55362-80-6

Basic information

• Product Name: 9-Bromo-1-nonanol
• Synonyms: 9-boromo-1-nonanol;9-Bromononane-1-ol;1-Hydroxy-9-broMononane;1-Nonanol, 9-bromo-;Fulvestrant intermediate A;9-Bromo-1-nonol;9-BROMO-NONAN-1-OL;9-BROMO-1-NONANOL
• CAS NO: 55362-80-6
• Molecular Formula: C₉H₁₉BrO
• Molecular Weight: 223.15
• EINECS: 1592732-453-0
• Product Categories: omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;Linear hydrocarbon series;Alcohols;Building Blocks;C9 to C10;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;OLED materials,pharm chemical,electronic;pharmacetical;omega-Bromoalkanols
• Mol File: 55362-80-6.mol

Chemical Properties

• Melting Point: 33-35 °C(lit.)
• Boiling Point: 125-126 °C2 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /Solid
• Density: 1.2107 (rough estimate)
• Vapor Pressure: 0.000545mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: −20°C
• Solubility: Soluble in dichloromethane, ethyl acetate and hexane.
• PKA: 15.19±0.10(Predicted)
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 1737525
• CAS DataBase Reference: 9-Bromo-1-nonanol(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Bromo-1-nonanol(55362-80-6)
• EPA Substance Registry System: 9-Bromo-1-nonanol(55362-80-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 55362-80-6(Hazardous Substances Data)

Usage

Chemical Properties

solid

Uses

9-Bromo-1-nonanol is used as a pharmaceutical intermediate.

InChI:InChI=1/C9H19BrO/c10-8-6-4-2-1-3-5-7-9-11/h11H,1-9H2

Upstream product

• 3937-56-2 1,9-Nonanediol 
• 67878-15-3 methyl 9-bromononanoate 
• 41059-02-3 9-bromononanoic acid 
• 53596-82-0 9-bromononyl acetate 
• 149051-24-1 ω-bromononanyl dimethyl-tert-butylsilyl ether 
• 172294-15-4 1-bromo-9-(tert-butyldiphenylsilyloxy)nonane 
• 92038-37-4 10-acetoxydecanoic acid 
• 123-99-9 azelaic acid 
• 1732-10-1 Dimethyl azelate 
• 624-17-9 diethyl azelate 
• 818-88-2 sebacic acid mono methyl ester 
• 1146096-85-6 9-hydroxynon-1-yl 4-methylbenzenesulfonate 

Downstream Products

• 55695-90-4 2-(9-bromononyloxy)tetrahydropyran 
• 85920-68-9 (9'-Bromo-1'-nonyl)-3-oxobutanoate 
• 132841-86-2 9-(phenylselanyl)nonan-1-ol 
• 77376-63-7 methyl 4,6-bisbenzyloxy-2-(9-hydroxynonyloxy)benzoate 
• 41059-02-3 9-bromononanoic acid 
• 124388-97-2 9-bromononanal 
• 53596-82-0 9-bromononyl acetate 
• 108543-16-4 1-bromo-9-triphenylmethoxynonane 
• 73945-70-7 (9-hydroxynonyl)(triphenyl)phosphonium bromide 
• 141812-51-3 9-Bromononylpropiolate 
• 149051-24-1 ω-bromononanyl dimethyl-tert-butylsilyl ether 
• 76334-30-0 9-iodononan-1-ol 
• 173677-08-2 9-[(R)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-nonan-1-ol 
• 57395-47-8 9-azido-nonan-1-ol 

Relevant articles and documents

Preparation method of (E,E,Z)-10, 12, 14-hexadecatriene acetate, composition and attractant core

The invention relates to a preparation method of (E,E,Z)-10,12,14-hexadecatriene acetate, a Diaphania pyloalis attractant composition and an attractant core, and compared with the prior art, the preparation method of (E,E,Z)-10,12,14-hexadecatriene acetate has the advantages of cheap and easily available raw materials, high reaction yield, simple post-treatment, high isomerization purity of the synthesized compound, clean and environment-friendly process flow, and high activity in field. The Diaphania pyloalis attractant composition based on the (E,E,Z)-10,12,14-hexadecatriene acetate and theattractant core of the Diaphania pyloalis attractant composition have a remarkable moth-luring synergistic effect and can be stably and efficiently used for population monitoring, prevention and control of mulberry borers.

N-Substituted Valiolamine Derivatives as Potent Inhibitors of Endoplasmic Reticulum α-Glucosidases I and II with Antiviral Activity

Most enveloped viruses rely on the host cell endoplasmic reticulum (ER) quality control (QC) machinery for proper folding of glycoproteins. The key ER α-glucosidases (α-Glu) I and II of the ERQC machinery are attractive targets for developing broad-spectrum antivirals. Iminosugars based on deoxynojirimycin have been extensively studied as ER α-glucosidase inhibitors; however, other glycomimetic compounds are less established. Accordingly, we synthesized a series of N-substituted derivatives of valiolamine, the iminosugar scaffold of type 2 diabetes drug voglibose. To understand the basis for up to 100,000-fold improved inhibitory potency, we determined high-resolution crystal structures of mouse ER α-GluII in complex with valiolamine and 10 derivatives. The structures revealed extensive interactions with all four α-GluII subsites. We further showed that N-substituted valiolamines were active against dengue virus and SARS-CoV-2 in vitro. This study introduces valiolamine-based inhibitors of the ERQC machinery as candidates for developing potential broad-spectrum therapeutics against the existing and emerging viruses.

3-Acetoxy-fatty acid isoprenyl esters from androconia of the ithomiine butterfly Ithomia salapia

Male ithomiine butterflies (Nymphalidae: Danainae) have hairpencils on the forewings (i.e., androconia) that disseminate semiochemicals during courtship. While most ithomiines are known to contain derivatives of pyrrolizidine alkaloids, dihydropyrrolizines, or ?-lactones in these androconia, here we report on a new class of fatty acid esters identified in two subspecies, Ithomia salapia aquinia and I. s. derasa. The major components were identified as isoprenyl (3-methyl-3-butenyl) (Z)-3-acetoxy-11-octadecenoate, isoprenyl (Z)-3-acetoxy-13-octadecenoate (12) and isoprenyl 3-acetoxyoctadecanoate (11) by GC/MS and GC/IR analyses, microderivatizations, and synthesis of representative compounds. The absolute configuration of 12 was determined to be R. The two subspecies differed not only in the composition of the ester bouquet, but also in the composition of more volatile androconial constituents. While some individuals of I. s. aquinia contained ithomiolide A (3), a pyrrolizidine alkaloid derived ?-lactone, I. s. derasa carried the sesquiterpene a-elemol (8) in the androconia. These differences might be important for the reproductive isolation of the two subspecies, in line with previously reported low gene exchange between the two species in regions where they co-occur. Furthermore, the occurrence of positional isomers of unsaturated fatty acid derivatives indicates activity of two different desaturases within these butterflies, ?9 and ?11, which has not been reported before in male Lepidoptera.

Tandem IBX-Promoted Primary Alcohol Oxidation/Opening of Intermediate β,γ-Diolcarbonate Aldehydes to (E)-γ-Hydroxy-α,β-enals

A tandem IBX-promoted oxidation of primary alcohol to aldehyde and opening of intermediate β,γ-diolcarbonate aldehyde to (E)-γ-hydroxy-α,β-enal has been developed. Remarkably, the carbonate opening delivered exclusively (E)-olefin and no over-oxidation of γ-hydroxy was observed. The method developed has been extended to complete the stereoselective total synthesis of both (S)- and (R)-coriolides and d-xylo- and d-arabino-C-20 guggultetrols.

Method for preparing sex pheromone of spodoptera litura

The invention discloses a method for preparing sex pheromone of spodoptera litura. The method comprises the following steps of S1, synthesizing 9-bromo-1 sterol; S2, synthesizing triphenyl phosphorusbromide quaternary ammonium salt under nitrogen protection; S3, synthesizing 9,11-tetradecadiene-1-one alcohol; S4, synthesizing (Z,E)-9,11-tetradecadiene-1 alcohol; S5, synthesizing (Z,E)-9,11 tetracarbondiene-1 alcohol acetate. The method adopts cheap and easily available 1,9-nonanediol as a raw material to react with a 48% HBr aqueous solution, and obtains the 9-bromo 1 decyl alcohol in a 90% yield, the yield of a single bromide 9-bromo-1 sterol is higher, finally (Z, E)-9,11-tetradecadienyl alcohol is reacted with acetic anhydride and pyridine to synthesize a (Z, E)-9,11-tetradecadiene-1 alcohol ester, and a purity is up to 99.2%; according to the method, a solvent is distilled off by reducing a pressure, a residue is subjected to a rapid silica gel column chromatography, and a purification method is low in cost and suitable for large-scale promotion.

SYNTHESIS OF ATTRACTANT OF PISTACHIO TWIG BORER (KERMANIA PISTACIELLA)

The present invention relates to the stereoselective synthesis (2S,12Z)-2-acetoxy-12-heptadecene secreted by female pistachio twig borer and attract male individuals.

Synthesis of specific deuterated derivatives of the long chained stratum corneum lipids [EOS] and [EOP] and characterization using neutron scattering

The synthesis of specific deuterated derivatives of the long chained ceramides [EOS] and [EOP] is described. The structural differences with respect to the natural compounds are founded in the substitution of the 2 double bonds containing linoleic acid by a palmitic acid branched with a methyl group in 10-position. The specific deuteration is introduced both in the branched and in the terminal methyl group, which was realized by common methods of successive deuteration of carboxylic groups in 3 steps. These modified fatty acids resp. the corresponding ceramides [EOS] and [EOP] were prepared for neutron scattering investigations. First results of these investigations were presented in this manuscript showing that the deuterated compounds could be detected in the stratum corneum lipid model membranes. The deuterated ceramides [EOS] and [EOP] are valuable tools to investigate the influence of these long chained ceramide species on the nanostructure of stratum corneum lipid model membranes.

A compound and its preparation method and application

The invention discloses a new compound with a structure shown in the formula A. The new compound is an impurity generated in the preparation process of steride antiestrogens, such as fulvestrant and the like. The invention discloses a source capable of generating the new compound and a preparation method of the new compound. According to the preparation method, the impurity can be conveniently distinguished when the steride antiestrogens are synthesized, so that a method for decreasing or preventing the generation of the impurity is found.

Fulvestrant process for the preparation of intermediates

The invention provides a preparation method of a fulvestrant intermediate. The preparation method of the fulvestrant intermediate is characterized in that a water extraction starting material 1,9-nonanediol is adopted for controlling the content of 1,8-octylene glycol, an antioxidant is added for reducing byproducts which are generated by Michael addition and difficult to purify and pH value is regulated for reducing production of aromatized impurities difficult to remove, so that a route for preparing fulvestrant by virtue of the fulvestrant intermediate has the advantages that a final product is difficult to purify, the cost is low and industrialization can be easily realized. The prepared fulvestrant intermediate lays a key foundation for obtaining a route for synthesizing fulvestrant which is easy to purify and easy for industrialization.

A new method for the synthesis of fulvestrant (by machine translation)

The invention discloses a new method for the synthesis of fulvestrant, it is in order to intermediate X and five fluorine amyl alcohols as the starting material as the starting material, obtained through the four-step reaction of fulvestrant, this line does not need to column chromatography purification, the crude final product only needs to re-crystallization can be obtained the fulvestrant accord with Pharmacopoeia standards, overall yield is 50 the [...] 60%, and the raw material are industrial product, is easy to obtain, the quality is easy to control. (by machine translation)