50816-19-8

Basic information

• Product Name: 8-Bromo-1-octanol
• Synonyms: 1-bromo-octan-8-ol;1-Octanol, 8-bromo-;8-bromo-1-octano;8-BROMOOCTANOL;8-BROMO-1-OCTANOL;S,1000;OCTAMETHYLENE BROMOHYDRIN;8-bromooctan-1-ol
• CAS NO: 50816-19-8
• Molecular Formula: C₈H₁₇BrO
• Molecular Weight: 209.12
• EINECS: 256-785-7
• Product Categories: omega-Bromoalkanols;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Linear hydrocarbon series;Alcohols;Bifunctional Crosslinkers;Building Blocks;C7 to C8;Chemical Biology;Chemical Synthesis;Linkers;Organic Building Blocks;Oxygen Compounds;Peptide Chemistry;OLED materials,pharm chemical,electronic
• Mol File: 50816-19-8.mol
• Article Data: 82

Chemical Properties

• Boiling Point: 79-80 °C0.07 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.22 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000403mmHg at 25°C
• Refractive Index: n20/D 1.480(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• PKA: 15.19±0.10(Predicted)
• BRN: 1900837
• CAS DataBase Reference: 8-Bromo-1-octanol(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Bromo-1-octanol(50816-19-8)
• EPA Substance Registry System: 8-Bromo-1-octanol(50816-19-8)

Safety Data

• Statements: 36-38
• Safety Statements: 23-24/25-37-26
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 50816-19-8(Hazardous Substances Data)

Usage

Description

8-Bromo-1-octanol is an organic compound characterized by a clear colorless to yellow liquid appearance. It is a brominated alcohol with a molecular structure that includes an eight-carbon chain and a bromine atom attached to the first carbon.

Uses

Used in Chemical Synthesis:
8-Bromo-1-octanol is used as a synthetic intermediate for the production of various organic compounds. It serves as a key reactant in the synthesis of different types of molecules, including 8-phenylselanyl-octan-1-ol, (E)-10-hydroxy-2-decenoic acid (royal jelly acid), and (Z)-14-methyl-9-pentadecenoic acid.
In the synthesis of 8-phenylselanyl-octan-1-ol, 8-Bromo-1-octanol reacts with diphenyl-diselane, utilizing sodium borohydride as a reagent and ethanol as a solvent at ambient temperature, yielding a product with approximately 96% efficiency.
Used in Pharmaceutical and Biochemical Research:
8-Bromo-1-octanol's unique chemical properties make it a valuable compound in the development of pharmaceuticals and biochemical research. Its ability to participate in various chemical reactions allows for the creation of new molecules with potential applications in medicine and other industries.
Used in the Synthesis of Specialty Chemicals:
Due to its reactivity and structural characteristics, 8-Bromo-1-octanol is also utilized in the synthesis of specialty chemicals that may have specific applications in various industrial sectors, such as fragrances, agrochemicals, or materials science.

InChI:InChI=1/C8H17BrO/c9-7-5-3-1-2-4-6-8-10/h10H,1-8H2

Upstream product

• 629-41-4 1,8-Octanediol 
• 17696-11-6 8-bromooctanoic acid 
• 26825-92-3 methyl 8-bromooctanoate 
• 117952-77-9 8-bromo-1-(1-butoxyethoxy)octane 
• 54863-44-4 8-bromooctanenitrile 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 2104-19-0 azelaic monomethyl ester 
• 62168-26-7 dibromo-1,1 octane 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 64-17-5 ethanol 
• 1427195-71-8 C₁₁H₂₀BrClO₂ 
• 128133-92-6 1-(allyloxy)-8-bromooctane 

Downstream Products

• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 35153-18-5 (E)-11-tetradecen-1-ol 
• 83248-81-1 (E)-9-(phenylthio)-10-dodecen-1-ol 
• 132841-85-1 8-(phenylselanyl)octan-1-ol 
• 60037-69-6 9-tetradecyn-1-ol 
• 1053727-25-5 Benzoic acid (2R,3S,5R)-3-(8-bromo-octyloxymethoxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester 
• 593-12-4 1-bromo-8-fluorooctane 
• 17696-11-6 8-bromooctanoic acid 
• 23739-64-2 Hexa-P-phenyl-P,P'-octanediyl-bis-phosphonium bromide 
• 65734-62-5 8-hydroxy-octyl-triphenyl-phosphonium bromide 
• 140918-53-2 4-((8-hydroxyoctyl)oxy)-benzoic acid 
• 126320-47-6 4-{[(E)-4-(8-Hydroxy-octyloxy)-2-methyl-phenylimino]-methyl}-benzonitrile 
• 126320-46-5 8-(3-Methyl-4-{[1-(4-nitro-phenyl)-meth-(E)-ylidene]-amino}-phenoxy)-octan-1-ol 
• 172995-43-6 8-bromo-1-(tert-butyldiphenylsilyloxy)-octane 

Relevant articles and documents

Influence of liquid crystalline formation on the phase behavior of side-chain liquid crystalline block copolymers

A series of narrowly distributed diblock copolymers composed of amorphous components and side-chain liquid crystalline (LC) polymer, poly (butyl acrylate)-block-poly [8-(4-cyano-4′-biphenyl)-1-octanoyl acrylate] (PBA-b-PCBOA), with side-chain LC block weight fraction (fw,PCBOA) ranging from 25% to 87%, were synthesized by atom transfer radical polymerization (ATRP). Their thermal property, LC behavior, bulk phase behavior and thin film morphology were studied by differential scanning calorimetry (DSC), polarizing optical microscope (POM), small-angle X-ray scattering (SAXS) techniques and atomic force microscopy (AFM), respectively. The results show the diblock copolymers with different composition could present sphere, lamellar and cylinder morphologies before the order-disorder transition. As the mesogen units self-organize to form smectic phase, the lamellar morphology dominates during the majority LC block weight fraction range (fw,PCBOA = 46%-77%) to minimized the surface energy. Interestingly, for spin-coated thin film, the lamella phase separation size decreased with increasing annealing time. For the copolymer with fw,PCBOA of 67%, a thermoreversible order-order transition (OOT) and lamella to lamella/modified layer (L/ML), were observed.

Identification and synthesis of the male produced volatiles of the carrion beetle, Oxelytrum erythrurum (Coleoptera: Silphidae)

Necrophagous beetles belonging to the family Silphidae are recognized as potentially useful in forensic investigations (to estimate post mortem interval). Gas chromatography analyses of extracts of aerations of adult Oxelytrum erythrurum revealed the presence of two male-specific compounds. These compounds were identified as (Z)-1,10-nonadecadiene (major) and 1-nonadecene (minor) using microderivatizations of the natural male extract, such as hydrogenation, partial reduction and methylthiolation, mass spectrum comparisons, and co-injections with authentic standards. Both compounds might be components of a pheromone responsible for sexual communication in this species.

Nucleophilic substitution reactions of unbranched alkyl amines using triazine reagents

Since amines are present in many organic, biological, and drug molecules, a strategy of synthesizing desired compounds by nucleophilic substitution reactions of these amines is very attractive. By using triazine reagents, we have found that nucleophilic substitution reactions of unbranched alkyl amines via morpholine derivatives are feasible. This method can be performed under milder reaction conditions than those in previously reported methods.

Synthesis method of (Z/E)-8-dodecen-1-alcohol acetate compound

The invention provides a synthesis method of a (Z/E)-8-dodecane-1-alcohol acetate compound. Specifically, the method includes the following steps: preparing 8-bromooctanol from 1,8-octanediol, then performing esterification reaction to obtain 8-Bromooctanol acetate, and then preparing omega-acetoxyoctanyl triphenyl phosphine bromide salt, and finally performing reaction through Scholoer-wittig toobtain (Z/E)-8-dodecene-1-alcohol acetate. The synthesis method has the advantages of high availability of raw materials, high yield and good selectivity, and is suitable for industrial production.

COMPOSITIONS AND METHODS FOR DELIVERY OF MACROMOLECULES

The present disclosure provides endosomal disruptors, which are useful for facilitating delivery of a macromolecule to the cytoplasm of a cell. The present disclosure provides compositions comprising an endosomal disruptor and a macromolecule. The present disclosure provides methods of delivering a macromolecule to the cytoplasm of a cell.