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103-30-0 Usage

General Description

TRANS-1,2-DIPHENYLETHYLENE, often simply referred to as trans-stilbene, is a stereoisomer of cis-stilbene and is characterized by a trans arrangement of its two phenyl groups on either side of a carbon-carbon double bond. Trans-stilbene is a colorless crystalline solid with applications in organic chemistry, particularly in the synthesis of other organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 103-30-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 3 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 103-30:
20 % 10 = 0
So 103-30-0 is a valid CAS Registry Number.

103-30-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A10232)  trans-Stilbene, 98%   

  • 103-30-0

  • 100g

  • 501.0CNY

  • Detail
  • Alfa Aesar

  • (A10232)  trans-Stilbene, 98%   

  • 103-30-0

  • 500g

  • 1886.0CNY

  • Detail
  • Alfa Aesar

  • (A10232)  trans-Stilbene, 98%   

  • 103-30-0

  • 2500g

  • 7588.0CNY

  • Detail
  • Aldrich

  • (139939)  trans-Stilbene  96%

  • 103-30-0

  • 139939-25G

  • 444.60CNY

  • Detail
  • Aldrich

  • (139939)  trans-Stilbene  96%

  • 103-30-0

  • 139939-100G

  • 1,310.40CNY

  • Detail



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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017


1.1 GHS Product identifier

Product name trans-stilbene

1.2 Other means of identification

Product number -
Other names [E]-1,2-diphenylethene

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:103-30-0 SDS

103-30-0Related news

In vitro antileishmanial activity of trans-Stilbene (cas 103-30-0) and terphenyl compounds08/17/2019

Leishmaniasis are globally widespread parasitic diseases which often leads to death if left untreated. Currently available drugs present different drawbacks, so there is an urgent need to develop new, safe and cost-effective drugs against leishmaniasis. In this study we tested a small library of...detailed

Scintillation properties of solution-grown trans-Stilbene (cas 103-30-0) single crystals08/16/2019

The scintillation properties of trans-stilbene crystals grown for the first time by application of the solution growth technique to the scale of 10 cm are reported. Measurements of the scintillation light output, pulse shape discrimination, and neutron detection efficiency were made with sets of...detailed

Investigation of the effective parameters on the gas-solvent partition coefficient of trans-Stilbene (cas 103-30-0) using solvent-solubility approaches08/15/2019

Stilbenes and its various derivatives have been studied in different branches of science, because of their unique properties such as fluorescence, phosphorescence, photophysical, photochrome, photochemical and various biological properties. Despite of these potentials, one of the problems of sti...detailed

Gas-solvent and water-solvent partition of trans-Stilbene (cas 103-30-0) at 298 K08/14/2019

We start with literature data on gas to solvent partition of trans-stilbene, as log K, for 52 solvents. The log K values can be converted into corresponding water to solvent partitions, as log P, through the stilbene gas to water partition coefficient, and lead, with four additional equations, t...detailed

Solution growth of a deuterated trans-Stilbene (cas 103-30-0) crystal for fast neutron detection08/12/2019

The paper reports results on growth and characterization of the first deuterated analog of the trans-stilbene crystal. The high optical quality stilbene-d12 single crystal was grown by application of the solution technique using specially synthesized raw material and an aromatic solvent (anisole...detailed

Measured neutron light-output response for trans-Stilbene (cas 103-30-0) and small-molecule organic glass scintillators08/11/2019

The neutron light-output response from quasi-monoenergetic neutrons was measured for a Ø5.08 × 5.08 cm trans-stilbene and a Ø5.08 × 5.08 cm small-molecule organic glass scintillator. Quasi-monoenergetic neutrons were isolated from a time-of-flight measurement of a Cf-252 spontaneous fission so...detailed

103-30-0Relevant articles and documents

Palladium-catalyzed cross-coupling of Cr(CO)3-complex chloroarenes with organofluorosilanes

Kang, Suk-Ku,Kim, Won-Yeob

, p. 3743 - 3749 (1998)

The palladium-catalyzed cross-coupling of (η6-chlorobenzene) tricarbonylchromium complexes with organofluorosilanes followed by decomplexation afforded aryl-, alkenyl-, and alkynyl-substituted arenes.

Tandem Hydrosilylation/o-C-H Silylation of Arylalkynes Catalyzed by Ruthenium Bis(silyl) Aminophosphine Complexes

Kitano, Takeo,Komuro, Takashi,Ono, Rikima,Tobita, Hiromi

, p. 2710 - 2713 (2017)

An unprecedented reaction via consecutive trans-selective hydrosilylation and o-C-H silylation of arylalkynes with hydrosilanes was developed by use of ruthenium complex catalysts Ru{?°3(Si,O,Si)-xantsil}(CO)(PR3) (R = NC4H8 (1-Pyrr), NC5H10 (1-Pip); xantsil = (9,9-dimethylxanthene-4,5-diyl)bis(dimethylsilyl)). This reaction proceeded with gentle heating at 40-60 °C and afforded novel 2,α-bis-silylated (Z)-stilbene or (Z)-styrene derivatives 2 together with an equimolar amount of (E)-/(Z)-arylalkenes as byproducts. The selectivity of the formation of 2 reached a maximum by employing catalyst 1-Pyrr ligated by the less bulky triaminophosphine P(NC4H8)3 and hydrosilane HSiMe(OSiMe3)2 having moderately bulky and electron withdrawing substituents.


, p. 351 (1973)

Manganese chloride-catalyzed cross-coupling and carbonylative cross- coupling of organostannanes with iodonium salts

Kang, Suk-Ku,Kim, Won-Yeob,Lee, Yong-Tack,Ahn, Sung-Ki,Kim, Jin-Chul

, p. 2131 - 2132 (1998)

The MnCl2-4H2O-catalyzed cross-coupling and carbonylative cross- coupling of organostannanes with hypervalent iodonium salts afforded biaryls and biaryl ketones, respectively.

Palladium-catalyzed cross-coupling of triarylbismuth(V) derivatives with hypervalent iodonium salts


, p. 1021 - 1026 (2001)

The palladium-catalyzed cross-coupling of hypervalent iodonium salts with organobismuth(V) derivatives was accomplished with PdCl2 (5 mol%) in CH3CN at room temperature.

Fluoride-promoted cross-coupling of chloro(mono-, di-, or triphenyl)germanes with aryl halides in "moist" toluene. Multiple transfer of the phenyl group from organogermane substrates and comparison of the coupling efficiencies of chloro(phenyl)germanes with their corresponding stannane and silane counterparts

Pitteloud, Jean-Philippe,Zhang, Zun-Ting,Liang, Yong,Cabrera, Laura,Wnuk, Stanislaw F.

, p. 8199 - 8212 (2010)

The trichlorophenyl-, dichlorodiphenyl-, and chlorotriphenylgermanes undergo Pd-catalyzed cross-couplings with aryl bromides and iodides in the presence of tetrabutylammonium fluoride in toluene with addition of the measured amount of water. One chloride ligand on the Ge center allows efficient activation by fluoride to promote transfer of one, two, or three phenyl groups from the organogermanes. The corresponding chlorophenylstannanes were found to be more reactive than chlorophenylsilanes, which in turn were more effective than chlorophenylgermanes. One chloride ligand on the Ge or Si center allows efficient activation by fluoride to promote transfer of up to three aryl groups from germane or silicon. However, no haloligand was necessary to be present on the Sn center, since tetraphenyltin efficiently transferred up to four phenyl groups during fluoride-promoted couplings with aryl halides. 19F NMR studies suggested formation of the fluorophenylgermanes and the hypervalent germanate species as possible intermediates.


Uemura, Sakae,Wakasugi, Mikio,Okano, Masaya

, p. 277 - 284 (1980)

Aryltellurium(IV) compounds react with olefins to give the corresponding arylated olefins in moderate to quantitative yield in the presence of a palladium(II) salt.The reaction proceeds catalytically with respect to the palladium(II) salt if a suitable oxidant, such as t-butyl hydroperoxide or copper(I) or (II) chloride, is added.In the absence of olefin the corresponding biaryls are formed in moderate yield.Transmetalation of tellurium with palladium is a key step of the reaction.

Synthesis and characterization of pyrazolyl-functionalized imidazolium-based ionic liquids and hemilabile (Carbene)palladium(II) complex catalyzed heck reaction

Wang, Ruihu,Zeng, Zhuo,Twamley, Brendan,Piekarski, Melissa M.,Shreeve, Jean'ne M.

, p. 655 - 661 (2007)

Neat reactions of 1-(pyrazolylmethyl)imidazole with an excess of alkyl or polyfluoroalkyl halides at 100°C followed by subsequent metathetical reactions with LiN(SO2CF3)2 or KPF6 at 25°C gave rise to a series of

Palladium-catalyzed cross-coupling of organoboron compounds with iodonium salts and iodanes

Kang, Suk-Ku,Lee, Hong-Woo,Jang, Su-Bum,Ho, Pil-Su

, p. 4720 - 4724 (1996)

The palladium-catalyzed cross-coupling reaction of iodinanes (iodonium salts and iodanes) with organoboron compounds to form carbon-carbon bonds was achieved at ambient temperature under aqueous conditions in the absence of base. Coupling of phenylboronic acid with diphenyliodonium tetrafluoroborate in the presence of Pd(PPh3)4 (0.2 mol %) or Pd(OAc)2 (0.2 mol %) under aqueous conditions gave biphenyl in almost quantitative yield. Under the same conditions, substituted boronic acids, boronates, and trialkylboranes were readily coupled with diaryl-, alkenyl-, and alkynyliodonium salts. Finally, the iodanes ArI(OH)OTs underwent cross-coupling with boronic acids, boronates, and trialkylboranes to afford biphenyls and aryl-substituted alkenes.

A Convenient Reagent for the Intermolecular Coupling of Aldehydes and Ketones to Form Olefins

Carroll, Anthony R.,Taylor, Walter C.

, p. 1439 - 1443 (1990)

When aldehydes or ketones are treated with titanium tetrachloride and amalgamated magnesium turnings in tetrahydrofuran at 0 deg C for 2 h and subsequently under reflux for 24 h, reductive coupling occurs to give olefin in high yield.The optimum ratio of carbonyl substrate to titanium reagent was found to be 1 : 4.Examples of symmetrical and mixed couplings are given.Intramolecular coupling was not successful.

Electron-transfer Reduction of Protons to Hydrogen mediated by a Phenyl-lithium-activated Fe4S4 Cluster

Inoue, Hiroo,Sato, Makoto

, p. 1014 - 1015 (1982)

A synthetic Fe4S4 cluster mediates the transfer of electrons from phenyl-lithium to protons from benzenethiol, in a homogeneous system, resulting in the generation of hydrogen.

Isomerization Behavior of Halostilbene Radical Cations in the Excited States. Two-Color Photochemistry of Stilbene Derivatives

Kuriyama, Yasunao,Hashimoto, Fumiko,Tsuchiya, Masahiro,Sakuragi, Hirochika,Tokumaru, Katsumi

, p. 1371 - 1374 (1994)

Two-color laser excitation of (Z)-4,4'-dichlorostilbene and (Z)-4,4'-difluorostilbene with 425- and 500-nm laser pulses in acetonitrile containing 9,10-dicyanoanthracene and biphenyl exhibited a spectral change indicating a rapid conversion of the Z-radic

A First Palladium-Catalyzed Aryldegermylation of Styryltrimethylgermanes

Ikenaga, Kazutoshi,Matsumoto, Satoshi,Kikukawa, Kiyoshi,Matsuda, Tsutomu

, p. 185 - 188 (1990)

Both β-(E)- and β-(Z)-styryltrimethylgermanes easily reacted with arenediazonium tetrafluoroborates under palladium catalysis to give aryldegermylated products, (E)-PhCH=CHAr and Ph(Ar)C=CH2.On the other hand, the aryldegermylation of α-styrylgermane gave (E)-stilbene derivates with high stereo- and regioselectivities.

Cobalt-catalyzed alkenylation of organomagnesium reagents

Cahiez, Gerard,Avedissian, Hovsep

, p. 6159 - 6162 (1998)

Alkenyl iodides, bromides and chlorides react with organomagnesium reagents in THF, in the presence of Co(acac)2 and NMP (9 to 4 equiv.), to give the cross-coupling products in good yields. The reaction is chemoselective (aryl or alkyl bromides, esters and ketones) and stereoselective (≤ 99.5%).

Akiyama et al.

, p. C7 (1977)


, p. 3416,3417-3419 (1970)

Selective Isomerization of cis-Stilbene by Non-Resonant Two-Photon Excitation

Miyazawa, Takashi,Koshihara, Shin-ya,Segawa, Yusaburo,Kira, Mitsuo

, p. 217 - 218 (1995)

Non-Resonant two-photon excitation induced dramatical cange in the photoreaction pathways of stilbenes.Typically, irradiation of cis-stilbene with 532 nm laser pulses caused only isomerization to trans-stilbene in hexane at room temperature; the cyclization to dihydrophenanthrene was completely suppressed.


Miyaura, Norio,Suzuki, Akira

, p. C53 - C56 (1981)

The reaction of phenyl or 1-alkenyl iodides with 1-alkenyl-1,3,2-benzodioxaboroles readily obtainable via the hydroboration of 1-alkynes, gives the corresponding "head-to-tail" cross-coupling products, 2-phenyl-1-alkenes or 2-alkyl-1,3-alkadienes, in good yields.The reaction is effectively catalyzed by catalytic amounts of palladium compounds in the presence of triethylamine.

Heterotriangulene as an electron-transfer mediator in reduction of vic-dibromide compounds

Inagi, Shinsuke,Kaihatsu, Noriyuki,Kuribayashi, Shunsuke,Fuchigami, Toshio

, p. 846 - 848 (2013)

A novel heterotriangulene derivative and its nonfused analogue were successfully prepared, and their electrochemical and optical properties were studied by cyclic voltammetry measurements and UVvis and photoluminescence analyses. The mediatory use of the heterotriangulene derivative for the electrocatalytic reduction of dibromo compounds was also investigated.

Synthesis of xylylene-bridged dipalladium complexes with imidazole and triazole-based di-N-heterocyclic carbene (NHC) ligands

Du, Yufeng,Tang, Huiling,Ding, Hong,Shi, Yanhui,Cao, Changsheng,Pang, Guangsheng

, p. 735 - 739 (2016)

The di-N-heterocyclic carbene (NHC) dipalladium complexes, [(PdPyBr2)2(di-NHCimi)] and [(PdPyBr2)2(di-NHCtri)], di-NHCimi and di-NHCtri represent an imidazolylidene and a triazolylidene, respectively, featuring a 1,4-xylylene spacer between the carbene units, have been prepared. The influences of the imidazolylidene and triazolidene backbone and different substituents on the catalytic activity have been investigated in the Mizoroki-Heck reaction of styrene with bromobenzene.

Palladium on calcium carbonate combined to 2-hydroxypropyl-α/β- cyclodextrins: A selective catalytic system for aqueous heck coupling and hydroarylation

Senra, Jaqueline D.,Malta, Luiz Fernando B.,Souza, Andrea Luzia F.,Aguiar, Lucia C. S.,Antunesa

, p. 2551 - 2558 (2008)

An efficient, selective and recoverable catalytic system for ligand-free aqueous Heck reactions using hydroxypropylated cyclodextrins (HPCDs) and palladium on calcium carbonate (Pd/CaCO3) is highlighted. Remarkably, stereo- and chemoselectivities could be tuned by the cavity size of cyclodextrins, exploiting the relevance of host-guest interactions. UVVis experiments have led to strong evidence concerning an interplay between Pd(II) and α-HPCD, possibly ascribed to a reduction/stabilization effect of CDs. Unexpectedly, hydroarylation was the favored pathway with acrylonitrile which provided access to 3-phenylpropionitrile derivatives without usual hydride donors. Finally, determination of soluble Pd(0/II) via AAS enabled the definition of a predominant homogeneous mechanism in which TONs over 5000 were observed.

A Novel and Efficient Route to (E)-Alk-1-enyl Boronic Acid Derivatives from (E)-1-(Trimethylsilyl)alk-1-enes and a Formal Suzuki-Miyaura Cross-coupling Reaction starting with Vinylsilanes

Farinola, Gianluca M.,Fiandanese, Vito,Mazzone, Luigia,Naso, Francesco

, p. 2523 - 2524 (1995)

A novel and highly efficient conversion of vinylsilanes into vinyl boronates is described together with their Suzuki-Miyaura cross-coupling reaction, performed without isolating the intermediate resulting from borodesilylation.

Efficient PEPPSI-themed palladium N-heterocyclic carbene precatalysts for the mizoroki-heck reaction

Lin, Yong-Chieh,Hsueh, Hsin-Hsueh,Kanne, Shanker,Chang, Li-Kuang,Liu, Fu-Chen,Lin, Ivan J. B.,Lee, Gene-Hsiang,Peng, Shie-Ming

, p. 3859 - 3869 (2013)

Two sets of six PEPPSI (pyridine enhanced precatalyst preparation, stabilization, and initiation) themed palladium complexes of amide-functionalized N-heterocyclic carbenes [PdBr2(NHC)(Py)], where NHC = 1-acetamido-3-R-imidazolin-2-ylidene, 1-acetamido-3-R-benzimidazolin-2- ylidene and Py = pyridine, were prepared. Solid-state structures of all these complexes were determined by single-crystal X-ray diffraction methods. All complexes under scrutiny were found to adopt a trans arrangement with square-planar geometry. These complexes showed excellent catalytic activity toward the Mizoroki-Heck cross-coupling reaction of aryl chlorides and styrene. Benzimidazole-derived complexes exhibited better catalytic activity than imidazole-based complexes. Formation of palladium nanoparticles in the reaction mixture was evidenced by dynamic light scattering and transmission electron microscopy studies and a mercury poisoning experiment, suggesting the possible involvement of palladium nanoparticles in the catalytic reactions.

Reactions of polyfluorinated cyclohexadienones with diazoalkanes. Part 1. Formation of cyclopropanes from polyfluorinated cyclohexa-2,4-dienones with diazomethane and phenyldiazomethane

Kovtonyuk, Vladimir N.,Kobrina, Ljubov S.,Gatilov, Yurij V.,Bagryanskaya, Irina Yu.,Froehlich, Roland,Haufe, Guenter

, p. 1929 - 1933 (2000)

The reaction of 6-chloro-2,3,4,5,6-pentafluorocyclohexa-2,4-dienone (1) with diazomethane gives a mixture of two diastereoisomers of 6-chloro-3a,4,5,6,7a-pentafluoro-3,3a,6,7a-tetrahydrospiro[indazole-7,2′-o xirane] 2a and 2b. In contrast phenyldiazomethane reacts with polyfluorinated cyclohexa-2,4-dienones 1, 9, and 10 in acetonitrile to form the fluorinated 7-phenylbicyclo[4.1.0]hept-4-en-2-ones 4a,b, 11a,b, and 12a,b as the main products. This reaction shows a remarkable dependence on the polarity of the solvent. While a complex mixture of products was formed in pentane, the reaction in acetonitrile proceeds with high stereoselectivity giving only the two endo-isomers.

Utilization of microwave heating in the McMurry reaction for facile coupling of aldehydes and ketones to give alkenes

Stuhr-Hansen, Nicolai

, p. 5491 - 5494 (2005)

Microwave heating was applied in high-yield syntheses of alkenes by McMurry coupling of aldehydes and ketones with low-valent titanium. All aldehydes and ketones including sulfur end-capped analogues gave alkenes in isolated yields above 80% without detectable amounts of pinacols.

Heterobimetallic Pd/Mn and Pd/Co complexes as efficient and stereoselective catalysts for sequential Cu-free Sonogashira coupling–alkyne semi-hydrogenation reactions

Baweja, Saral,Clauss, Reike,Gelman, Dmitri,Hey-Hawkins, Evamarie

, p. 1344 - 1356 (2022/02/03)

A series of heterobimetallic PdII/MII complexes (MII = Mn, Co) were synthesised and tested as precatalysts for sequential Sonogashira coupling–alkyne semi-hydrogenation reactions to form Z-aryl alkenes. The carbometalated heterobimetallic PdII/CoII complex CoPdL3′ demonstrated an apparent cooperative effect compared to the corresponding monometallic counterparts. This compound was identified as a potent single-molecule catalyst for the one-pot Cu-free Sonogashira coupling of aryl bromides with terminal alkynes followed by chemo- and stereoselective semi-hydrogenation of the alkyne intermediate using NH3·BH3 as a hydrogen source. Furthermore, different aromatic substrates have been tested to show the generality of the reaction for the synthesis of Z-alkenes, including biologically active combretastatin A-4. In addition, the homogeneous nature of the catalytically active species was demonstrated.

Method for selectively synthesizing cis-trans-olefin by catalytic alkyne semi-reduction through water-hydrogen-supplying palladium


Paragraph 0098; 0109-0112, (2021/10/30)

The method comprises the following steps: TEOA, NaOAc, a catalyst, water and alkyne are subjected to a reduction reaction of alkyne in an organic solvent to react to form cis-olefin. Ligand t-Bu2 PCl, The catalyst, water and the alkyne are subjected to a reduction reaction of alkyne in an organic solvent to react to form a trans-olefin. The reactor for the reduction reaction is a sealed pressure-resistant reactor, the temperature of the reduction reaction is 120 - 150 °C, and the reduction reaction time is 20 - 40h. The amount of the catalyst used is 5 - 20% of the molar amount of alkyne, and the amount of water is 10 - 50 times of the molar amount of alkyne. The ligand is used in an amount 2-5 times the molar amount of catalyst. In the invention, the catalyst system has extremely high chemical reaction and stereoselectivity, and cis or trans olefinic products can be synthesized at high yield. The catalytic system has strong universality on substrates, and alkynes containing various functional groups can efficiently carry out high-selectivity reduction reaction.

Method for reducing alkyne into olefin by taking water as hydrogen source under catalysis of nickel


Paragraph 0059-0062, (2021/06/26)

The invention discloses a method for reducing alkyne into olefin by taking water as a hydrogen source under the catalysis of nickel, which comprises the following steps: placing alkyne in a solvent to react under the action of a nickel catalyst, a ligand, alkali, a boron reagent and a hydrogen source, and carrying out post-treatment to obtain olefin, and the hydrogen source is water. According to the invention, a cheap metal nickel catalyst is combined with a boron reagent to activate water, so that hydrogen transfer is realized, and the use of dangerous hydrogen is avoided. The method has good stereoselectivity, no excessive hydrogenation product alkane is generated, conditions are mild, the highest yield can reach 99%, and the method has good application prospects.

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