1 bromododecane

Manufactured by Merck Group

Sourced in United States, Poland

1-bromododecane is a chemical compound with the formula CH3(CH2)10CH2Br. It is a colorless liquid that is used as a laboratory reagent and an intermediate in organic synthesis.

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Lab products found in correlation

1 bromohexadecane, by Merck Group (8 mentions) 1 bromodecane, by Merck Group (8 mentions) 1 bromooctane, by Merck Group (8 mentions) 1 bromotetradecane, by Merck Group (7 mentions) 1 bromooctadecane, by Merck Group (6 mentions) 1 bromobutane, by Merck Group (5 mentions) 1 bromononane, by Merck Group (5 mentions) 1 bromohexane, by Merck Group (3 mentions) Toluene, by Thermo Fisher Scientific (2 mentions) 1 methylimidazole, by Merck Group (2 mentions) Deuterium oxide d2o, by Merck Group (2 mentions) Methyl iodide, by Merck Group (2 mentions) Arium 611 di water purification system, by Sartorius (2 mentions) Sodium hydride, by Merck Group (2 mentions) Potassium hydroxide, by Merck Group (2 mentions) Tetrahydrofuran, by Merck Group (2 mentions) Methanol, by Avantor (2 mentions) Acetonitrile, by Avantor (2 mentions) Hlp smart 1000, by Hydrolab (2 mentions) Ethyl acetate, by Merck Group (2 mentions)

Close spelling variants of this product

Bromododecane (2 citations)

26 protocols using 1 bromododecane

Purification of BNNTs and CNTs

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Boron nitride
nanotubes (BNNTs) were obtained from BNNT, LLC (P1β
type) and purified according to a method published elsewhere.^{62 (link)} HiPco single-walled carbon nanotubes (CNTs)
(NanoIntegris HR32-009) were purified following a reported methodology.^{28 (link)} Lithium and 1-bromododecane were purchased from
Sigma-Aldrich, and anhydrous ammonia was from Airgas.

de los Reyes C.A., Smith McWilliams A.D., Hernández K., Walz-Mitra K.L., Ergülen S., Pasquali M, & Martí A.A. (2019). Adverse Effect of PTFE Stir Bars on the Covalent Functionalization of Carbon and Boron Nitride Nanotubes Using Billups–Birch Reduction Conditions. ACS Omega, 4(3), 5098-5106.

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Measuring Putrescine Uptake in T Cells

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T cells (2 × 10⁶) were suspended in 200 μl of PBS containing permeant putrescine (100 μM) and [1,4-¹⁴C]-putrescine dihydrochloride (0.2 μCi, ARC 0245) and then incubated at 37°C for 10 min (within the established linear phase of uptake). The uptake was stopped by loading all the transport mixture onto a discontinuous gradient of bromododecane and perchloric acid/sucrose and then centrifuged at 14, 000g for 90 s. The discontinuous gradient was prepared by overlaying 1-bromododecane (800 μl, Sigma-Aldrich) above 20% perchloric acid (100 μl, Sigma-Aldrich)/8% sucrose solution in a 1.5-ml microfuge tube. The samples were snap frozen in an ethanol-dry ice bath. The bottom part of the microfuge tubes containing T cell lysate in perchloric acid–sucrose was cut by a microfuge cutter. The cell lysates were diluted with 300 μl of 0.5% SDS–1% Triton X-100, and then transferred into scintillation vials with 10 ml of scintillation cocktail. The radioactivity was quantitated by liquid scintillation spectrometry.

Wu R., Chen X., Kang S., Wang T., Gnanaprakasam J.R., Yao Y., Liu L., Fan G., Burns M.R, & Wang R. (2020). De novo synthesis and salvage pathway coordinately regulate polyamine homeostasis and determine T cell proliferation and function. Science Advances, 6(51), eabc4275.

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Synthesis of Alkylated Gold Nanoparticles

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The following reagents were obtained from
the indicated suppliers and used as received: tetra-n-octylammonium bromide (98%), 1-dodecanethiol (98%), and sodium borohydride
(98%) were obtained from ACROS. 1-Bromododecane (97%) was obtained
from Sigma-Aldrich. Potassium hexachloroiridate(IV) (39.8% Ir) was
obtained from Alfa Aesar. Sodium thiosulfate pentahydrate (Na₂S₂O₃·5H₂O) along with
solvents such as toluene, acetone, ethanol, and methanol was purchased
from Fisher Scientific. Chloroform-d was obtained
from Cambridge Isotope Laboratories. Sodium S-dodecylthiosulfate
was synthesized using the published procedure.^{11 ,18} Water was purified by using a Barnstead Nanopure Diamond ion exchange
resins purification unit.

Gavia D.J., Do Y., Gu J, & Shon Y.S. (2014). Mechanistic Insights into the Formation of Dodecanethiolate-Stabilized Magnetic Iridium Nanoparticles: Thiosulfate vs Thiol Ligands. The Journal of Physical Chemistry. C, Nanomaterials and Interfaces, 118(26), 14548-14554.

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Synthesis of Imidazolium Ionic Liquid Surfactants

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The structures of imidazolium-based
ionic liquid surfactants with different chain lengths [C_nmin][Br], n = 12, 14, and 16, which
were synthesized in our laboratory, are shown in Figure 2. N-(3-Aminopropyl)-imidazole
(purity, >97), 1-bromododecane (purity, >98%), 1-bromotetradecane
(purity, >98%), and 1-bromohexadecane (purity, >97%) were procured
from Sigma-Aldrich Co. The reagents used such as isopropanol and ethyl
acetate were purchased from Tianjin Kemiou Reagent Co. In all experiments,
deionized water was used to configure the solution. Crude oil was
obtained from one of CQ oil reservoirs. The viscosity of crude oil
was 1.5 mPa·s at a reservoir temperature of 65 °C.

Shao M., Wang Y., Liu P., Fu L., Zhu T, & Li X. (2023). Synthesis and Evaluation of Interfacial Properties and Carbon Capture Capacities of the Imidazolium-Based Ionic Liquid Surfactant. ACS Omega, 8(23), 21113-21119.

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Synthesis and Characterization of Novel Lipid-Based Formulations

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1-bromohexadecane, 1-bromododecane, 1-methylimidazole, and fluconazole were purchased from Sigma-Aldrich (St. Louis, MO, USA). Acetone (HPLC) was purchased from Vetec (Brazil) and used without prior purification. Ultrapure water (Milli-Q) was used in all prepared solutions. Medium-chain triglyceride (MCT), with the required HLB of 5, was purchased as Ceres® MCT-oil (Oberpfaffenhofen, Germany).

Hennemann B.L., Moleta G.S., Fuchs A.L., Villetti M.A., Kuhn B.L., Rampelotto C.R., Paz A.V., de Bona da Silva C, & Frizzo C.P. (2020). Synergic effects of ultrasound and ionic liquids on fluconazole emulsion. Ultrasonics Sonochemistry, 72, 105446.

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Cell Internalization Mechanisms of bPEI1800

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All reagents and solvents were used as received without further purification. bPEI1800 was purchased from Alfa Aesar (Ward Hill, MA, USA). 1-bromododecane, heparin sodium salt (150 USP [United States Pharmacopeia] units/mg), N-(2-hydroxyethyl) piperazine-N’-ethanesulfonic acid (HEPES), fluorescein isothiocyanate (FITC) isomer, ethidium bromide, chlorpromazine, methyl-β-cyclodextrin (M-β-CD), and sodium azide were obtained from Sigma-Aldrich Co. (St Louis, MO, USA). Trypsin, fetal bovine serum (FBS), Dulbecco’s Modified Eagle’s Medium (DMEM), and Roswell Park Memorial Institute (RPMI) 1640 medium were all provided by GE Healthcare UK Ltd (Little Chalfont, UK). 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) was from AMRESCO LLC (Solon, OH, USA). LysoTracker^® Red dye, Hoechst 33258, apoptosis detection kit (C1062), and Bradford protein assay kit (P0006) were all from Beyotime Institute of Biotechnology (Shanghai, People’s Republic of China). Luciferase assay kit (E1500) was from Promega Corporation (Fitchburg, WI, USA). Other chemicals and reagents were of analytical grade. Mouse mammary tumor cell line 4T1 was provided by the Department of Pathology in Institute of Medicinal Biotechnology in Peking Union Medical College (Beijing, People’s Republic of China) and cultured in RPMI 1640 containing 10% FBS.

Liu S., Huang W., Jin M.J., Wang Q.M., Zhang G.L., Wang X.M., Shao S, & Gao Z.G. (2014). High gene delivery efficiency of alkylated low-molecular-weight polyethylenimine through gemini surfactant-like effect. International Journal of Nanomedicine, 9, 3567-3581.

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Purification and Characterization of Organic Compounds

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1-Bromodecane (98%), 1-bromododecane (97%),
1-bromotetradecane (97%), 1-bromohexadecane (97%), 1-bromooctadecane
(97%), and 3-pyridinecarboxamide (nicotinamide, 98%) were purchased
from Sigma-Aldrich (Saint Louis, Missouri). 2,4-Dichlorophenoxyacetic
acid (2,4-D, 98%) and 4-chloro-2-methylphenoxyacetic acid (MCPA, 96%)
were obtained from PESTINOVA (Jaworzno, Poland). Both herbicidal acids
were purified prior to use by recrystallization from toluene followed
by treatment with activated carbon (powder—100 particle size
(mesh), Sigma-Aldrich, Saint Louis, Missouri). All solvents (methanol
(99.8%), dimethyl sulfoxide (DMSO) (98%), acetonitrile (99%), acetone
(99%), isopropanol (98%), n-propanol (99.5%), ethyl
acetate (99%), chloroform (98%), toluene (99.5%), hexane (99.5%))
and potassium hydroxide (85%) were delivered by Avantor (Gliwice,
Poland) and used without further purification. Deionized water with
a conductivity < 0.1 μS cm^–1, from the
HLP Smart 1000 demineralizer (Hydrolab, Poland), was used.

Stachowiak W., Kaczmarek D.K., Rzemieniecki T, & Niemczak M. (2022). Sustainable Design of New Ionic Forms of Vitamin B3 and Their Utilization as Plant Protection Agents. Journal of Agricultural and Food Chemistry, 70(27), 8222-8232.

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Synthesis and Characterization of Thermoresponsive Polymers

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N-[3-(Dimethylamino)propyl]methacrylamide
(DMAPMA, 99%), 2,2′-azobis(2-methylpropioamidine)dihydrochloride
(AMPA, V50, 97%), potassium carbonate (K2CO3), N,N′ methylene-bis(acrylamide) (BIS, 99%), hexadecyltrimethylammonium
bromide (CTAB, 99%), Nile Red, methyl iodide, 1-bromododecane (97%), N,N-dimethylformamide (DMF, anhydrous), and deuterium oxide
(D₂O) were purchased from Sigma-Aldrich, The Netherlands. N-Isopropylacrylamide (NIPAM, 98%) was purchased from TCI,
Belgium. Potassium chloride (KCl), methanol (anhydrous), ethanol,
and tetrahydrofuran (THF, anhydrous) were purchased from Merck, Germany.
Triclosan was purchased from Duchefa B.V., The Netherlands. All chemicals
were used as received without any further purification. Ultrapure
water (18.2 MΩ, arium 611 DI water purification system; Sartorius
AG, Göttingen, Germany) was used in all experiments.

Zu G., Steinmüller M., Keskin D., van der Mei H.C., Mergel O, & van Rijn P. (2020). Antimicrobial Nanogels with Nanoinjection Capabilities for Delivery of the Hydrophobic Antibacterial Agent Triclosan. ACS Applied Polymer Materials, 2(12), 5779-5789.

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Synthesis of Dodecyl Derivatives

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Nitric acid (fuming), triflouroacetic anhydride were purchased from Acros chemical and used as received. Dodecanol, dodecylamine and 1-bromododecane were all purchased from Sigma Aldrich (reagent grade) and used as received. Deuterated solvents (chloroform d) were purchased from Cambridge Isotope Laboratories and used as received. ¹H-NMR and ¹³C-NMR spectra were recorded on a 400 MHz Bruker spectrometer. NMR signals were referenced to residual solvent signals in the deuterated solvents. Synthesis reaction schemes can be found in Fig. S2 in the ESI.†

Huestis P.L., Lease N., Freye C.E., Huber D.L., Brown G.W., McDonald D.L., Nelson T., Snyder C.J, & Manner V.W. (2023). Radiolytic degradation of dodecane substituted with common energetic functional groups. RSC Advances, 13(14), 9304-9315.

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Synthesis of Polyketones and Novel Compounds

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3-(Dimethylamino)-1-propylamine (DMP), 1-bromododecane and 2,5-hexanodione (Sigma-Aldrich) were purchased and used as received. Aliphatic polyketones made of ethylene, propylene, and carbon monoxide were synthesized according to a reported procedure yielding a polyketone with 30 mol% ethylene and 70 mol% propylene (PK) (M_w 2930).²¹DPS12 was synthesized as previously reported,^{22 (link)} whereas DPS11 (ref. 23 (link)) was prepared by means of an unprecedented synthetic pathway, as described below (Fig. 9).

Araya-Hermosilla E., Parlanti P., Gemmi M., Mattoli V., Di Pietro S., Iacopini D., Granchi C., Turchi B., Fratini F., Di Bussolo V., Minutolo F., Picchioni F, & Pucci A. (2022). Functionalized aliphatic polyketones with germicide activity. RSC Advances, 12(54), 35358-35366.

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