Product Name

  • Name

    Diacetylene

  • EINECS 207-303-9
  • CAS No. 460-12-8
  • Article Data138
  • CAS DataBase
  • Density 0.806g/cm3
  • Solubility 1g/L(25 oC)
  • Melting Point -35.99°C
  • Formula C4H2
  • Boiling Point 10.3°Cat760mmHg
  • Molecular Weight 50.0599
  • Flash Point °C
  • Transport Information
  • Appearance gas
  • Safety A dangerous explosive. Polymerizes violently above 0°C. Arsenic pentafluoride catalyzes explosive polymerization. Reaction with silver nitrate forms a very explosive friction-sensitive product. When heated to decomposition it emits acrid smoke and fumes.
  • Risk Codes
  • Molecular Structure Molecular Structure of 460-12-8 (Diacetylene)
  • Hazard Symbols
  • Synonyms Butadiyne(8CI); Biacetylene; Biethynyl; Diacetylene
  • PSA 0.00000
  • LogP 0.25280

Synthetic route

1,4-Dichloro-2-butyne
821-10-3

1,4-Dichloro-2-butyne

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 70 - 75℃; into -78 deg C cooling trap;93%
With potassium hydroxide In tetrahydrofuran; water; dimethyl sulfoxide at 95℃; for 0.25h;90%
With potassium hydroxide Dehydrochlorination;50%
ethynylmagnesium chloride
65032-27-1

ethynylmagnesium chloride

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
With 1,2-dichloro-ethane; manganese(ll) chloride In tetrahydrofuran at 25℃; for 12h; Inert atmosphere;67.5%
2-bromofuran
584-12-3

2-bromofuran

A

Butadiyne
460-12-8

Butadiyne

B

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
Zersetzung durch Ultraschall;
2,7-dimethyl-octa-3,5-diyne-2,7-diol
5929-72-6

2,7-dimethyl-octa-3,5-diyne-2,7-diol

A

Butadiyne
460-12-8

Butadiyne

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
With calcium hydroxide at 125 - 130℃;
With barium dihydroxide at 125 - 130℃;
With potassium carbonate at 125 - 130℃;
2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
bei der Einw. dunkler elektrischer Entladungen;
diphenylether
101-84-8

diphenylether

A

Butadiyne
460-12-8

Butadiyne

B

ethene
74-85-1

ethene

Conditions
ConditionsYield
at 970 - 1170℃; Pyrolysis;
methane
34557-54-5

methane

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
bei der Funkenentladung;
ethane
74-84-0

ethane

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
bei der pyrogenen Spaltung im Lichtbogen;
1,2,3,4-tetrabromobutane
1529-68-6

1,2,3,4-tetrabromobutane

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
With potassium hydroxide
1,2-dibromo-buta-1,3-diene
36678-47-4

1,2-dibromo-buta-1,3-diene

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
With potassium hydroxide
sodium acetylide
1066-26-8

sodium acetylide

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
With potassium permanganate; ammonia
sodium ethanolate
141-52-6

sodium ethanolate

1,4-Dichloro-2-butyne
821-10-3

1,4-Dichloro-2-butyne

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
at 60℃;
n-butane
106-97-8

n-butane

A

3-buten-1-yne
689-97-4

3-buten-1-yne

B

Butadiyne
460-12-8

Butadiyne

C

but-1-yne
107-00-6

but-1-yne

D

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
bei der Einwirkung von Hochfrequenz-Entladungen;
3-buten-1-yne
689-97-4

3-buten-1-yne

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
In gas at 426.9 - 1026.9℃; under 76 Torr; Kinetics;
cinchomeronic anhydride
4664-08-8

cinchomeronic anhydride

A

Butadiyne
460-12-8

Butadiyne

B

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
Irradiation;
3,4-Didehydropyridine
7129-66-0

3,4-Didehydropyridine

A

Butadiyne
460-12-8

Butadiyne

B

propiolonitrile
1070-71-9

propiolonitrile

C

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
at -260.2℃; for 0.5h; Irradiation; photolysis, λ>210 nm;
naphthalene
91-20-3

naphthalene

A

Butadiyne
460-12-8

Butadiyne

B

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
under 0.06 Torr; Mechanism; Product distribution; Irradiation; XeCl-excimerlaser ( 308 nm, 64 mJ, 7.5 ns );
Hexafluorobenzene
392-56-3

Hexafluorobenzene

A

polytetrafluoroethylene
116-14-3

polytetrafluoroethylene

B

Butadiyne
460-12-8

Butadiyne

C

Hexafluoroethane
76-16-4

Hexafluoroethane

D

Pentafluorobenzene
363-72-4

Pentafluorobenzene

E

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
With hydrogen Mechanism; Thermodynamic data; Irradiation; ΔH (excit.), various mole fractions of reactants;A n/a
B n/a
C n/a
D 3 % Chromat.
E n/a
methane
34557-54-5

methane

A

Butadiyne
460-12-8

Butadiyne

B

ethane
74-84-0

ethane

C

ethene
74-85-1

ethene

D

1,2-propanediene
463-49-0

1,2-propanediene

E

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
With carbon vapors at -196.1℃; Mechanism; laser carbon evaporation; other temperature;
ethene
74-85-1

ethene

A

Butadiyne
460-12-8

Butadiyne

B

naphthalene
91-20-3

naphthalene

C

hexa-1,3,5-triyne
3161-99-7

hexa-1,3,5-triyne

D

octa-1,3,5,7-tetrayne
6165-96-4

octa-1,3,5,7-tetrayne

E

benzene
71-43-2

benzene

Conditions
ConditionsYield
With oxygen In gas under 30 Torr; Mechanism; flame stabilized diffusion, analysed by MS;
bromoethyne
593-61-3

bromoethyne

ethynyl
2122-48-7

ethynyl

A

Butadiyne
460-12-8

Butadiyne

B

butadiynyl
53561-65-2

butadiynyl

Conditions
ConditionsYield
Rate constant;
bromoethyne
593-61-3

bromoethyne

A

3-buten-1-yne
689-97-4

3-buten-1-yne

B

Butadiyne
460-12-8

Butadiyne

C

hexa-1,3,5-triyne
3161-99-7

hexa-1,3,5-triyne

D

octa-1,3,5,7-tetrayne
6165-96-4

octa-1,3,5,7-tetrayne

E

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
With sodium at 349.9℃; under 3.8 Torr; Product distribution; Mechanism; Thermodynamic data; also in the presence of ethyne, butadiyne, other temperatures;
2-methylprop-1-enyl chloride
513-37-1

2-methylprop-1-enyl chloride

A

Butadiyne
460-12-8

Butadiyne

B

dimethylacetylene
503-17-3

dimethylacetylene

C

1,2-propanediene
463-49-0

1,2-propanediene

D

buta-1,3-diene
106-99-0

buta-1,3-diene

Conditions
ConditionsYield
under 4 - 5 Torr; Product distribution; Irradiation; various added gases;
but-1-en-3-ynyl
2810-61-9

but-1-en-3-ynyl

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
In gas at 426.9 - 1026.9℃; under 76 Torr; Kinetics;
1,4-dichloro-1-butyne
83682-45-5

1,4-dichloro-1-butyne

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane
toluene
108-88-3

toluene

A

Butadiyne
460-12-8

Butadiyne

B

phenyl radical
2396-01-2

phenyl radical

C

benzyl radical
2154-56-5

benzyl radical

D

acetylene
74-86-2

acetylene

Conditions
ConditionsYield
under 152 - 380 Torr; Product distribution; Kinetics; Thermodynamic data; thermal decomposition at 1550-2200 K by shock tube techniques; products were detected by MS; Ea;
C4H3

C4H3

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
In gas at 426.9 - 1026.9℃; under 76 Torr; Kinetics;
Hexafluorobenzene
392-56-3

Hexafluorobenzene

acetylene
74-86-2

acetylene

A

Butadiyne
460-12-8

Butadiyne

B

fluoroethyne
2713-09-9

fluoroethyne

C

3,3,3-trifluoroprop-1-yne
661-54-1

3,3,3-trifluoroprop-1-yne

D

Pentafluorobenzene
363-72-4

Pentafluorobenzene

E

2,3,4,5,6-pentafluorophenylacetylene
5122-07-6

2,3,4,5,6-pentafluorophenylacetylene

Conditions
ConditionsYield
Mechanism; Irradiation;
ethynyl
2122-48-7

ethynyl

acetylene
74-86-2

acetylene

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
at 19.9℃; under 30 Torr; Rate constant; He; or 5 Torr;
Rate constant;
at -130.1 - 85.9℃; Kinetics; Irradiation;
acetylene
74-86-2

acetylene

A

3-buten-1-yne
689-97-4

3-buten-1-yne

B

Butadiyne
460-12-8

Butadiyne

Conditions
ConditionsYield
Mechanism; pyrolysis;
In solid matrix at -263.2℃; Irradiation;
Butadiyne
460-12-8

Butadiyne

thiophenol
108-98-5

thiophenol

1-phenylthio-1-buten-3-yne
19458-05-0

1-phenylthio-1-buten-3-yne

Conditions
ConditionsYield
In diethylamine at 20℃; for 2.5h;100%
In ammonium hydroxide at 5 - 20℃; for 5.5h; Product distribution; other solvents, other reaction temperature, other time;63%
In methylamine at -25 - 20℃; for 3.5h; Product distribution; other solvents, other reaction time, other temperature;52%
With potassium hydroxide
Butadiyne
460-12-8

Butadiyne

Ni(2+)*4NH3*2CN(1-)=Ni(NH3)4(CN)2

Ni(2+)*4NH3*2CN(1-)=Ni(NH3)4(CN)2

(NC)Ni(NH3)3CCCCNi(NH3)3(CN)*HCN

(NC)Ni(NH3)3CCCCNi(NH3)3(CN)*HCN

Conditions
ConditionsYield
In ammonia between -15 and +10°C, density of aq.NH3: 0.92-0.96 g/ml;99%
In ammonia aq. ammonia=NH3; between -15 and +10°C, density of aq.NH3: 0.92-0.96 g/ml;99%
Butadiyne
460-12-8

Butadiyne

rac-3-sulfanylpropane-1,2-diol
96-27-5

rac-3-sulfanylpropane-1,2-diol

1-(2,3-dihydroxypropylthio)-1-buten-3-yne
78585-12-3, 78585-20-3

1-(2,3-dihydroxypropylthio)-1-buten-3-yne

Conditions
ConditionsYield
In ammonia at -33℃;98%
1-morpholinopropane-2-thiol
1005-59-0

1-morpholinopropane-2-thiol

Butadiyne
460-12-8

Butadiyne

N-[2-(but-1-en-3-yn-1-ylsulfanyl)propyl]morpholine

N-[2-(but-1-en-3-yn-1-ylsulfanyl)propyl]morpholine

Conditions
ConditionsYield
With ammonia at -33℃;97%
Butadiyne
460-12-8

Butadiyne

trans-(C6F5)(Ph2P(CH2)4O(CH2)2CH=CH2)2PtCl
904681-71-6

trans-(C6F5)(Ph2P(CH2)4O(CH2)2CH=CH2)2PtCl

trans-(C6F5)(Ph2P(CH2)4O(CH2)2CH=CH2)2Pt(CC)2H
904681-73-8

trans-(C6F5)(Ph2P(CH2)4O(CH2)2CH=CH2)2Pt(CC)2H

Conditions
ConditionsYield
With HN(C2H5)2; copper(l) iodide In not given Pt complex treated with butadiyne/HNEt2 in the presence of CuI;97%
With HNEt2; copper(l) iodide In tetrahydrofuran a Schlenk flask was charged with Pt-contg. compd. (0.269 mmol), CuI (0.149 mmol), and HNEt2 with stirring, and cooled to -45°C; then H(CC)2H (15.3 mmol) in THF was added via syringe; after 3 h, the cold bath was removed; after 1 h, solvent was removed by oil pump vac.; the residue was extd. with toluene-ethyl acetate (50:50 v/v); the ext. was chromd. on an alumina column (50:50 hexanes-ethyl acetate); solvent was removed by oil pump vac.; elem. anal.;97%
Butadiyne
460-12-8

Butadiyne

trimethylsilanyl-methanethiol
18165-76-9

trimethylsilanyl-methanethiol

1-trimethylsilylmethylthio-1-buten-3-yne
78585-15-6, 78585-23-6

1-trimethylsilylmethylthio-1-buten-3-yne

Conditions
ConditionsYield
In ammonia at -33℃;96%
Butadiyne
460-12-8

Butadiyne

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]
83095-83-4, 14647-25-7

[platinum(II)dichloride(1,2-bis(diphenylphosphino)ethane)]

cis-[Pt(CCCCH)2(1,2-bis(diphenylphosphino)ethane)]
185225-47-2

cis-[Pt(CCCCH)2(1,2-bis(diphenylphosphino)ethane)]

Conditions
ConditionsYield
copper(l) iodide In tetrahydrofuran; diethylamine; N,N-dimethyl-formamide (N2); CuI and soln. of diyne in THF were added sequentially to soln. of Pt complex in DMF/NHEt2; mixt. was stirred for 15 min; solvent removed (vac.); residue stirred with water; washed (water; methanol; Et2O); extd. (CH2Cl2); concd.; filtered through celite into stirredhexane; filtered; washed (cold hexane); dried in air; elem. anal.;96%
With diethylamine; copper(l) iodide In tetrahydrofuran byproducts: (H2NEt2)Cl;94%
Butadiyne
460-12-8

Butadiyne

bis(triphenylphosphine)iminium gold(I) bis(acetylide)

bis(triphenylphosphine)iminium gold(I) bis(acetylide)

P(C6H5)3NP(C6H5)3(1+)*Au(C4H)2(1-)=P(C6H5)3NP(C6H5)3Au(C4H)2
443304-52-7

P(C6H5)3NP(C6H5)3(1+)*Au(C4H)2(1-)=P(C6H5)3NP(C6H5)3Au(C4H)2

Conditions
ConditionsYield
In tetrahydrofuran; dichloromethane; diethylamine soln. of ligand in THF was added to soln. of Au-complex in NHEt2-CH2Cl2,stirred at room temp. for 1 h under N2; solvent was removed, filtered, extd. with CH2Cl2, cold Et2O was added; elem. anal.;96%
Butadiyne
460-12-8

Butadiyne

Thiosalicylic acid
147-93-3

Thiosalicylic acid

1-o-carboxyphenylthio-1-buten-3-yne
81157-25-7

1-o-carboxyphenylthio-1-buten-3-yne

Conditions
ConditionsYield
In ammonia at -33℃; for 5h;95%
Butadiyne
460-12-8

Butadiyne

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

1-(2-hydroxyethylthio)-1-buten-3-yne
858256-58-3

1-(2-hydroxyethylthio)-1-buten-3-yne

Conditions
ConditionsYield
In ammonia at -33℃;95%
Butadiyne
460-12-8

Butadiyne

dichloro{bis(dicyclohexylphosphino)ethane}platinum(II)
90667-70-2

dichloro{bis(dicyclohexylphosphino)ethane}platinum(II)

1,2-bis(dicyclohexylphosphino)ethane platinum dibutadiyne
218797-17-2

1,2-bis(dicyclohexylphosphino)ethane platinum dibutadiyne

Conditions
ConditionsYield
copper(l) iodide In diethyl ether; diethylamine bubbling butadiyne into suspn. of Pt-complex (-20°C, 1 h); stirring (room temp., 20 min);95%
Butadiyne
460-12-8

Butadiyne

[1,3-bis(diphenylphosphino)propane]dichloroplatinum(II)
59329-00-9

[1,3-bis(diphenylphosphino)propane]dichloroplatinum(II)

cis-[Pt(CCCCH)2(1,3-bis(diphenylphosphino)propane)]
431047-74-4

cis-[Pt(CCCCH)2(1,3-bis(diphenylphosphino)propane)]

Conditions
ConditionsYield
With Et2NH; copper(l) iodide In tetrahydrofuran (Ar); CuI was added to suspn. of Pt complex in THF/Et2NH; mixt. was maintained at 0°C; cold soln. of butadyine in THF was added; mixt. was stirred at 0°C for 2 h; solvent removed (vac.); residue dissolved in CH2Cl2; washed (H2O); org. phase dried (MgSO4); filtered; filtrate passed through alumina; solvent removed; crystd. (CH2Cl2/ether); dried (vac.); elem. anal.;95%
copper(l) iodide In tetrahydrofuran; diethylamine; N,N-dimethyl-formamide (N2); CuI and soln. of diyne in THF were added sequentially to soln. of Pt complex in DMF/NHEt2; mixt. was stirred for 30 min; concd.; H2O added; recrystd. (CH2Cl2/hexane); elem. anal.;80%
Butadiyne
460-12-8

Butadiyne

trans-(C6F5)(Ph2P(CH2)8CH=CH2)2PtCl
647012-10-0

trans-(C6F5)(Ph2P(CH2)8CH=CH2)2PtCl

trans-(C6F5)(Ph2P(CH2)8CH=CH2)2Pt(C2)2H
945679-65-2

trans-(C6F5)(Ph2P(CH2)8CH=CH2)2Pt(C2)2H

Conditions
ConditionsYield
With HN(C2H5)2; copper(l) iodide In tetrahydrofuran; dichloromethane diyne, HN(C2H5)2, CuI (cat.);95%
Butadiyne
460-12-8

Butadiyne

trans-[(C6F5)(Ph2P(CH2)7CH=CH2)2PtCl]
936553-09-2

trans-[(C6F5)(Ph2P(CH2)7CH=CH2)2PtCl]

trans-(C6F5)(Ph2P(CH2)7CH=CH2)2Pt(C2)2H
945679-64-1

trans-(C6F5)(Ph2P(CH2)7CH=CH2)2Pt(C2)2H

Conditions
ConditionsYield
With HN(C2H5)2; copper(l) iodide In tetrahydrofuran; dichloromethane diyne, HN(C2H5)2, CuI (cat.);95%
Butadiyne
460-12-8

Butadiyne

1-[(2S)-oxiran-2-yl]-(1S)-octan-1-ol
74867-46-2

1-[(2S)-oxiran-2-yl]-(1S)-octan-1-ol

(6S,7S)-6,7-dihydroxytetradeca-1,3-diyne
187095-42-7

(6S,7S)-6,7-dihydroxytetradeca-1,3-diyne

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In tetrahydrofuran; hexane at -30℃; for 2h;94.1%
Butadiyne
460-12-8

Butadiyne

(mercaptomethyl)trimethoxysilane
30817-94-8

(mercaptomethyl)trimethoxysilane

1-trimethoxysilylmethylthio-1-buten-3-yne
78585-13-4, 78585-21-4

1-trimethoxysilylmethylthio-1-buten-3-yne

Conditions
ConditionsYield
In ammonia at -33℃;94%
Butadiyne
460-12-8

Butadiyne

piperidinium piperidyldithiocarbamate
98-77-1

piperidinium piperidyldithiocarbamate

1-buten-3-ynyl pentamethylenedithiocarbamate
80982-26-9

1-buten-3-ynyl pentamethylenedithiocarbamate

Conditions
ConditionsYield
In ammonia at -33℃; for 3h;94%
In tetrahydrofuran at 50℃; for 2h; Product distribution; other solvents, other temperatures, other time, other concentrations;67%
Butadiyne
460-12-8

Butadiyne

thiophene
188290-36-0

thiophene

Conditions
ConditionsYield
With sodium sulfide; potassium hydroxide In dimethyl sulfoxide at 55℃; for 1.25h; diacetylene passed through solution of Na2S and KOH;94%
Butadiyne
460-12-8

Butadiyne

dibutyl telluride
38788-38-4

dibutyl telluride

(Z)-1-(butyltelluro)but-1-en-3-yne
142025-06-7

(Z)-1-(butyltelluro)but-1-en-3-yne

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol for 0.25h; Heating;93%
Butadiyne
460-12-8

Butadiyne

trans-Pt(C6H4Me-p)Cl(triphenylphosphine)2

trans-Pt(C6H4Me-p)Cl(triphenylphosphine)2

trans-((C6H5)3P)2Pt(C6H4CH3)(CCCCH)
244075-64-7

trans-((C6H5)3P)2Pt(C6H4CH3)(CCCCH)

Conditions
ConditionsYield
copper(l) iodide In tetrahydrofuran; diethylamine under N2 using Schlenk techniques; (Ph3P)2PtCl(C6H4Me), HNEt2, CuI cooled to -45°C; HCCCCH in THF added; stirred for 1.5 h; after 1 h solvent evapd.; residue extd. (benzene); extracts filtered.; solvent evapd.; EtOH added; ppt. filtered; dried (vac.); elem. anal.;93%
Butadiyne
460-12-8

Butadiyne

((i)Pr2PC2H4P(i)Pr2)Pd(C2H4)
138234-21-6

((i)Pr2PC2H4P(i)Pr2)Pd(C2H4)

(iPr2PCH2CH2PiPr2)Pd(η(2)-HCCCH)
194996-70-8

(iPr2PCH2CH2PiPr2)Pd(η(2)-HCCCH)

Conditions
ConditionsYield
In pentane Ar-atmosphere; -30°C; crystn. (-78°C), washing (pentane), drying (vac., -30°C); elem. anal.;93%
Butadiyne
460-12-8

Butadiyne

2-mercaptoethyl(trimethoxysilane)
7538-45-6

2-mercaptoethyl(trimethoxysilane)

1-trimethoxysilylethylthio-1-buten-3-yne
344401-12-3

1-trimethoxysilylethylthio-1-buten-3-yne

Conditions
ConditionsYield
In ammonia at -33℃;92%
Butadiyne
460-12-8

Butadiyne

diethylammonium diethyldithiocarbamate
1518-58-7

diethylammonium diethyldithiocarbamate

1,4-bis(diethylthiocarbamoylthio)-1,3-butadiene
80982-31-6

1,4-bis(diethylthiocarbamoylthio)-1,3-butadiene

Conditions
ConditionsYield
In methanol at 40℃; for 2h;92%
Butadiyne
460-12-8

Butadiyne

(bis(diisopropylphosphino)ethane)Ni(COD)
113726-04-8

(bis(diisopropylphosphino)ethane)Ni(COD)

(iPr2PCH2CH2PiPr2)Ni(η(2)-HCCCH)
113726-05-9

(iPr2PCH2CH2PiPr2)Ni(η(2)-HCCCH)

Conditions
ConditionsYield
In pentane treatment of solns. of Ni-complex and butadiene (molar ratio 1:1, -78°C), warming (to -30°C), pptn. on cooling (-78°C); washing (cold pentane), drying (-30°C, vacuum); elem. anal.;92%
Butadiyne
460-12-8

Butadiyne

(C8H12)Ni((C3H7)2PCH2CH2CH2P(C3H7)2)
113747-50-5

(C8H12)Ni((C3H7)2PCH2CH2CH2P(C3H7)2)

(HCCCCH)Ni((C3H7)2PCH2CH2CH2P(C3H7)2)
113726-07-1

(HCCCCH)Ni((C3H7)2PCH2CH2CH2P(C3H7)2)

Conditions
ConditionsYield
In pentane mixt. of solns. of Ni-complex and butadiyne (molar ratio 1:1, -78°C), warming (to -30°C), pptn.; washing (cold ether), drying (-30°C, vacuum); elem. anal.;92%
Butadiyne
460-12-8

Butadiyne

sodium hexafluoroantimonate

sodium hexafluoroantimonate

cis-[RuCl2(dppm)2]

cis-[RuCl2(dppm)2]

1,4-bis(dimethylamino)but-2-ene
4559-79-9

1,4-bis(dimethylamino)but-2-ene

trans-[Cl(bis(diphenylphosphino)methane)2RuC3(NMe2)CH2CH(CH2NMe2)(CH=CH2)]SbF6

trans-[Cl(bis(diphenylphosphino)methane)2RuC3(NMe2)CH2CH(CH2NMe2)(CH=CH2)]SbF6

Conditions
ConditionsYield
In 1,2-dichloro-benzene (Ar); Ru and Sb complexes suspended in o-dichlorobenzene, excess HC4H added, stirred for 45 min, amine added, reacted for 2 d; filtered, evapd. (vac.), stirred with ether and hexanes, dried (vac.); elem. anal.;92%
Butadiyne
460-12-8

Butadiyne

(triethylsilyl)methanethiol
18441-99-1

(triethylsilyl)methanethiol

1-triethylsilylmethylthio-1-buten-3-yne
78585-16-7, 78585-24-7

1-triethylsilylmethylthio-1-buten-3-yne

Conditions
ConditionsYield
In ammonia at -33℃;91%
Butadiyne
460-12-8

Butadiyne

Dipropyl disulfide
629-19-6

Dipropyl disulfide

1,1,4,4-tetrakis-propylsulfanyl-buta-1,2,3-triene

1,1,4,4-tetrakis-propylsulfanyl-buta-1,2,3-triene

Conditions
ConditionsYield
Stage #1: Butadiyne With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: Dipropyl disulfide In tetrahydrofuran; hexane at 25℃; for 3h;
91%
N-Methylpyrrole
96-54-8

N-Methylpyrrole

silver tetrafluoroborate
14104-20-2

silver tetrafluoroborate

Butadiyne
460-12-8

Butadiyne

chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II)
32993-05-8

chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II)

Ru(C5H5)(CCC(CH3)(C4H3NCH3))(P(C6H5)3)2(1+)*BF4(1-)=[Ru(C5H5)(CCC(CH3)(C4H3NCH3))(P(C6H5)3)2]BF4

Ru(C5H5)(CCC(CH3)(C4H3NCH3))(P(C6H5)3)2(1+)*BF4(1-)=[Ru(C5H5)(CCC(CH3)(C4H3NCH3))(P(C6H5)3)2]BF4

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether (N2); addn. of the Ru complex to AgBF4 in THF, filtration into a soln. of buta-1,3-diyne in Et2O and N-methylpyrrole in THF, reacting 15 min; evapn., extn. (CH2Cl2), chromy. (alumina; Et2O/CH2Cl2); elem. anal.;91%

Diacetylene Chemical Properties

IUPAC Name: Buta-1,3-diyne
The MF of Diacetylene (CAS NO.460-12-8) is C4H2.

                           
The MW of Diacetylene (CAS NO.460-12-8) is 50.05868.
Synonyms of Diacetylene (CAS NO.460-12-8): 1,3-Butadiin ; 1,3-Butadiyne ; Biacetylene ; Biethynyl ; Butadiyne
Stability: Stability Highly flammable
Index of Refraction: 1.436
Boiling Point: 10.3 °C
Melting Point: -10 °C  
Density: 0.806 g/ml  
Appearance: gas
EINECS: 207-303-9

Diacetylene Uses

  Diacetylene (CAS NO.460-12-8) is used in organic synthesis.This product is an unsaturated aliphatic hydrocarbons, with a simple asphyxiation and weak narcotic effect.

Diacetylene Safety Profile

A dangerous explosive. Polymerizes violently above 0°C. Arsenic pentafluoride catalyzes explosive polymerization. Reaction with silver nitrate forms a very explosive friction-sensitive product. When heated to decomposition it emits acrid smoke and fumes.Safety information of Diacetylene (CAS NO.460-12-8):
RIDADR  3161
HazardClass  2.1

Diacetylene Specification

 Diacetylene has been identified in the atmosphere of Titan and in the protoplanetary nebula CRL 618 by its characteristic vibrational modes. The molecule is most likely to have formed in Titan's atmosphere by a reaction between acetylene and the ethynyl radical C2H, which is produced when acetylene undergoes photolysis. This radical can in turn attack the triple bond in acetylene and react efficiently even at cold temperatures.
 Diacetylene, with the formula C4H2, is a highly unsaturated hydrocarbon that contains one single bond and two triple bonds. It is the first in the series of polyynes.

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