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Cas Database

536-74-3

536-74-3

Identification

  • Product Name:Phenylacetylene

  • CAS Number: 536-74-3

  • EINECS:208-645-1

  • Molecular Weight:102.136

  • Molecular Formula: C8H6

  • HS Code:2902 90 00

  • Mol File:536-74-3.mol

Synonyms:1-Phenylethyne;Ethyne, phenyl-;NSC 4957;Ethynylbenzene;Phenylethyne;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn

  • Signal Word:Danger

  • Hazard Statement:H226 Flammable liquid and vapourH304 May be fatal if swallowed and enters airways H315 Causes skin irritation H319 Causes serious eye irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

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  • Manufacture/Brand:Usbiological
  • Product Description:Phenylacetylene
  • Packaging:25g
  • Price:$ 319
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Ethynylbenzene
  • Packaging:100g
  • Price:$ 375
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Ethynylbenzene >98.0%(GC)
  • Packaging:500mL
  • Price:$ 536
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Ethynylbenzene >98.0%(GC)
  • Packaging:100mL
  • Price:$ 154
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Ethynylbenzene >98.0%(GC)
  • Packaging:25mL
  • Price:$ 45
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Phenylacetylene
  • Packaging:25 g
  • Price:$ 15
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Phenylacetylene
  • Packaging:100 g
  • Price:$ 40
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Phenylacetylene 98%
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Phenylacetylene 98%
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  • Manufacture/Brand:Oakwood
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Relevant articles and documentsAll total 324 Articles be found

Oxophosphonium-Alkyne Cycloaddition Reactions: Reversible Formation of 1,2-Oxaphosphetes and Six-membered Phosphorus Heterocycles

L?we, Pawel,Feldt, Milica,Wünsche, Marius A.,Wilm, Lukas F.B.,Dielmann, Fabian

, p. 9818 - 9826 (2020)

While the metathesis reaction between alkynes and carbonyl compounds is an important tool in organic synthesis, the reactivity of alkynes with isoelectronic main-group R2E≠O compounds is unexplored. Herein, we show that oxophosphonium ions, which are the

Tributylstannyl radical-catalyzed reaction of 1,2,3-selenadiazoles with olefins or dienes

Nishiyama, Yutaka,Hada, Yasunobu,Anjiki, Masahiro,Miyake, Kazuya,Hanita, Sakiko,Sonoda, Noboru

, p. 1520 - 1525 (2002)

It was found that the reaction of 1,2,3-selenadiazoles derived from cyclic ketones with olefins or dienes was markedly promoted by a catalytic amount of tributylstannyl radical, which was generated in situ from tributylstannyl hydride or allyltributylstannane and AIBN, to give the corresponding dihydroselenophenes in moderate to good yields. In contrast, when 1,2,3-selenadiazoles prepared from linear and aromatic ketones were used as substrates, the same reaction did not take place, and alkynes were formed as the sole product.

Alkynylic SRN1 Reaction: Feasible or Not?

Galli, Carlo,Gentili, Patrizia

, p. 2013 - 2014 (1994)

A comparison of the relative propensity of aryl-, vinyl-, and ethynyl-halides towards a SRN1 reaction is made possible by an investigation of some nucleophilic reactions with bromophenylethyne.

Formation of Metal Acetylides via Complexes of Molecular Hydrogen

Field, Leslie D.,George, Adrian V.,Hambley, Trevor W.,Malouf, Elizabeth Y.,Young, David J.

, p. 931 - 933 (1990)

Terminal acetylenes react with to form metal acetylides and diacetylides; the crystal structure of trans-Fe(CCPh)2(dmpe)2 shows that the seven atoms of the C-CC-Fe-CC-C grouping are colinear and

-

Lee

, p. 2157 (1970)

-

1-Methoxycarbonylpyrrolizin-3-one and related compounds

Despinoy, Xavier L. M.,McNab, Hamish

, p. 2187 - 2194 (2009)

Flash vacuum pyrolysis (FVP) of dimethyl E- or Z-pyrrol-2-ylbut-2-enedioate 5 at 700 °C gave 1-methoxycarbonylpyrrolizin-3-one 1. The sequence involves E- to Z-isomerisation (if necessary), elimination of methanol and cyclisation; the elimination step is

Ground-State Chemical Reactivity under Vibrational Coupling to the Vacuum Electromagnetic Field

Thomas, Anoop,George, Jino,Shalabney, Atef,Dryzhakov, Marian,Varma, Sreejith J.,Moran, Joseph,Chervy, Thibault,Zhong, Xiaolan,Devaux, Elo?se,Genet, Cyriaque,Hutchison, James A.,Ebbesen, Thomas W.

, p. 11462 - 11466 (2016)

The ground-state deprotection of a simple alkynylsilane is studied under vibrational strong coupling to the zero-point fluctuations, or vacuum electromagnetic field, of a resonant IR microfluidic cavity. The reaction rate decreased by a factor of up to 5.5 when the Si?C vibrational stretching modes of the reactant were strongly coupled. The relative change in the reaction rate under strong coupling depends on the Rabi splitting energy. Product analysis by GC-MS confirmed the kinetic results. Temperature dependence shows that the activation enthalpy and entropy change significantly, suggesting that the transition state is modified from an associative to a dissociative type. These findings show that vibrational strong coupling provides a powerful approach for modifying and controlling chemical landscapes and for understanding reaction mechanisms.

-

Renaud,Leitch

, p. 2089,2091 (1964)

-

A New Insight into the SRN1 Vinylic Substitution

Galli, Carlo,Gentili, Patrizia

, p. 570 - 571 (1993)

Evidence is gathered on vinylic nucleophilic substitutions that suggests the occurrence of an ionic elimination-addition route along with the originally proposed SRN1 route.

Method for synthesizing high-purity MDPES raw material phenyl acetylene in one step

-

Paragraph 0037-0048, (2021/03/11)

The invention relates to the technical field of biological medicines, in particular to a method for synthesizing high-purity MDPES raw material phenyl acetylene in one step. The method comprises the following steps: in a solvent, uniformly stirring and mixing 1,2-dibromoethyl benzene and alkali, heating to 40-160 DEG C, reacting completely, filtering to remove bromide, and carrying out filtrate distillation separation, wherein one group of isolate is a recyclable solvent, the other group of isolate is product phenyl acetylene, and the GC purity is greater than 98%; the solvent is mixed and stirred, the temperature is raised to 40-160 DEG C after stirring to react completely, bromide is removed through filtration, GC purity is greatly improved through filtrate distillation separation, the GC purity is higher than 98%, the phenyl acetylene synthesis step is shortened, the phenyl acetylene raw material utilization rate is high, the solvent can be recycled, and the product yield is high; moreover, the product is higher in purity and more environmentally friendly, so that the industrial mass production requirement is better met, and the method is more suitable for popularization and application.

Dimeric Indenofluorene-Extended Tetrathiafulvalene Motif for Enhanced Intramolecular Complexation

Brol?s, Line,Kilde, Martin Dr?hse,Brock-Nannestad, Theis,Nielsen, Mogens Br?ndsted

, p. 3537 - 3544 (2021/06/18)

Tetrathiafulvalene (TTF) is a redox-active compound, which reversibly undergoes two one-electron oxidations to give stable species. Several features of TTF, such as redox and optical properties as well as geometry and self-associating nature, can be tuned by extension of the conjugated system with an aromatic linker such as an indenofluorene (IF) moiety. In this work we present the synthesis of a novel dimeric scaffold of IF-extended TTF (IF-TTF) in which the units are linked by a rigid 1,4-bis(2-ethynylphenyl)buta-1,3-diyne moiety. 1H-NMR spectroscopic studies reveal that the scaffold is highly prone to form intramolecular IF-TTF dimer complexes even in the neutral form, and stable radical cation species were formed in solution upon chemical oxidation with tris(4-bromophenyl)ammoniumyl hexachloroantimonate (‘magic blue’). Electrocrystallization of the rigid scaffold yielded a semi-conducting material, which proved to be stable at ambient temperature and air.

A trinuclear chromium(iii) chlorocarbyne

Kurogi, Takashi,Irifune, Keiichi,Enoki, Takahiro,Takai, Kazuhiko

supporting information, p. 5199 - 5202 (2021/05/31)

Reduction of CCl4 by CrCl2 in THF afforded a trinuclear chromium(iii) carbyne [CrCl(thf)2]3(μ3-CCl)(μ-Cl)3. The chlorocarbyne complex reacted with aldehydes to afford chloroallylic alcohols and terminal alkynes. The mechanistic study proposed two competitive pathways via an α-chlorovinyl intermediate.

Process route upstream and downstream products

Process route

(1,2-dibromovinyl)benzene
6607-46-1

(1,2-dibromovinyl)benzene

potassium cyanide
151-50-8

potassium cyanide

cinnamic nitrile
1885-38-7

cinnamic nitrile

(Z)-cinnamonitrile
24840-05-9

(Z)-cinnamonitrile

phenylacetylene
536-74-3

phenylacetylene

1-phenylethyl cyanide
1823-91-2

1-phenylethyl cyanide

Conditions
Conditions Yield
With potassium hydroxide; hydrogen; In water;
19 % Chromat.
27 % Chromat.
14 % Chromat.
40 % Chromat.
With potassium hydroxide; hydrogen; In water; for 15h;
27 % Chromat.
40 % Chromat.
14 % Chromat.
19 % Chromat.
Conditions
Conditions Yield
With iodide; magnesium; In tetrahydrofuran; Yield given; Heating;
10%
bromostyrene
103-64-0,1340-14-3

bromostyrene

2,5-Diphenyl-thiophene
1445-78-9

2,5-Diphenyl-thiophene

2-phenylnaphthalene
612-94-2

2-phenylnaphthalene

phenylacetylene
536-74-3

phenylacetylene

Conditions
Conditions Yield
With hydrogen sulfide; at 160 ℃; for 4h;
40%
6.7%
2%
33%
Conditions
Conditions Yield
With sodium tetrahydroborate; cetyltributylphosphonium bromide; In water; toluene; at 80 ℃; for 24h; Product distribution;
7%
2%
Conditions
Conditions Yield
With air; at 650 - 750 ℃; Further byproducts given. Title compound not separated from byproducts; Formation of xenobiotics;
Conditions
Conditions Yield
With air; at 840 ℃; under 19501.6 Torr; Further byproducts given. Title compound not separated from byproducts; Formation of xenobiotics; high pressure combustion;
Conditions
Conditions Yield
With magnesium; at 600 ℃; under 0.01 - 0.1 Torr; Title compound not separated from byproducts.;
42 % Chromat.
31 % Chromat.
6 % Chromat.
2,2,2-trichloroethylbenzene
3883-13-4

2,2,2-trichloroethylbenzene

(Z)-β-chlorostyrene
4604-28-8

(Z)-β-chlorostyrene

phenylacetylene
536-74-3

phenylacetylene

Conditions
Conditions Yield
2,2,2-trichloroethylbenzene; With chromium dichloride; at 20 ℃; for 4h;
With Dipropyl disulfide; at 20 ℃; for 0.5h;
at 120 ℃; for 12h; Further stages.;
20%
69%
11%
bis(phenylethynyl)ytterbium(II)

bis(phenylethynyl)ytterbium(II)

ytterbium hydroxide

ytterbium hydroxide

ethylbenzene
100-41-4,27536-89-6

ethylbenzene

phenylacetylene
536-74-3

phenylacetylene

Conditions
Conditions Yield
With aq. H2SO4 or aq. KOH or aq. KCN; In diethyl ether; water; hydrolysis under N2; ether extraction, GLC;
With aq. H2SO4 or aq. KOH or aq. KCN; In water; hydrolysis under N2; ether extraction, GLC;
With aq. H2SO4 or aq. KOH or aq. KCN; In tetrahydrofuran; water; hydrolysis under N2; ether extraction, GLC;
With aq. H2SO4 or aq. KOH or aq. KCN; In 1,2-dimethoxyethane; water; hydrolysis under N2; ether extraction, GLC;
chlorobenzene
108-90-7

chlorobenzene

benzyl chloride
100-44-7

benzyl chloride

phenylacetylene
536-74-3

phenylacetylene

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

Conditions
Conditions Yield
With oxygen; Further byproducts given. Title compound not separated from byproducts; Formation of xenobiotics; combustion;

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