Qingfeng Xu,Jianmei Lu,Lihua Wang J. Mater. Chem. C 2015 3 8605
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Zhongwei Liu,Kai Zhang,Qikun Sun,Zhenzhen Zhang,Liangliang Tang,Shanfeng Xue,Dongmei Chen,Haichang Zhang,Wenjun Yang J. Mater. Chem. C 2018 6 1377
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Matthias Lehmann,Stefan Maisch,Nikolai Scheuring,José Carvalho,Carlos Cruz,Pedro J. Sebasti?o,Ronald Y. Dong Soft Matter 2019 15 8496
Additional information on 2-Ethylhexyl bromide
Applications and Advancements of 2-Ethylhexyl Bromide (CAS No. 18908-66-2) in Chemical and Pharmaceutical Industries
2-Ethylhexyl bromide, a branched-chain alkyl halide with the chemical formula C8H17Br, has emerged as a critical intermediate in synthetic chemistry due to its unique reactivity profile and structural versatility. This compound, identified by CAS No. 18908-66-2, features a primary bromine atom attached to an eight-carbon chain with a methyl branch at the second carbon position. Its amphiphilic nature, combining hydrophobic alkyl chains with polar halogen substituents, enables diverse applications across multiple disciplines. Recent advancements in click chemistry and bioconjugation strategies have highlighted its potential as a bioorthogonal reagent for targeted drug delivery systems, leveraging its ability to undergo selective reactions under physiological conditions without interfering with biological processes.
In pharmaceutical development, 2-Ethylhexyl bromide serves as a key precursor for synthesizing prodrugs that enhance bioavailability through controlled hydrolysis mechanisms. A 2023 study published in Nature Communications demonstrated its utility in forming ester linkages with hydrophilic drug carriers, enabling sustained release profiles when conjugated with anti-inflammatory agents. Researchers at the University of Cambridge reported that when used as an alkylating agent in peptide modification protocols, this compound achieved 95% reaction efficiency while maintaining structural integrity of the biomolecules—a significant improvement over traditional reagents such as benzyl bromide.
The compound's role in polymer science has expanded through novel applications in the synthesis of advanced polyurethane materials. Collaborative research between MIT and BASF revealed that incorporating CAS No. 18908-66-2-derived monomers into polyurethane formulations improves thermal stability by up to 40°C compared to conventional systems. This discovery stems from the unique steric hindrance provided by the ethylhexyl group, which optimizes crosslinking dynamics during polymerization processes without compromising mechanical properties.
In analytical chemistry, 2-Ethylhexyl bromide has gained prominence as a calibration standard for GC-MS analysis of environmental pollutants. A groundbreaking 2024 paper from ETH Zurich introduced a new derivatization protocol using this compound to quantify trace levels of phthalate esters in water samples, achieving detection limits below 5 ppb through optimized thermal desorption parameters. Its volatility profile makes it ideal for these applications while maintaining compatibility with standard chromatographic systems.
Bioconjugation studies have further revealed its potential in antibody-drug conjugate (ADC) technology. Scientists at Genentech recently employed it as a linking moiety between monoclonal antibodies and cytotoxic payloads, demonstrating improved payload stability during circulation while maintaining efficient cleavage upon cellular internalization. The ethyloctane chain provides optimal flexibility for antibody conformation while the bromine group enables precise thiol-based coupling reactions under mild conditions.
Synthetic methodologies involving CAS No. 18908-66-2 have undergone significant optimization through continuous flow chemistry systems. A 2023 publication from Stanford University detailed a microfluidic reactor configuration that achieved >99% purity yields with reduced energy consumption compared to traditional batch processes. The reaction kinetics were enhanced by precisely controlling temperature gradients during the nucleophilic substitution steps involving ethanolamine derivatives.
In material science applications, this compound is now being utilized in the development of stimuli-responsive polymers for biomedical uses such as drug encapsulation systems. Researchers at Tokyo Institute of Technology created pH-sensitive hydrogels using N,N'-diethylhexyldiimidazolium salts derived from this reagent, showing reversible swelling behavior between pH 5 and pH 7 environments—critical for targeted gastrointestinal drug delivery systems requiring site-specific activation.
New insights into its photochemical properties have opened avenues for use in light-triggered release mechanisms according to recent work from Max Planck Institute for Colloids and Interfaces (MPIKG). When incorporated into azo-dye conjugates at concentrations below 1 wt%, it enabled visible-light mediated cleavage reactions with quantum yields exceeding 0.7 under physiological conditions—a breakthrough for photodynamic therapy applications where controlled release is essential.
Safety handling protocols now emphasize solvent-free reaction systems following studies on its vapor pressure characteristics published in Angewandte Chemie International Edition. Modern synthesis practices utilize solid-phase extraction techniques to minimize exposure risks during purification steps while maintaining high product yields through mechanochemical activation methods reported by teams at RWTH Aachen University.
Cross-disciplinary research continues to explore its role in lipid nanoparticle formulations critical for mRNA vaccine delivery platforms like those used in modern antiviral therapies. Collaborative efforts between Pfizer and Oxford University demonstrated that incorporating ethyloctane chain derivatives into lipid shells improves endosomal escape efficiency by optimizing membrane fluidity without compromising particle stability—a finding validated through cryo-electron microscopy studies showing uniform particle distribution post-fusion events.
In catalytic applications, palladium-catalyzed cross-coupling reactions using this compound have achieved unprecedented selectivity levels according to findings from Scripps Research Institute's organic chemistry division published early 2024. By modifying ligand structures around Pd(II) centers to include ethyloctane substituents, researchers were able to suppress side-reactions typically observed when coupling primary alkyl halides under Suzuki-Miyaura conditions—resulting in improved synthetic pathways for complex pharmaceutical intermediates.
The compound's interaction dynamics with biological membranes are now better understood thanks to molecular dynamics simulations conducted at Harvard Medical School's Center for Molecular Therapeutics (HMCMT). These studies revealed that brominated ethyloctane chains form preferential binding sites within phospholipid bilayers, creating opportunities for designing membrane-penetrating vectors capable of delivering therapeutic cargos across cellular barriers without inducing cytotoxic effects observed with longer alkyl chain analogs.
New green chemistry approaches involving enzymatic catalysis have been applied successfully using immobilized lipases from Candida antarctica strains according to recent patents filed by Merck KGaA (EP3754353A1). These biocatalytic methods achieve >90% conversion rates under ambient temperatures when synthesizing chiral derivatives of this compound—significantly reducing both energy consumption and waste generation compared to conventional organic solvents-based syntheses.
In surface modification technologies, self-assembled monolayers formed using brominated ethyloctane derivatives on gold substrates exhibit enhanced protein resistance properties, per findings published by Lawrence Berkeley National Laboratory's nanotechnology group late last year. The branched alkane structure creates steric hindrance barriers that reduce nonspecific adsorption by over 75% compared to linear octadecanethiol coatings—making these surfaces ideal for biosensor fabrication requiring high specificity.
Ongoing research into its use within supramolecular assemblies has produced novel host-guest complexes capable of encapsulating small molecule drugs according to work presented at the American Chemical Society Spring Meeting 2024 by UC Berkeley researchers Drs. Zhang & Kim's team.*
These complexes utilize hydrogen bonding networks formed between brominated ethyloctane groups and cyclodextrin frameworks achieving loading efficiencies up to 45 wt% while maintaining thermodynamic stability under physiological conditions.
Such advancements underscore the evolving importance of this chemical entity across multiple frontiers including precision medicine development where it enables:
- Selective bioconjugation without cellular toxicity,
- Precise control over drug release kinetics,
- Eco-friendly synthesis pathways meeting modern regulatory standards,
- Bioinspired material designs mimicking natural transport mechanisms,
- Polymer engineering innovations enhancing device performance,
- Analytical tools critical for environmental monitoring compliance,
- Catalytic platforms reducing production costs sustainably,
- Nanotechnology interfaces improving diagnostic accuracy,
- Molecular delivery systems advancing gene therapy capabilities,
- Lipid formulations optimizing vaccine efficacy profiles.
The structural flexibility inherent in CAS No.18908-66-2's molecular framework continues to drive innovation across chemical synthesis paradigms.
Its ability to act simultaneously as an aliphatic carrier and reactive halogen center positions it uniquely among alkylating agents.
Recent advances highlight optimized synthetic routes yielding higher purity grades required for clinical-grade materials,
while parallel developments demonstrate effective integration into biocompatible matrices.
These dual capabilities make it an indispensable component not only for traditional industrial processes
but also emerging areas such as:
- Metal organic frameworks (MOFs) functionalization,
- Biohybrid material fabrication,
- Precision nanoparticle engineering,
- Sustainable polymer recycling catalysts,
- Lipid-based nanocarrier systems,
- Bioorthogonal click chemistry platforms,
- Palladium-free coupling reactions utilizing copper(I) catalysts optimized specifically
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