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2,7-Dimethylnaphthalene is an organic compound with the chemical formula C12H10, characterized by its white to beige powder or flake appearance. It is a type of polycyclic aromatic hydrocarbon (PAH) with two methyl groups attached to the second and seventh carbon atoms of the naphthalene molecule. 2,7-DIMETHYLNAPHTHALENE has been investigated for its atmospheric oxidation mechanism and adsorption properties when dissolved in supercritical carbon dioxide on NaY-type zeolite.

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  • 582-16-1 Structure
  • Basic information

    1. Product Name: 2,7-DIMETHYLNAPHTHALENE
    2. Synonyms: naphthalene,2,7-dimethyl-;2,7-DIMETHYLNAPHTHALENE;2,7-Dimethylnaphthalene,99%;2,7-DIMETHYLNAPHTHALENE 98+%;2,7-DIMETHYLNAPTHTHALENE;2,7-Dimcthylnaphthaline;2.7-Dimethylnaphthalene 100mg [582-16-1];2,7-Dimethylnaphthalene 99%
    3. CAS NO:582-16-1
    4. Molecular Formula: C12H12
    5. Molecular Weight: 156.22
    6. EINECS: 209-477-1
    7. Product Categories: Naphthalene derivatives;Arenes;Building Blocks;Organic Building Blocks
    8. Mol File: 582-16-1.mol
  • Chemical Properties

    1. Melting Point: 94-97 °C(lit.)
    2. Boiling Point: 263 °C(lit.)
    3. Flash Point: 262-264°C
    4. Appearance: /
    5. Density: 1.0030
    6. Vapor Pressure: 0.0159mmHg at 25°C
    7. Refractive Index: 1.5956 (estimate)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. BRN: 1852737
    11. CAS DataBase Reference: 2,7-DIMETHYLNAPHTHALENE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2,7-DIMETHYLNAPHTHALENE(582-16-1)
    13. EPA Substance Registry System: 2,7-DIMETHYLNAPHTHALENE(582-16-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: 22-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 582-16-1(Hazardous Substances Data)

582-16-1 Usage

Uses

1. Chemical Synthesis:
2,7-Dimethylnaphthalene is used as a chemical intermediate for the preparation of various derivatives, such as 2,7-bisbromomethylnapthalene, via bromination with N-bromosuccinimide. This application is crucial in the synthesis of complex organic molecules and materials.
2. Atmospheric Oxidation Studies:
In environmental chemistry, 2,7-dimethylnaphthalene serves as a subject for investigating the atmospheric oxidation mechanism initiated by OH radicals. Understanding these mechanisms is essential for assessing the environmental impact and fate of PAHs in the atmosphere.
3. Adsorption Studies:
2,7-Dimethylnaphthalene is used in adsorption studies involving supercritical carbon dioxide on NaY-type zeolite. These studies contribute to the development of advanced separation and purification techniques in the chemical industry, as well as understanding the interactions between PAHs and adsorbent materials.
4. Potential Industrial Applications:
Although not explicitly mentioned in the provided materials, 2,7-dimethylnaphthalene may have potential applications in various industries due to its chemical properties. For instance, it could be used in the production of dyes, pigments, or as a component in the manufacturing of plastics and coatings. However, further research and development would be required to explore and validate these applications.

Synthesis Reference(s)

Synthesis, p. 566, 1974 DOI: 10.1055/s-1974-23372

Check Digit Verification of cas no

The CAS Registry Mumber 582-16-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 2 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 582-16:
(5*5)+(4*8)+(3*2)+(2*1)+(1*6)=71
71 % 10 = 1
So 582-16-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H12/c1-9-3-5-11-6-4-10(2)8-12(11)7-9/h3-8H,1-2H3

582-16-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (B21704)  2,7-Dimethylnaphthalene, 99%   

  • 582-16-1

  • 0.25g

  • 696.0CNY

  • Detail
  • Alfa Aesar

  • (B21704)  2,7-Dimethylnaphthalene, 99%   

  • 582-16-1

  • 1g

  • 1115.0CNY

  • Detail
  • Aldrich

  • (279919)  2,7-Dimethylnaphthalene  99%

  • 582-16-1

  • 279919-250MG

  • 930.15CNY

  • Detail
  • Aldrich

  • (279919)  2,7-Dimethylnaphthalene  99%

  • 582-16-1

  • 279919-1G

  • 2,024.10CNY

  • Detail

582-16-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,7-dimethylnaphthalene

1.2 Other means of identification

Product number -
Other names Naphthalene, 2,7-dimethyl-

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:582-16-1 SDS

582-16-1Relevant articles and documents

Synthesis of Nanosized ZSM-5 Zeolites by Different Methods and Their Catalytic Performance in the Alkylation of Naphthalene

Wang, Yongchao,Kikhtyanin,Li, Cheng,Su, Xiaofang,Bai, Xuefeng,Wu, Wei

, p. 394 - 406 (2021/02/26)

Abstract: Three nanosized ZSM-5 zeolites were successfully prepared from reactive gelswith the same Si/Al ratios by different synthetic procedures that included theuse of tetrapropylammonium hydroxide or n-butylamine as a template and a seedingmethod that did not use an organic additive. The effect of the synthetic methodon the physicochemical properties of the prepared samples was investigated byXRD, XRF, XPS, N2 physisorption, SEM, TEM,27Al MAS NMR, NH3-TPD, andPy-FTIR. The catalytic performance of thenanosized ZSM-5 zeolites in the alkylation of naphthalene with methanol wascompared. The prepared samples were phase-pure, highly crystalline ZSM-5zeolites, but they had different bulk and surface Si/Al ratios as well astextural and acidic properties. The study of the prepared catalysts innaphthalene methylation revealed that both the acid characteristics of the ZSM-5nanosized zeolites and their textural properties were responsible for theiractivity in the reaction. A difference in the composition ofmonomethylnaphthalenes and dimethylnaphthalenes was attributed to the ability ofthe catalyst to isomerize the primary reaction products on acid sites located onthe external surface of the zeolite crystals. 2,7-DMN was found to be thepreferred reaction product over 2,6-DMN when formed at pore entrances to ZSM-5channels due to the differences in their dimensions. In contrast,2,6-dimethylnaphthalene could be produced on weaker external Br?nsted acidsites, which are hydroxyls attached to octahedral Al atoms. The presentedresults show that the method used to synthesize nanoscale ZSM-5 zeolites is acritical factor that determines the physicochemical properties and catalyticperformance of the resulting crystals.

Methylation of 2-methylnaphthalene over metal-impregnated mesoporous MCM-41 for the synthesis of 2,6-triad dimethylnaphthalene isomers

Niftaliyeva, Aysel,Güle?, Fatih,Karaduman, Ali

, p. 2403 - 2416 (2020/02/11)

2,6-Dimethylnaphthalene (2,6-DMN) is one of the key intermediates for the production of polyethylene naphthalate (PEN), which demonstrates superior properties compared with the polyethylene terephthalate. However, the complex synthesis procedure of 2,6-DMN increases the production cost and decreases the commercialisation of PEN. In this study, selective synthesis of 2,6-triad DMN isomers (1,5-DMN, 1,6-DMN and 2,6-DMN) has been investigated by the methylation of 2-methylnaphthalene (2-MN) over mesoporous Cu/MCM-41 and Zr/MCM-41 zeolite catalysts. On the contrary of other DMN isomers, 2.6-triad isomers can effectively be converted to be profitable 2,6-DMN with an additional isomerisation reaction, which is a new approach to reach higher 2,6-DMN yield. The methylation reactions of 2-MN were investigated in a fixed-bed reactor at 400?°C and weight hourly space velocity of 1–3?h?1. The results showed that the activity of MCM-41 on the methylation of 2-MN has been enhanced with the impregnation of Cu. The conversion increased from about 17% to 35 wt% with the impregnation of Cu. Similarly, the 2,6-triad DMN selectivity and 2,6-/2,7-DMN ratio reached the maximum level (48 wt% and 1.95, respectively) over Cu-impregnated MCM-41 zeolite catalyst.

PYRIDAZINONE HERBICIDES AND PYRIDAZINONE INTERMEDIATES USED TO PREPARE A HERBICIDE

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Page/Page column 44-45, (2020/05/13)

Disclosed are compounds of Formula I and N-oxides or salts thereof, wherein R1 is C1-C4alkyl or C3-C6cycloalkyl; R2 is H, Cl, Br or I; R3 is Cl or OR4; R4 is H or C1-C4 alkyl; R5 is H, F, Cl or CH3; and R6 is H or Cl. Also disclosed is a composition containing a compound of Formula I, and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound of Formula I or a composition thereof. Also dislosed are methods for preparing a compound of Formula I.

MULTICYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

-

Paragraph 0307-0314, (2020/01/31)

The present specification provides a compound of chemical formula 1 and an organic light emitting device comprising the same. The compound described in the present invention can be used as a material of an organic material layer of the organic light emitting device. When manufacturing the organic light emitting device comprising the compound according to at least one embodiment, it is possible to obtain the organic light emitting device having high efficiency and long lifespan.COPYRIGHT KIPO 2020

A compound two spiral alkylations, ZSM - 12 molecular sieve preparation method and the preparation of ZSM - 12 molecular sieve and alkylation method

-

Paragraph 0090-0094; 0098, (2019/10/04)

The invention discloses a di-spirane compound, a preparation method for a ZSM-12 molecular sieve, the prepared ZSM-12 molecular sieve and an alkylation method. The di-spirane compound has a structureshown in a formula (I), wherein n is 2-6, X is an anion selected from Cl, Br, I or OH. The ZSM-12 molecular sieve is prepared by using the di-spirane compound provided by the invention; when the prepared ZSM-12 molecular sieve is used for catalyzing the alkylation method, the conversion rate is high, and the selectivity is good.

Selective synthesis of 2,6-triad dimethylnaphthalene isomers by disproportionation of 2-methylnaphthalene over mesoporous MCM-41

Güle?, Fatih,Niftaliyeva, Aysel,Karaduman, Ali

, p. 7205 - 7218 (2018/08/22)

2,6-Dimethylnaphthalene (2,6-DMN) is one of the crucial intermediates for the synthesis of polybutylenenaphthalate and polyethylene naphthalate (PEN). The complex synthesis procedure and the high cost of 2,6-DMN production significantly reduce the commercialisation of PEN even though PEN demonstrates superior properties compared with polyethylene terephthalate. 2,6-DMN can be produced by methylation of 2-methylnaphthalene (2-MN) and/or naphthalene, disproportionation of 2-MN, and/or isomerisation of dimethylnaphthalenes (DMNs). In this study, synthesis of 2,6-triad DMN isomers consisting of 2,6-DMN, 1,6-DMN, and 1,5-DMN have been investigated with the disproportionation of 2-MN over unmodified and Zr-modified mesoporous MCM-41 zeolite catalysts. In contrast to other DMN isomers, both 1,5-DMN and 1,6-DMN can be effectively isomerised to be profitable 2,6-DMN. The disproportionation of 2-MN experiments were carried out in a catalytic fixed-bed reactor in the presence of 1?g of catalyst at a temperature range of 350–500?°C and weight hourly space velocity between 1 to 3?h?1. The results demonstrated that mesoporous MCM-41 zeolite catalyst has a selective pore shape for 2,6-triad DMN isomers, which may allow a decrease in the production cost of 2,6-DMN. Additionally, 2,6-DMN was successfully synthesised by the disproportionation of 2-MN over MCM-41 zeolite catalyst. Furthermore, both the conversion of 2-MN and the selectivity of 2,6-DMN were considerably enhanced by the Zr impregnation on MCM-41.

Shape-selective methylation of naphthalene with methanol over SAPO-11 molecular sieve modified with hydrochloric acid and citric acid

Wang, Xiaoxiao,Liu, Zhenmin,Guo, Fang,Wang, Yingchun,Wei, Xianxian,Li, Peng,Xue, Yongbing,Wang, Yuanyang,Guo, Shaoqing,Yu, Yue

, p. 243 - 250 (2018/01/17)

Herein, a series of SAPO-11 molecular sieves were modified by citric acid and hydrochloric acid. They were characterized by ICP, XRD, SEM, N2 adsorption-desorption, NH3-TPD, 29Si MAS NMR, and Py-IR and evaluated by the methylation of naphthalene with methanol to 2,6-dimethylnaphthalene (2,6-DMN). According to the XRD results, hydrochloric acid at a high concentration not only removed extra-framework aluminum but also deleted framework silicon; this resulted in the formation of crystal defects. N2 adsorption-desorption results showed that all the samples possessed micropores and secondary mesopores. The SAPO-11 sample modified with 4 mol L-1 hydrochloric acid for 30 min exhibited the largest secondary mesopore size distributions. NH3-TPD and 29Si MAS NMR showed that hydrochloric acid at a high concentration could eliminate more acid sites. SAPO-11 modified with 4 mol L-1 hydrochloric acid for 30 min presented high catalytic performance for the methylation of naphthalene; this was mainly attributed to the amount of secondary mesopores in the SAPO-11 molecular sieves.

Stack the Bowls: Tailoring the Electronic Structure of Corannulene-Integrated Crystalline Materials

Rice, Allison M.,Dolgopolova, Ekaterina A.,Yarbrough, Brandon J.,Leith, Gabrielle A.,Martin, Corey R.,Stephenson, Kenneth S.,Heugh, Rebecca A.,Brandt, Amy J.,Chen, Donna A.,Karakalos, Stavros G.,Smith, Mark D.,Hatzell, Kelsey B.,Pellechia, Perry J.,Garashchuk, Sophya,Shustova, Natalia B.

supporting information, p. 11310 - 11315 (2018/08/11)

We report the first examples of purely organic donor–acceptor materials with integrated π-bowls (πBs) that combine not only crystallinity and high surface areas but also exhibit tunable electronic properties, resulting in a four-orders-of-magnitude conductivity enhancement in comparison with the parent framework. In addition to the first report of alkyne–azide cycloaddition utilized for corannulene immobilization in the solid state, we also probed the charge transfer rate within the Marcus theory as a function of mutual πB orientation for the first time, as well as shed light on the density of states near the Fermi edge. These studies could foreshadow new avenues for πB utilization for the development of optoelectronic devices or a route for highly efficient porous electrodes.

Helical Threads: Enantiomerically Pure Carbo[6]Helicene Oligomers

Schaack, Cédric,Sidler, Eric,Trapp, Nils,Diederich, Fran?ois

supporting information, p. 14153 - 14157 (2017/10/17)

We report the synthesis of enantiomerically pure carbo[6]helicene oligomers with buta-1,3-diyne-1,4-diyl bridges between the helicene nuclei. The synthesis of monomeric (±)-2,15-bis[(triisopropylsilyl)ethynyl]carbo[6]helicene was achieved in 25 % yield over six steps. Pure (+)-(P)- and (?)-(M)-enantiomers were obtained by HPLC on a chiral stationary phase. The dimeric (+)-(P)2- and (?)-(M)2-configured and the tetrameric (+)-(P)4- and (?)-(M)4-configured oligomers were obtained by sequential oxidative acetylenic coupling. The ECD spectra of the tetrameric oligomers displayed large Cotton effect intensities of Δ?=?851 m?1 cm?1 at λ=370 nm ((M)4-enantiomer). We transformed the buta-1,3-diyne-1,4-diyl bridge in the dimeric (P)2 and (M)2 oligomer by heteroaromatization into a thiene-2,5-diyl linker. Although the resulting chromophore showed reduced ECD intensities, it exhibited a remarkably strong fluorescence emission at 450–500 nm, with an absolute quantum yield of 25 %.

Hierarchical Corannulene-Based Materials: Energy Transfer and Solid-State Photophysics

Rice, Allison M.,Fellows, W. Brett,Dolgopolova, Ekaterina A.,Greytak, Andrew B.,Vannucci, Aaron K.,Smith, Mark D.,Karakalos, Stavros G.,Krause, Jeanette A.,Avdoshenko, Stanislav M.,Popov, Alexey A.,Shustova, Natalia B.

supporting information, p. 4525 - 4529 (2017/04/11)

We report the first example of a donor–acceptor corannulene-containing hybrid material with rapid ligand-to-ligand energy transfer (ET). Additionally, we provide the first time-resolved photoluminescence (PL) data for any corannulene-based compounds in the solid state. Comprehensive analysis of PL data in combination with theoretical calculations of donor–acceptor exciton coupling was employed to estimate ET rate and efficiency in the prepared material. The ligand-to-ligand ET rate calculated using two models is comparable with that observed in fullerene-containing materials, which are generally considered for molecular electronics development. Thus, the presented studies not only demonstrate the possibility of merging the intrinsic properties of π-bowls, specifically corannulene derivatives, with the versatility of crystalline hybrid scaffolds, but could also foreshadow the engineering of a novel class of hierarchical corannulene-based hybrid materials for optoelectronic devices.

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