126930-72-1

Usage

Chemical Properties

Clear colorless liquid

InChI:InChI=1/C18H29Br/c1-2-3-4-5-6-7-8-9-10-11-12-17-13-15-18(19)16-14-17/h13-16H,2-12H2,1H3

Upstream product

• 123-01-3 1-dodecylbenzene 
• 106-37-6 1.4-dibromobenzene 
• 15890-72-9 laurylmagnesium bromide 
• 112-16-3 n-dodecanoyl chloride 
• 108-86-1 bromobenzene 
• 108-90-7 chlorobenzene 
• 143-15-7 1-dodecylbromide 
• 143-07-7 lauric acid 
• 231606-35-2 1-(4-bromo-phenyl)-dodecan-1-one 

Downstream Products

• 135329-97-4 4,4'-Didodecyl-trans-stilbene 
• 170698-87-0 4-dodecyl-1-(trimethylsilylethynyl)benzene 
• 126930-79-8 4-(4-dodecyl-phenyl)-2-methyl-but-3-yn-2-ol 
• 709026-73-3 4-[(4-dodecyl-phenyl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 1337927-60-2 4,8-bis(4-dodecylphenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole 
• 1337927-42-0 4,8-bis-(4-dodecylphenylethynyl)-2,6-dimethylbenzo[1,2-d-4,5-d']bisoxazole diethylphosphonate ester 
• 1446140-70-0 2,6-bis(4-dodecylphenyl)-dithieno[3,2-b:2',3'-d]thiophene 
• 1398398-12-3 2-(4-dodecyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]-dioxaborolane 
• 110675-86-0 4-dodecylbenzaldehyde 
• 88020-03-5 4-n-dodecylphenylacetylene 
• 1260184-89-1 2-(4-n-dodecylphenyl)-1-benzofuran 
• 1010812-07-3 2,7-dibromo-9,10-di(4-dodecylphenyl)-9,10-dihydro-phenanthrene-9,10-diol 
• 1048966-27-3 2,6-dibromo-9,10-di(p-dodecylphenyl)anthracene-9,10-diol 
• 62856-05-7 1-bromo-4-((4-dodecylphenyl)ethynyl)benzene 

Relevant academic research and scientific papers

Hybrid Surfactants with N-Heterocyclic Carbene Heads as a Multifunctional Platform for Interfacial Catalysis

Processing of substrates with different solvent compatibility is a persistent problem in homogeneous catalysis, in particular when one starting compound is water soluble and the other is not. A promising concept reported in the literature is micellar catalysis. However, the process of developing catalysts that are surfactants at the same time is still in its early stages. We report the synthesis of a new surfactant system with an N-heterocyclic carbene (NHC) moiety as a head group. Characteristic surfactant properties such as the formation of micelles or liquid crystals is documented. The new surfactant ligand forms coordination compounds with various metals, most importantly Pd2+, in square planar geometry. In addition, the Pd-NHC compound shows surfactant features, and can be used successfully for C?C cross-coupling reactions (Suzuki, Heck). The boost in catalytic activity by one order of magnitude compared to analogous but non-amphiphilic species is reported.

Synthesis method of p-bromo-linear alkylbenzene

The invention belongs to the technical field of fine chemical industry, and in particular discloses a clean and efficient synthetic process technology of p-bromo-linear alkylbenzene. Paradibromobenzene and linear chain 1-haloalkane are added into an organic solvent, and reaction is conducted under the action of a catalyst ferric acetylacetonate and an activating agent consisting of zinc halide and magnesium powder to obtain the p-bromo-linear alkylbenzene. A paradibromobenzene single coupling technology is adopted, so production of ortho/meta isomers which are difficult to separate is avoided from the source; a Grignard reagent, which is instable to water and air, or an expensive boric acid reagent intermediate is not used, so that the production cost is reduced; a one-pot reaction technology is adopted, so that operation is simplified and good industrial application value is achieved.

Contorted aromatics: Via a palladium-catalyzed cyclopentannulation strategy

We show that a new class of contorted polycyclic aromatic hydrocarbons (PAHs) containing five-membered rings can be prepared via a palladium-catalyzed cyclopentannulation followed by Scholl cyclodehydrogenation. The annulation chemistry can be accomplished between a di-arylethynylene and an appropriate aryl-dibromide to form 1,2,6,7-tetraarylcyclopenta[hi]aceanthrylenes and 1,2,6,7-tetraaryldicyclopenta[cd,jk]pyrenes. Scholl cyclodehydrogenation to close the externally fused aryl groups was accomplished only with properly arranged alkoxy substitutions and provides access to the pi-extended 2,7,13,18-tetraalkoxytetrabenzo[f,h,r,t]rubicenes and 2,7,13,18-tetraalkoxydibenzo[4,5:6,7]indeno[1,2,3-cd]dibenzo[4,5:6,7]indeno[1,2,3-jk]pyrenes. The final compounds each possess apparent [4]helicene-like arrangements with fused five-membered rings; however, only the 2,7,13,18-tetraalkoxytetrabenzo[f,h,r,t]rubicenes contort out of planarity owing to an additional [5]helicene like arrangement. Single crystal analysis of the contorted aromatic shows the PAHs stack in a lock-and-key like arrangement and pi-stack in a columnar arrangement. Solution-phase aggregation, as well as liquid crystalline mesophases, were found for derivatives with suitably attached solubilizing chains.

Pi-Extended Ethynyl 21,23-Dithiaporphyrins: A Synthesis and Comparative Study of Electrochemical, Optical, and Self-Assembling Properties

21,23-Dithiaporphyrins were synthesized containing pi-extending ethynyl substituents at the meso positions. These porphyrins displayed highly bathochromic and broadened absorbance profiles spanning 400-900 nm with molar absorptivities ranging from 2500 to 300,000 M-1 cm-1. Electrochemically, these ethynyl dithiaporphyrins undergo a single oxidation at 0.44 or 0.57 V and reduction at -1.17 or -1.08 V versus a ferrocene/ferrocenium internal standard depending on the type of functionalization appended to the ethynyl group. DFT calculations predict that the delocalization of the frontier molecular orbitals should expand onto the meso positions of the ethynyl 21,23-dithiaporphyrins; shrinking the HOMO-LUMO energy gap by destabilizing the HOMO energy. Indeed, the DFT results agree with our optical and electrochemical assessments. Finally, differential scanning calorimetry combined with cross-polarized optical microscopy and powder X-ray diffraction was used to assess the ability of these porphyrins for long-range order. For the ethynylphenyl alkoxy 21,23-dithiaporphyin, birefringent, soft-crystalline-like domains were observed by polarized microscopy, which are marginally sustained by a low-level of crystallinity detected in the XRD, suggesting that long-range ordering is possible. Overall, ethynyl 21,23-dithiaporphyrins are able to harvest much lower energy light and possess lower oxidation and reduction potentials compared to their pyrrolic analogues, which are desirable properties for applications in organic electronics.

5,6-Diphenyl-1,2,4-Triazinic Dimeric Derivatives and the Use Thereof in the Form of Sun-Protective Agents

The invention relates to 5,6-diphenyl-1,2,4-triazinic compounds of general formula (I), wherein identical or different R1, R2, R3 and R4 represent a hydrogen, fluoride, chloride or bromine atom, C1 to C12 linear or branched alkyl, C1 A C18 linear or branched hydroxy, alkoxy poly(ethoxy)-alkoxy with a C1 to C4 alkyl fragment and an ethoxy number ranging from 1 to 4, amino or mono or di-alkylamino with a C1 to C4 alkyl fragment group, X is ortho-, meta- or paraphenylene, 4,4′-biphenylene, 2,4- or 2,6- or 3,4- or 3,5-pyridinylene, 2,2′-bipyridinylene, meta- or paraphenylenediamino, ethylenediamine, 2,2′-piperazinylene, diacyl of formula -(R4CO)2-, wherein r represents a phenyl radical, a 3 to 10 carbon, phenanthrene or anthracene atoms alkyl chain except 1,4-bis(5,6-diphenyl-1,2,4-triazin-3-yl)benzene of 2,4-bis(5,6-diphenyl-1,2,4-triazin-3-yl)pyridine and of 2,6-bis(5,6-diphenyl-1,2,4-triazin-3-yl)pyridine, to cosmetic compositions containing said compounds and to the use thereof in the form of sun filters or light-protective agents.

A self assembled molecular zipper based on a perfluorophenyl-phenyl diacetylene motif

The synthesis and characterization of a molecular rod consisting of a pentafluorophenyl and a para-dodecylphenyl subunit linked by a diacetylene and its large area self assembly into perfect parallel lines consisting of interlocked molecular rods are reported and discussed. The Royal Society of Chemistry 2006.

Room-temperature discotic nematic liquid crystals

The use of discotic nematic liquid crystals instead of calamitic nematic liquid crystals to improve the viewing angle of a liquid crystal display device has recently been reported. Compared to the large number of calamitic molecules showing nematic phase at room temperature, the number of disk-shaped molecules showing subambient discotic nematic phase ND are rare. In this paper we present the design, synthesis, mesomorphic behaviour and structureproperty relationship of discotic nematic liquid crystals based on benzene multiyne core.

Synthesis, characterization, and properties of the polyphosphinoboranes [RPH-BH2]n (R = Ph, iBu, p-nBuC6H4, p-dodecylC6H4): Inorganic Polymers with a phosphorus-boron backbone

The polyphosphinoboranes [PhPH-BH2]n (1), [iBuPH-BH2]n (2), [(p-nBuCsH4)PH-BH2]nn (3), and [(p-dodecylC6H4)PH-BH2]n (4) were prepared from the corresponding phosphine-borane adducts RPH2·BH3 (R = Ph, iBu.p-nBuC6H4, p-dodecylC6H4) via a rhodium-catalyzed dehydrocoupling procedure at elevated temperatures (ca. 90-130°C). Samples of polymers 1 and 2 and the new materials 3 and 4 were characterized by multinuclear NMR spectroscopy, and the molecular weights were determined by light scattering methods in THF or CH2Cl2 solutions. The absolute weight-average molecular weight of 2 was determined by static light scattering and found to be Mw = 13 100, and values of Mw of ca. 20 000 were estimated for the sample of polymers 1 and the new material 3 using dynamic light scattering (DLS). The molecular weights of polymers 3 and 4 were also analyzed by gel permeation chromatography using polystyrene standards, and values up to Mw = ca. 80 000, Mn = ca. 10 000 were determined for 3 and Mw = ca. 168 000, Mn = ca. 12 000 for 4. The chemical stability of 1 in THF toward HNEt2 or nBu3P was demonstrated using NMR spectroscopy and DLS analysis, which indicated that no significant polymer degradation occurred. WAXS analysis of 1 and 3 showed that the polymers are amorphous. The glass transition temperatures (Tg) of polymers 2, 3, and 4 were analyzed by DSC and were detected at ca. 5, 8, and -1°C, respectively. TGA analysis on 1-3 revealed T5% values (temperature for which 5% or the weight is lost) of 240°C for 1 and ca. 150-160°C for 2 and 3. After heating to 1000°C, ceramic yields in the range of 35-80% were obtained. The high ceramic yield for 1 (75-80%) indicates that this material is of interest as a pyrolytic precursor to boron phosphide-based solid-state materials.

Novel perylene chromophores obtained by a facile oxidative cyclodehydrogenation route

New perylene chromophores, phenyl-substituted diindeno[1,2,3-cd: 1′,2′,3′-lm]perylenes 5a,b and 4,4′,7,7′-tetraphenyldiacenaphtho[1,2- k:1′,2′,k′]diindeno[1,2,3-cd:1′,2′,3′- me]perylenes 22a,b, have been synthesized from substituted fluoranthene derivatives 3 a,b and 4 a,b by means of a surprisingly simple oxidative cyclodehydrogenation reaction. The resulting chromophores, when substituted with alkyl chains at the periphery, show good solubility in organic solvents, and a full characterization of the novel red, green, and blue dyes by field-desorption mass spectrometry, UV/Vis and 1H and 13C NMR spectroscopy becomes possible.

Discotic liquid crystals of transition metal complexes, 31: Establishment of mesomorphism and thermochromism of bis[1,2-bis(4-n-alkoxyphenyl)ethane-1,2-dithiolene]nickel complexes

Two series of bis[1,2-bis(4-n-alkylphenyl)ethane-1,2-dithiolene]nickel, Cn-Ni (n= 1-12), and bis[1,2-bis(4-n-alkoxyphenyl)ethane-1,2-dithiolene]nickel, CnO-Ni(n = 1-12, 14, 16, 18), have been synthesized. Their mesomorphism, thermochromism, supramolecular structures and π-acceptor property have been investigated by using different scanning calorimetry, polarizing microscopy, temperature-dependent X-ray diffraction technique, electronic spectroscopy and cyclic voltammetry. From the X-ray diffraction and electronic spectral results, it was established that the CnO-Ni complexes for n ≤ 10 exhibit two differently colored discotic lamellar (DL) mesophases whereas none of the Cn-Ni complexes has a mesophase, and that the thermochromism (brown→green) is attributable to a slow transformation from the Ni-Ni bonded dimers to the Ni-S bonded dimers.