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11-Bromo-1-undecanol is an organic compound with the chemical formula C11H23BrO. It is a white to beige crystalline powder or crystals, known for its unique chemical properties and versatile applications across various industries.

1611-56-9

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1611-56-9 Usage

Uses

Used in Chemical Synthesis:
11-Bromo-1-undecanol is used as a key intermediate in the synthesis of various organic compounds. It serves as a starting material for the preparation of 11-mercapto-1-undecanol and 1-(2-acryloyloxyundecyl)-3-methylimidazolium bromide, which are essential in the development of new chemical products and materials.
Used in Polymer Industry:
In the polymer industry, 11-Bromo-1-undecanol is utilized as a monomer in the one-pot synthesis of graft copolymers. These copolymers are based on a metathesis skeleton with poly(methyl methacrylate) grafts, which are crucial for creating advanced polymer materials with improved properties and applications.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 11-Bromo-1-undecanol, due to its chemical structure, could potentially be used in the pharmaceutical industry for the development of new drugs or drug delivery systems, given its compatibility with various chemical reactions and its ability to form different compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 1611-56-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,6,1 and 1 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1611-56:
(6*1)+(5*6)+(4*1)+(3*1)+(2*5)+(1*6)=59
59 % 10 = 9
So 1611-56-9 is a valid CAS Registry Number.
InChI:InChI=1/C11H23BrO/c12-10-8-6-4-2-1-3-5-7-9-11-13/h13H,1-11H2

1611-56-9 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (L14448)  11-Bromoundecanol, 97%   

  • 1611-56-9

  • 5g

  • 251.0CNY

  • Detail
  • Alfa Aesar

  • (L14448)  11-Bromoundecanol, 97%   

  • 1611-56-9

  • 25g

  • 994.0CNY

  • Detail

1611-56-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 11-Bromo-1-undecanol

1.2 Other means of identification

Product number -
Other names 11-bromoundecan-1-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1611-56-9 SDS

1611-56-9Relevant articles and documents

Synthesis of Terminally Substituted 9-Alkylidene-10-methyl Acridans

Varveri, Fannie S.,Nikokavouras, John,Mantaka-Marketou, Anastasia E.,Micha-Screttas, Maria

, p. 967 - 972 (1989)

ω-Substituted undecanals 1 and 2 reacted with acridine derivatives 3 and 5 to give the terminally substituted 9-alkylidene-10-methylacridans 6.The compounds prepared were highly fluorescent and exhibited chemiluminescent activity. - Keywords: Acridans; Chemiluminescence.

Synthesis of (Z/E)-11-tetradecen-1-ol, a component of Ostrinia nubilalis sex pheromone

Li,Yong,Aisa

, p. 224 - 226 (2008)

11-Tetradecen-1-ol acetate is a mixture of geometric isomers with the Z/E-conformations in a 94:6 ratio that is used as an attractant to trap corn pests. It has a powerful attractive action similar to that of an isomeric mixture of 11-tetradecenyl acetate with the Z/E-conformation in a 95:5 ratio that was extracted from the peritoneal cavity of male Ostrinia nubilalis Hubner in Xinjing (PRC).

Synthesis and antibacterial evaluation of a new series of N-Alkyl-2-alkynyl/(E)-alkenyl-4-(1H)-quinolones

Wube, Abraham,Guzman, Juan-David,Huefner, Antje,Hochfellner, Christina,Blunder, Martina,Bauer, Rudolf,Gibbons, Simon,Bhakta, Sanjib,Bucar, Franz

, p. 8217 - 8240 (2012)

To gain further insight into the structural requirements of the aliphatic group at position 2 for their antimycobacterial activity, some N-alkyl-4-(1H)-quinolones bearing position 2 alkynyls with various chain length and triple bond positions were prepared and tested for in vitro antibacterial activity against rapidly-growing strains of mycobacteria, the vaccine strain Mycobacterium bovis BCG, and methicillin-resistant Staphylococcus aureus strains, EMRSA-15 and -16. The compounds were also evaluated for inhibition of ATP-dependent MurE ligase of Mycobacterium tuberculosis. The lowest MIC value of 0.5 mg/L (1.2-1.5 μM) was found against M. fortuitum and M. smegmatis. These compounds displayed no or only weak toxicity to the human lung fibroblast cell line MRC-5 at 100 μM concentration. The quinolone derivatives exhibited pronounced activity against the epidemic MRSA strains (EMRSA-15 and -16) with MIC values of 2-128 mg/L 5.3-364.7 μM), and M. bovis BCG with an MIC value of 25 mg/L (66.0-77.4 μM). In addition, the compounds inhibited the MurE ligase of M. tuberculosis with moderate to weak activity showing IC50 values of 200-774 μM. The increased selectivity towards mycobacterial bacilli with reference to MRC-5 cells observed for 2-alkynyl quinolones compared to their corresponding 2-alkenyl analogues serves to highlight the mycobacterial specific effect of the triple bond. Exploration of a terminal bromine atom at the side chain of N-alkyl-2-(E)-alkenyl-4-(1H)-quinolones showed improved antimycobacterial activity whereas a cyclopropyl residue at N-1 was suggested to be detrimental to antibacterial activity.

Design, synthesis and antiparasitic evaluation of click phospholipids

Afroudakis, Pantelis,Barrias, Emile,Bifeld, Eugenia,Borsari, Chiara,Calogeropoulou, Theodora,Clos, Joachim,Costi, Maria Paola,Ellinger, Bernhard,Fotopoulou, Theano,Fragiadaki, Irini,Georgikopoulou, Kalliopi,Gul, Sheraz,Hachenberg, Julia,Kuzikov, Maria,Magoulas, George E.,Prousis, Kyriakos C.,Roussaki, Marina,Santarem, Nuno,Scoulica, Effie,Tejera Nevado, Paloma,da Silva, Anabela Cordeiro,de Souza, Wanderley

, (2021/07/26)

A library of seventeen novel ether phospholipid analogues, containing 5-membered heterocyclic rings (1,2,3-triazolyl, isoxazolyl, 1,3,4-oxadiazolyl and 1,2,4-oxadiazolyl) in the lipid portion were designed and synthesized aiming to identify optimised miltefosine analogues. The compounds were evaluated for their in vitro antiparasitic activity against Leishmania infantum and Leishmania donovani intracellular amastigotes, against Trypanosoma brucei brucei and against different developmental stages of Trypanosoma cruzi. The nature of the substituents of the heterocyclic ring (tail) and the oligomethylene spacer between the head group and the heterocyclic ring was found to affect the activity and toxicity of these compounds leading to a significantly improved understanding of their structure–activity relationships. The early ADMET profile of the new derivatives did not reveal major liabilities for the potent compounds. The 1,2,3-triazole derivative 27 substituted by a decyl tail, an undecyl spacer and a choline head group exhibited broad spectrum antiparasitic activity. It possessed low micromolar activity against the intracellular amastigotes of two L. infantum strains and T. cruzi Y strain epimastigotes, intracellular amastigotes and trypomastigotes, while its cytotoxicity concentration (CC50) against THP-1 macrophages ranged between 50 and 100 μM. Altogether, our work paves the way for the development of improved ether phospholipid derivatives to control neglected tropical diseases.

Me3SI-promoted chemoselective deacetylation: a general and mild protocol

Gurawa, Aakanksha,Kashyap, Sudhir,Kumar, Manoj

, p. 19310 - 19315 (2021/06/03)

A Me3SI-mediated simple and efficient protocol for the chemoselective deprotection of acetyl groups has been developedviaemploying KMnO4as an additive. This chemoselective deacetylation is amenable to a wide range of substrates, tolerating diverse and sensitive functional groups in carbohydrates, amino acids, natural products, heterocycles, and general scaffolds. The protocol is attractive because it uses an environmentally benign reagent system to perform quantitative and clean transformations under ambient conditions.

Highly Chemoselective Deprotection of the 2,2,2-Trichloroethoxycarbonyl (Troc) Protecting Group

Trost, Barry M.,Kalnmals, Christopher A.,Tracy, Jacob S.,Bai, Wen-Ju

supporting information, p. 8043 - 8046 (2019/01/04)

Nonreducing, pH-neutral conditions for the selective cleavage of the 2,2,2-trichloroethoxycarbonyl (Troc) protecting group are reported. Using trimethyltin hydroxide in 1,2-dichloroethane, Troc-protected alcohols, thiols, and amines can be selectively unmasked in the presence of various functionalities that are incompatible with the reducing conditions traditionally used to remove the Troc group. This mild deprotection protocol tolerates a variety of other hydrolytically sensitive and acid/base-sensitive moieties as well.

Mn(0)-mediated chemoselective reduction of aldehydes. Application to the synthesis of α-deuterioalcohols

Jimenez, Tania,Barea, Elisa,Oltra, J. Enrique,Cuerva, Juan M.,Justicia, Jose

experimental part, p. 7022 - 7025 (2010/11/18)

A mild, simple, safe, chemoselective reduction of different kinds of aldehydes to the corresponding alcohols mediated by the Mn dust/water system is described. In addition to this, the use of D2O leads to the synthesis of α-deuterated alcohols and constitutes an efficient, inexpensive alternative for the preparation of these compounds.

First syntheses of model long-chain trichloro[ω-(trimethylsilyl)alkynyl]silanes suitable for self-assembled monolayers on silicon surfaces

Banaszak, Estelle,Xu, Li-Wen,Bardeau, Jean-Fran?ois,Castanet, Anne-Sophie,Mortier, Jacques

experimental part, p. 3961 - 3966 (2009/09/30)

The preparation of the title compounds involves the introduction of the required Me3SiC{triple bond, long}C and trichlorosilyl groups at the termini of the alkyl chain via derivatization of easily accessible and inexpensive materials/reagents. Trichloro[ω-(trimethylsilyl)alkynyl]silanes are useful for the linkage to a hydroxylated silicon surface for multilayer formation and for further chemical modification of the tail group of the monolayer.

A dehydrohalogenation methodology for synthesizing terminal olefins under mild conditions

Berube, Marie,Kamal, Fatima,Roy, Jenny,Poirier, Donald

, p. 3085 - 3091 (2008/02/08)

A new methodology for preparing terminal olefins in good yield by dehydrohalogenation of primary alkyl iodide with tetrabutylammonium fluoride in dimethyl sulfoxide at room temperature is presented. Optimization of the mild reaction conditions and assays on various alkyl iodides are described. Georg Thieme Verlag Stuttgart.

Sodium bis(2-methoxyethoxy)aluminium hydride in petroleum ether; a reagent for the selective reduction of brominated fatty esters to bromo alcohols

Wells, Andy

, p. 1143 - 1147 (2007/10/03)

The combination of NaH2Al(OCH2CH2OMe)2/petroleum ether was found to be highly effective for the selective reduction of long chain esters to alcohols in the presence of alkyl bromides.

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