231606-35-2

Basic information

• Product Name: 1-(4-bromo-phenyl)-dodecan-1-one
• Synonyms: 1-(4-bromo-phenyl)-dodecan-1-one
• CAS NO: 231606-35-2
• Molecular Weight: 339.316
• Mol File: 231606-35-2.mol

Chemical Properties

• CAS DataBase Reference: 1-(4-bromo-phenyl)-dodecan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-bromo-phenyl)-dodecan-1-one(231606-35-2)
• EPA Substance Registry System: 1-(4-bromo-phenyl)-dodecan-1-one(231606-35-2)

Safety Data

• Hazardous Substances Data: 231606-35-2(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 112-16-3 n-dodecanoyl chloride 
• 143-07-7 lauric acid 

Downstream Products

• 206763-93-1 (4-dodecylphenyl)boronic acid 
• 170698-86-9 4,4'-didodecyl-1,1'-diphenylacetylene 
• 237761-72-7 1-[4-(4-dodecanoyl-phenylethynyl)-phenyl]-dodecan-1-one 
• 237761-71-6 1-(4-ethynyl-phenyl)-dodecan-1-one 
• 170698-87-0 4-dodecyl-1-(trimethylsilylethynyl)benzene 
• 62856-05-7 1-bromo-4-((4-dodecylphenyl)ethynyl)benzene 
• 156733-60-7 1,2-bis-(4-dodecylphenyl)ethane-1,2-dione 
• 217489-65-1 2,3,4,5-tetrakis(4-dodecyl-phenyl)-cyclopentadienone 
• 126930-79-8 4-(4-dodecyl-phenyl)-2-methyl-but-3-yn-2-ol 
• 88020-03-5 4-n-dodecylphenylacetylene 
• 237761-70-5 1-(4-trimethylsilanylethynyl-phenyl)-dodecan-1-one 

Relevant articles and documents

Synthesis, characterization, and application to polymer solar cells of polythiophene derivatives with ester- or ketone-substituted phenyl side groups

J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 875-887 Four polythiophene derivatives including regiorandom polymers P1, P2, and P3 and a regioregular polymer P4, containing phenyl side chain with electron-withdrawing groups such as an ester and a ketone

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.

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.

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.

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.

Synthesis and self-assembly of functionalized hexa-peri-hexabenzocoronenes

Monolayers of hexa-alkyl substituted derivatives of hexa-peri-hexabenzocoronene (HBC) 1b have previously been investigated by scanning tunneling microscopy (STM) and scanning tunneling spectroscopy (STS). It is expected that different functional groups (electron donating or withdrawing) connected to the aromatic core will influence the packing pattern and possibly the current-voltage characteristics as well. In order to provide suitable model systems, a new synthetic approach to synthesize functionalized HBC derivatives has been developed. This was accomplished by [4+2]-cycloaddition of suitably bromo-substituted diphenyl-acetylenes and 2,3,4,5-tetraarylcyclo-penta-2,4-dien-1-ones followed by an oxidative cyclodehydrogenation with iron(III) chloride/nitromethane. Using this strategy three different substitution patterns were synthesized: 2-bromo-5,8, 11,14,17-pentadodecylhexa-peri-hexabenzocoronene (2a), 2,5-dibromo-8,11,14,17-pentadodecylhexa-peri-hexabenzocoronene (2b), and 2,11-dibromo-5,8,14,17-pentadodecylhexa-peri-hexabenzocoronene (2c). These bromo-substituted HBC derivatives were subjected to palladium catalyzed coupling reactions to give donor (alkoxy, amino) as well as acceptor (ester, cyano) substituted derivatives. The self-assembly of these new HBC derivatives was studied in the bulk as well as at an interface. DSC, optical microscopy, and X-ray diffraction revealed the existence of columnar mesophases. The bulk structure in the mesophase is largely insensitive to changes of the substitution pattern; however, in situ scanning tunneling microscopy at the solid-fluid interface between an organic solution of the HBC derivative and highly oriented pyrolytic graphite reveals different packing patterns of the first adsorbed monolayer.

Synthesis and optical properties of novel blue fluorescent conjugated polymers

In the present paper we describe new approaches towards the synthesis of conjugated polymers with defined conjugation length, resulting in a blue or green fluorescence. The new approach reported here is to use 1,3-phenylene (type 1) and 10,10'-bianthrylene (type 2) bridges of conjugated segments such as stilbenes and thiophenes which can easily be varied to further change the optical properties.