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Cas Database

74-99-7

74-99-7

Identification

  • Product Name:Propyne

  • CAS Number: 74-99-7

  • EINECS:200-828-4

  • Molecular Weight:40.0648

  • Molecular Formula: C3H4

  • HS Code:2901299090

  • Mol File:74-99-7.mol

Synonyms:Propyne(8CI);Allylene;Methylacetylene;1-Propyne;

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Safety information and MSDS view more

  • Pictogram(s):FlammableF,IrritantXi

  • Hazard Codes: F:Flammable;

  • Signal Word:Danger

  • Hazard Statement:H220 Extremely flammable gasH280 Contains gas under pressure; may explode if heated

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Artificial respiration may be needed. Refer for medical attention. See Notes. In case of skin contact ON FROSTBITE: rinse with plenty of water, do NOT remove clothes. In case of eye contact First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. Exposure Routes: inhalation, skin and/or eye contact (liquid) Symptoms: Irritation respiratory system; tremor, hyperexcitability, anesthesia; liquid: frostbite Target Organs: respiratory system, central nervous system (NIOSH, 2016) FIRST AID: Inhalation--Fresh air, rest. Artificial respiration if indicated. Refer for medical attention ... Skin--ON FROSTBITE: rinse with plenty of water, do NOT remove clothes. Eyes--First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then take to a doctor.

  • Fire-fighting measures: Suitable extinguishing media Shut off supply; if not possible and no risk to surroundings, let the fire burn itself out; in other cases extinguish with water spray ... Keep cylinder cool by spraying with water. Combat fire from a sheltered position. Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may travel to source of ignition and flash back. Cylinders exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket. (ERG, 2016) 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. Evacuate danger area! Personal protection: chemical protection suit including self-contained breathing apparatus. Ventilation. Remove all ignition sources. NEVER direct water jet on liquid. Evacuate danger area! Ventilation. Remove all ignition sources. NEVER direct water jet on liquid. (Extra personal protection: chemical protection suit including self-contained breathing apparatus).

  • 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. Fireproof. Cool.Fireproof. Cool.

  • Exposure controls/personal protection:Occupational Exposure limit valuesRecommended Exposure Limit: 10 hr Time-Weighted avg: 1000 ppm (1650 mg/cu m).Biological 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

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Relevant articles and documentsAll total 153 Articles be found

Murphy,Toogood

, p. 755 (1971)

Isomerization of Allene Propyne in Shock Waves and ab Initio Calculations

Kakumoto, Terumitsu,Ushirogouchi, Toshiaki,Saito, Ko,Imamura, Akira

, p. 183 - 189 (1987)

The isomerization allene propyne has been studied behind shock waves over the temperature range between 1300 and 2100 K and the total density range of (0.6-2.4) x 1E-5 mol/cm3.The isomerization rate was monitoring by means of the IR emission from allene and propyne.It was found that the process proceeded in the fall-off region, and the high-pressure limit rate constants were determined as k1 = 1E14.34 exp-1/(RT)> s-1, for the isomerization of allene to propyne, and k-1 = 1E14.14 exp-1/(RT)> s-1, for the isomerization of propyne to allene, using the equilibrium constants.Ab initio molecular orbital calculations have also been performed for the isomerization.It was found that the isomerization proceeded in a series of successive reactions via cyclopropene, which has been suggested by Honjou et al. (Honjou, N.; Pacansky, J.; Yoshimine, M.J.Am.Chem.Soc. 1984, 106, 5361).The rate constants estimated in terms of the transition-state theory, k1 = 1E14.23 exp-1/(RT)> s-1 and k-1 = 1E14.12 exp-1/(RT)> s-1, are consistent with the experimental results.

The isotope exchange reaction of fast hydrogen atoms with deuterated alkynes and alkenes

Johnston, Grace W.,Satyapal, Sunita,Bersohn, Richard,Katz, Benjamin

, p. 206 - 212 (1990)

The exchange reaction H (1 eV) + RD -> RH + D, where RD was deuterated acetylene, methylacetylene, ethylene, and propylene was studied by laser induced fluorescence detection of the hydrogen and deuterium atoms.The reaction cross sections were 1.69 +/- 0.

Keiser

, p. 329 (1836)

Krause et al.

, p. 227,229-234 (1978)

Novel tocopherol compounds IV. 5-tocopherylacetic acid and its derivatives

Rosenau, Thomas,Habicher, Wolf Dieter,Chen, Chen-Loung

, p. 787 - 798 (1996)

A new class of tocopherol (vitamin E) compounds, 5-tocopherylacetic acid derivatives, is presented. The synthesis and some unexpected properties of these compounds, such as relatively high thermal and chemical stability, are described and discussed in comparison with the labile 5a-halogeno-, 5a-alkoxy- or 5a-amino-substituted tocopherols.

Rearrangement of a Metal (η2-Alkyne) Complex to a Metal Vinylidene and Subsequent Reaction of the Metal Vinylidene to Regenerate the Alkyne

Bullock, R. Morris

, p. 165 - 167 (1989)

The η2-alkyne complex (C5H5)(PMe3)2Ru(HC(*)CMe)+PF6-, which was isolated from a reaction of HC(*)CMe with (C5H5)(PMe3)2RuCl, undergoes first-order rearrangement to give (C5H5)(PMe3)2Ru=C=C(H)Me+PF6-;

Kinetics of thermal gas-phase decomposition of 2-bromopropene using static system

Nisar, Jan,Awan, Iftikhar A.

, p. 1 - 5 (2007)

The gas phase elimination kinetics of 2-bromopropene was studied over the temperature range of 571-654 K and pressure range of 12-46 Torr using the seasoned static reaction system. Propyne was the only olefinic product formed and accounted for >98% of the reaction. This product was formed by homogeneous, unimolecular pathways with high-pressure first-order rate constant k∞ given by the equation k∞ = 10 13.47±0.6 exp-208.2±6.7(kj mol-1)/RT. The error limits are 95% certainty limits. The observed Arrhenius parameters are consistent with the four centered activated complex. The presence of methyl group on α-carbon lowers the activation energy by 41 kj mol-1.

Direct Evidence on the Mechanism of Methane Conversion under Non-oxidative Conditions over Iron-modified Silica: The Role of Propargyl Radicals Unveiled

?ot, Petr,Hemberger, Patrick,Pan, Zeyou,Paunovi?, Vladimir,Puente-Urbina, Allen,van Bokhoven, Jeroen Anton

supporting information, p. 24002 - 24007 (2021/10/01)

Radical-mediated gas-phase reactions play an important role in the conversion of methane under non-oxidative conditions into olefins and aromatics over iron-modified silica catalysts. Herein, we use operando photoelectron photoion coincidence spectroscopy to disentangle the elusive C2+ radical intermediates participating in the complex gas-phase reaction network. Our experiments pinpoint different C2-C5 radical species that allow for a stepwise growth of the hydrocarbon chains. Propargyl radicals (H2C?C≡C?H) are identified as essential precursors for the formation of aromatics, which then contribute to the formation of heavier hydrocarbon products via hydrogen abstraction–acetylene addition routes (HACA mechanism). These results provide comprehensive mechanistic insights that are relevant for the development of methane valorization processes.

Synthesis of Cyclopentenones with Reverse Pauson-Khand Regiocontrol via Ni-Catalyzed C-C Activation of Cyclopropanone

Jang, Yujin,Lindsay, Vincent N. G.

supporting information, p. 8872 - 8876 (2020/12/02)

A formal [3 + 2] cycloaddition between cyclopropanone and alkynes via Ni-catalyzed C-C bond activation has been developed, where 1-sulfonylcyclopropanols are employed as key precursors of cyclopropanone in the presence of trimethylaluminum. The transformation provides access to 2,3-disubstituted cyclopentenones with complete regiocontrol, favoring reverse Pauson-Khand products, where the large substituent is located at the 3-position of the ring. In the process, the trimethylaluminum additive is thought to play multiple roles, including as a Br?nsted base triggering the equilibration to cyclopropanone and liberation of methane, as well as a source of Lewis acid to activate the carbonyl group toward Ni-catalyzed C-C activation.

METHOD FOR PREPARATION OF NANOCERIA SUPPORTED ATOMIC NOBLE METAL CATALYSTS AND THE APPLICATION OF PLATINUM SINGLE ATOM CATALYSTS FOR DIRECT METHANE CONVERSION

-

Page/Page column 17, (2019/09/12)

Described are methods for converting methane to olefins, aromatics, or a combination thereof using a single atom catalyst comprising CeO2 nanoparticles impregnated with individual atoms of noble metals including Pt, Pd, Rh, Ru, Ag, Au, Ir, or a combination thereof. These single atom catalysts of the present invention are heated with methane to form olefins and aromatics.

Synthetic Studies Toward the Skyllamycins: Total Synthesis and Generation of Simplified Analogues

Giltrap, Andrew M.,Haeckl, F. P. Jake,Kurita, Kenji L.,Linington, Roger G.,Payne, Richard J.

, p. 7250 - 7270 (2018/06/01)

Herein, we report our synthetic studies toward the skyllamycins, a highly modified class of nonribosomal peptide natural products which contain a number of interesting structural features, including the extremely rare α-OH-glycine residue. Before embarking on the synthesis of the natural products, we prepared four structurally simpler analogues. Access to both the analogues and the natural products first required the synthesis of a number of nonproteinogenic amino acids, including three β-OH amino acids that were accessed from the convenient chiral precursor Garner's aldehyde. Following the preparation of the suitably protected nonproteinogenic amino acids, the skyllamycin analogues were assembled using a solid-phase synthetic route followed by a final stage solution-phase cyclization reaction. To access the natural products (skyllamycins A-C) the synthetic route used for the analogues was modified. Specifically, linear peptide precursors containing a C-terminal amide were synthesized via solid-phase peptide synthesis. After cleavage from the resin the N-terminal serine residue was oxidatively cleaved to a glyoxyamide moiety. The target natural products, skyllamycins A-C, were successfully prepared via a final step cyclization with concomitant formation of the unusual α-OH-glycine residue. Purification and spectroscopic comparison to the authentic isolated material confirmed the identity of the synthetic natural products.

METHOD FOR PRODUCING ACETYLENE COMPOUND

-

Paragraph 0043; 0050; 0051, (2017/02/23)

PROBLEM TO BE SOLVED: To provide a method for producing an acetylene compound. SOLUTION: A method for producing an acetylene compound comprises a first step of obtaining a cesium compound-supported alumina catalyst by burning a solid that is obtained by supporting a cesium compound on an alumina carrier at 150-400°C, and a second step of isomerizing an allene compound in the presence of the catalyst obtained in the first step. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Process route upstream and downstream products

Process route

1-bromo-1-propene
590-14-7

1-bromo-1-propene

sodium methylate
124-41-4

sodium methylate

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
1-bromo-1-propene
590-14-7

1-bromo-1-propene

sodium ethanolate
141-52-6

sodium ethanolate

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
1-bromo-1-propene
590-14-7

1-bromo-1-propene

aniline
62-53-3

aniline

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
2-bromo-2-chloropropane
2310-98-7

2-bromo-2-chloropropane

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
3-bromo-2-methyl-2-propenoic acid
89123-63-7

3-bromo-2-methyl-2-propenoic acid

carbonic-acid
463-79-6

carbonic-acid

hydrogen bromide
10035-10-6,12258-64-9

hydrogen bromide

acetic acid
64-19-7,77671-22-8

acetic acid

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
isomer(ic) I; Elektrolyse des Kaliumsalzes;
isomer(ic) II; Elektrolyse des Kaliumsalzes;
hexane
110-54-3

hexane

2-ethyltetrahydrofuran
1003-30-1,123931-62-4

2-ethyltetrahydrofuran

2-ethyl-4-methyloxetane
5410-21-9

2-ethyl-4-methyloxetane

2,5-dimethyltetrahydrofuran
1003-38-9

2,5-dimethyltetrahydrofuran

2-methyloxane
10141-72-7

2-methyloxane

1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2,3-epoxyhexane
1192-32-1

2,3-epoxyhexane

2-propyl-oxetane
4468-64-8

2-propyl-oxetane

methanol
67-56-1

methanol

Ketene
463-51-4

Ketene

ethane
74-84-0

ethane

ethene
74-85-1

ethene

1,2-propanediene
463-49-0

1,2-propanediene

acetaldehyde
75-07-0,9002-91-9

acetaldehyde

acetic acid
64-19-7,77671-22-8

acetic acid

propionic acid
802294-64-0,79-09-4

propionic acid

methyloxirane
75-56-9,16033-71-9

methyloxirane

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
With oxygen; at 376.84 ℃; for 0.000555556h; under 795.08 Torr; Temperature; Inert atmosphere;
Conditions
Conditions Yield
at 499.84 - 799.84 ℃; under 800.33 Torr; Gas phase; Pyrolysis;
cyclopropene
2781-85-3

cyclopropene

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
With platinized fired clay; at 300 ℃;
ethene
74-85-1

ethene

Bromoform
75-25-2

Bromoform

1,2-propanediene
463-49-0

1,2-propanediene

cyclopropene
2781-85-3

cyclopropene

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
at 20 ℃; under 4 Torr; Kinetics; Mechanism; Reactivity; Inert atmosphere; Irradiation;
allyl radical
1981-80-2,13932-24-6

allyl radical

oxygen

oxygen

1,2-propanediene
463-49-0

1,2-propanediene

cyclopropene
2781-85-3

cyclopropene

hydroxyl
3352-57-6

hydroxyl

prop-1-yne
74-99-7

prop-1-yne

Conditions
Conditions Yield
In neat (no solvent, gas phase); byproducts: H; apparatus consisting of two source chambers and scaterring chamber pumped by two 6-in. and one 10-in. baffled diffusion pumps, respectively, andaverage base pressure maintained below 2E-6 Torr; detd. by laser induced fluorescence; Kinetics;

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