1,3-Butadiene supplier | CasNO.106-99-0

Name
1,3-Butadiene
EINECS 203-450-8
CAS No. 106-99-0
Article Data1162
CAS DataBase
Density 0.638 g/cm³
Solubility Soluble in alcohol, ether, acetone, benzene, ethylene dichloride, amyl acetate, furfural and acetic acid copper ammonia solution, insoluble in water
Melting Point -108.9 °C
Formula C₄H₆
Boiling Point -4.4 °C
Molecular Weight 54.0916
Flash Point −105 °F
Transport Information UN 1010 2.1
Appearance colourless gas
Safety 53-45-62-46-36/37-26-61-33-16
Risk Codes 45-46-12-67-65-63-48/20-36/38-11-62-51/53-38
Molecular Structure
Hazard Symbols F+,T,F,N
Synonyms Biethylene;Bivinyl;Butadiene;Butadiene-1,3;Divinyl;Erythrene;Vinylethylene;a,g-Butadiene;
PSA 0.00000
LogP 1.35840

Synthetic route

: 598-32-3
2-hydroxy-3-butene

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

Conditions

Conditions	Yield
With gadolinium(III) phosphate at 230℃; Flow reactor; Inert atmosphere;	99%
With scandium aluminium oxide; hydrogen at 318℃; Temperature; Flow reactor;	95.4%
With water; trimethylamine at 230℃; Leiten ueber einen aus Aluminium, SiO2 und W2O5 hergestellten Katalysator;

: 106-98-9
1-butylene

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

Conditions

Conditions	Yield
With oxygen; Bi-Mo oxide (1/1) at 400℃; Rate constant; also without O2;	99%
With oxygen Gas phase;	99.4%
With oxygen Flow reactor; Inert atmosphere;	99.4%

: 513-85-9
2.3-butanediol

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

B: 78-93-3
butanone

Conditions

Conditions	Yield
In water at 500℃; Reagent/catalyst; Temperature;	A 61.4% B 24.8%
With scandium(III) oxide; hydrogen at 425℃; for 5h; Flow reactor;
With lutetium(III) oxide; hydrogen at 425℃; for 5h; Flow reactor;

: 6117-91-5
(E/Z)-2-buten-1-ol

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

Conditions

Conditions	Yield
With silica-alumina In hexane at 175 - 200℃; under 760.051 Torr; for 39h; Time; Inert atmosphere;	96%
With 4-toluidinium hydrogen sulfate at 140 - 160℃;
With trichloroacetic acid

: 513-85-9
2.3-butanediol

A: 598-32-3
2-hydroxy-3-butene

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

C: 78-93-3
butanone

Conditions

Conditions	Yield
In water at 500℃; Reagent/catalyst;	A 12.6% B 17.6% C 45.4%
With scandium(III) oxide In water at 700℃; Reagent/catalyst;	A 9.7% B 22% C 20.3%
With Sc1.5Yb0.5O3; hydrogen at 411℃; for 5h; Flow reactor;

...Expand

: 106-98-9
1-butylene

A: 124-38-9
carbon dioxide

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

Conditions

Conditions	Yield
With oxygen at 370℃; for 20h;	A 5.1% B 57.3%
With oxygen In water at 420℃; under 760.051 Torr; for 8h; Reagent/catalyst; Flow reactor;

: 109-99-9
tetrahydrofuran

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

Conditions

Conditions	Yield
With hydrogen bromide; tetrabutyl phosphonium bromide at 200℃; for 0.25h; Menshutkin Reaction; Inert atmosphere;	13%
With fired clay
With aluminum oxide; phosphoric acid; sodium phosphate In water at 250 - 270℃; under 750.075 Torr;	31.4 %Chromat.

: 513-85-9
2.3-butanediol

A: 598-32-3
2-hydroxy-3-butene

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

Conditions

Conditions	Yield
In water at 500℃; Reagent/catalyst; Temperature;	A 27.3% B 56%
With Al, La and Zr mixed oxide In water at 500℃; Reagent/catalyst; Temperature; Overall yield = 61.4 %;
With lithium dihydrogenphosphate at 500℃; for 6h; Reagent/catalyst; Inert atmosphere;

: 513-85-9
2.3-butanediol

A: 598-32-3
2-hydroxy-3-butene

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

C: 78-84-2
isobutyraldehyde

D: 78-93-3
butanone

Conditions

Conditions	Yield
at 293 - 365℃;	A n/a B 21% C n/a D n/a
With silica-supported phosphorous at 180℃; Inert atmosphere;
With alumina In water at 380℃; Reagent/catalyst; Inert atmosphere; Gas phase;
With Cesium oxide- Silica composite at 400℃; for 6h; Inert atmosphere;
With 1 Na phosphate on silica at 400℃; under 760.051 Torr; for 20h; Reagent/catalyst; Inert atmosphere;

...Expand

: 18826-95-4, 107-88-0
1.3-butanediol

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

Conditions

Conditions	Yield
With silica-alumina at 300℃; under 750.075 Torr;	99.8%
In dichloromethane at 320℃; Reagent/catalyst; Temperature;	72%
With hydrogen bromide; tetrabutyl phosphonium bromide at 200℃; for 0.25h; Menshutkin Reaction; Inert atmosphere;	33%

: 75-09-2
dichloromethane

: 2622-05-1
allylmagnesium bromide

A: 3070-53-9
1,6-heptadiene

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

Conditions

Conditions	Yield
With C31H37ClN3NiO2(1-)*Li(1+) In tetrahydrofuran at 25℃; for 0.333333h; Inert atmosphere; Overall yield = 79 %;	A 52% B 27%
With C31H37ClFeN3O2 In tetrahydrofuran at 25℃; for 0.0833333h; Inert atmosphere;

...Expand

: 110-63-4
Butane-1,4-diol

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

Conditions

Conditions	Yield
With water at 300 - 350℃; Leiten ueber einen aus NaH2PO4, saurem n-Butylaminphosphat, Graphit und Wasser durch Eindampfen und Erhitzen auf 160grad hergestellten Katalysator;
durch stufenweise katalytische Wasserabspaltung ueber Tetrahydrofuran als Zwischenprodukt;
With Yb2O3 at 360℃; Temperature; Flow reactor; Inert atmosphere;
With water at 300 - 350℃; Leiten ueber einen aus NaH2PO4, saurem n-Butylaminphosphat, Graphit und Wasser durch Eindampfen und Erhitzen auf 160grad hergestellten Katalysator;
durch stufenweise katalytische Wasserabspaltung ueber Tetrahydrofuran als Zwischenprodukt;

: 107-01-7
butene-2

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

Conditions

Conditions	Yield
With oxygen at 320℃; Gas phase;	78%
With BDP-142 at 340℃; Reagent/catalyst; Temperature; Concentration;	77.5%
With oxygen at 340℃; under 760.051 Torr; Temperature; Flow reactor;	71.62%

: 513-85-9
2.3-butanediol

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

Conditions

Conditions	Yield
With scandium aluminium oxide; hydrogen at 318℃; for 5h; Reagent/catalyst; Temperature; Flow reactor;	94%
With water; triethylamine; 2,4-dimethylpentan-3-one at 225 - 235℃; Leiten ueber Al+SiO2+W2O5;
With thorium dioxide at 350℃; unter vermindertem Druck, andere Katalysatoren;

: 18826-95-4, 107-88-0
1.3-butanediol

A: 598-32-3
2-hydroxy-3-butene

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

Conditions

Conditions	Yield
With silicon carbide In water at 350℃; under 760.051 Torr; for 8h; Inert atmosphere;	A 17.5% B 53.5%

: 5954-75-6
2-vinylthiirane

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

B: 17547-93-2
3,6-dihydro-[1,2]dithiine

Conditions

Conditions	Yield
With pentacarbonyl(acetonitrile)tungsten In dichloromethane-d2 at 25℃; for 24h;	A n/a B 86%
With pentacarbonyl(acetonitrile)tungsten In dichloromethane-d2 for 24h; Ambient temperature;	A n/a B 82 % Spectr.

: 627-27-0
homoalylic alcohol

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

Conditions

Conditions	Yield
at 270 - 290℃; Leiten ueber saure Katalysatoren;
With neodymium(III) orthophosphate at 286℃; Reagent/catalyst; Inert atmosphere;
With 3-buten-1-ol dehydratase Enzymatic reaction;
With Yb2O3 at 340℃; Flow reactor; Inert atmosphere;

: 106-97-8
n-butane

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

Conditions

Conditions	Yield
magnesium-molybdenum	98%
With water; oxygen at 25 - 550℃; under 1800.18 - 11251.1 Torr;	95%
With water; hydrogen; oxygen at 25 - 555℃; under 1800.18 - 15001.5 Torr; Product distribution / selectivity;	95%

: 18826-95-4, 107-88-0
1.3-butanediol

A: 598-32-3
2-hydroxy-3-butene

B: 187737-37-7
propene

C: 6117-91-5
(E/Z)-2-buten-1-ol

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

Conditions

Conditions	Yield
With silicon carbide In water at 300℃; under 760.051 Torr; for 8h; Inert atmosphere;	A 22.5% B 5.3% C 15.8% D 51.7%

...Expand

: 18826-95-4, 107-88-0
1.3-butanediol

A: 598-32-3
2-hydroxy-3-butene

B: 6117-91-5
(E/Z)-2-buten-1-ol

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

Conditions

Conditions	Yield
With silicon carbide In water at 300℃; under 760.051 Torr; for 8h; Temperature; Inert atmosphere;	A 19.5% B 12.9% C 63.6%

...Expand

: 64-17-5
ethanol

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

Conditions

Conditions	Yield
sodium oxide; magnesium oxide; silica gel at 350℃; for 0.166667h;	87%
sodium oxide; magnesium oxide; silica gel at 350℃; for 0.166667h; Product distribution; other catalysts;	87%
With zinc at 350℃; for 1h; Reagent/catalyst; Inert atmosphere;	75.2%

: 74-85-1
ethene

: di-n-butyl hexa-2,4-dienedioate

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

Conditions

Conditions	Yield
With tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III) In toluene at 80℃; under 7500.75 Torr; Temperature; Pressure; Reagent/catalyst; Inert atmosphere;

: 74-85-1
ethene

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

Conditions

Conditions	Yield
at 750℃; 0.6-2.0 sec Kontaktzeit;
at 755 - 885℃; 0.2-1.5 sec Kontaktzeit;
at 725℃; under 152 Torr;

: 71-36-3
butan-1-ol

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

Conditions

Conditions	Yield
durch unvollstaendige Verbrennung;
Liefert beim Durchleiten durch ein rotgluehendes Quarzrohr;
Bei der unvollstaendigen Verbrennung;

: 74-85-1
ethene

: di-n-butyl hexa-2,4-dienedioate

A: 141-32-2
acrylic acid n-butyl ester

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

Conditions

Conditions	Yield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In toluene at 60℃; under 12929 - 15514.9 Torr; for 1.5h; Concentration; Temperature; Time; Pressure; Reagent/catalyst; Inert atmosphere;

...Expand

: 74-85-1
ethene

: 592-46-1
hexa-2,4-diene

A: 187737-37-7
propene

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

Conditions

Conditions	Yield
With Grubbs catalyst first generation In toluene at 30℃; under 30003 Torr; Temperature; Pressure; Inert atmosphere;

...Expand

: 74-85-1
ethene

: 170967-96-1
(2Z,4Z)-di-n-butyl hexa-2,4-dienedioate

A: 141-32-2
acrylic acid n-butyl ester

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

Conditions

Conditions	Yield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In toluene at 60℃; under 12929 - 15514.9 Torr; for 1.5h; Inert atmosphere;

...Expand

: 106-98-9
1-butylene

: 115-11-7
isobutene

A: 78-85-3
2-methylpropenal

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

Conditions

Conditions	Yield
With nitrogen; Mo12Co5.7Fe3.8Bi0.5Ce0.1Tl0.3Sb0.5O49.1; water; oxygen at 380℃; for 10005h; Reagent/catalyst;	A 65% B 89%

...Expand

: 74-85-1
ethene

: di-n-butyl hexa-2,4-dienedioate

A: 141-32-2
acrylic acid n-butyl ester

B: 16809-91-9
n-butyl penta-2,4-dienoate

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

Conditions

Conditions	Yield
With 1,3-bis-(2,4,6-trimethylphenyl)-2-imidazolidinylidene-dichloro(o-isopropoxyphenylmethylene)ruthenium In toluene at 30℃; under 7500.75 Torr; Temperature; Pressure; Reagent/catalyst; Inert atmosphere;

...Expand

: 64-17-5
ethanol

A: 107-01-7
butene-2

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

Conditions

Conditions	Yield
With indium at 350℃; for 1h; Reagent/catalyst; Inert atmosphere;	A n/a B 65.61%

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

: 821-06-7
(E)-1,4-dibromobutene

Conditions

Conditions	Yield
With bromine In chloroform at -78 - 23℃;	100%
With bromine In tetrachloromethane at -78 - 20℃; for 16h;	58%
With bromine In tetrachloromethane at -78 - 20℃; for 16h;	58%

: 21321-91-5
3-methoxy-19-norpregna-1,3,5(10),16-tetraene-20-one

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

: 101766-58-9
3-methoxy-16α,17α-cyclohex-3',4'-eno-19-norpregna-1,3,5(10)-trien-20-one

Conditions

Conditions	Yield
With TEMPO In dichloromethane at 80℃; under 10500800 Torr; for 5h;	100%
With aluminum (III) chloride In dichloromethane at 20℃; for 18h; Diels-Alder Cycloaddition;	68%

: 982-06-9
16-methylpregna-5,16-dien-3β-ol-20-one acetate

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

: 146303-84-6
16α,17α-cyclohex-3'-eno-16-methylpregn-5-en-3β-ol-20-one acetate

Conditions

Conditions	Yield
aluminium trichloride In dichloromethane at 40℃; under 10500800 Torr; for 5h;	100%
With aluminium trichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dichloromethane at 40℃; under 11250900 Torr; for 5h;	95%

: 122605-80-5
16α,17α-cyclohexane-5α-pregn-1-ene-3,20-dione

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

: 122605-81-6
1α,2α-cyclohex-3'-eno-16α,17α-cyclohexano-5α-pregnane-3,20-dione

Conditions

Conditions	Yield
aluminium trichloride In dichloromethane at 40℃; under 10500800 Torr; for 5h;	100%
With aluminium trichloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dichloromethane at 40℃; under 11250900 Torr; for 5h;	93%

: 824-79-3
sodium 4-methylbenzenesulfinate

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

: 115147-52-9
(E)-1-iodo-4-tosyl-2-butene

Conditions

Conditions	Yield
With iodine In water; ethyl acetate at 20℃; for 3h; iodosulfonization;	100%
With iodine In dichloromethane for 6h; Ambient temperature;	93%

: 103215-11-8
16,19-Dioxo-2,5,8,11,14-pentaoxabicyclo[13.4.0]-115,1718-nonadecadien

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

: 117357-98-9
2,5,8,11,14-Pentaoxa-tricyclo[13.8.0.017,22]tricosa-1(15),19-diene-16,23-dione

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2.5h;	100%

: 103215-12-9
19,22-Dioxo-2,5,8,11,14,17-hexaoxabicyclo<16.4.0>-118,2021-docosadien

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

: 117357-99-0
2,5,8,11,14,17-Hexaoxa-tricyclo[16.8.0.020,25]hexacosa-1(18),22-diene-19,26-dione

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane for 2.5h;	100%

: 111508-33-9
benzyl ethyl diazene-1,2-dicarboxylate

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

: 111508-34-0
benzyl ethyl 1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Conditions

Conditions	Yield
In benzene for 24h;	100%
In benzene at -10 - 20℃; for 18h;

: 74856-76-1
5-acetoxy-1,4-anthraquinone

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

: Acetic acid 6,11-dioxo-6,6a,7,10,10a,11-hexahydro-naphthacen-1-yl ester

Conditions

Conditions	Yield
In benzene at 100℃;	100%

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

: 88-27-7
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

: 94817-72-8
2,4-di-tert-butylspiro<5.5>undeca-1,4,7-trien-3-one

Conditions

Conditions	Yield
In ethyl acetate	100%
With methyl iodide 1.) ethyl acetate, 2.) 100 - 120 deg C, 18 h; Yield given. Multistep reaction;

: 52095-13-3
2-acetyl-3-chloro-1,4-benzoquinone

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

: 180508-64-9
2-acetil-3-cloro-4a,5,8,8a-tetrahidro-1,4-naftoquinona

Conditions

Conditions	Yield
With hydroquinone In benzene for 8h; Heating;	100%

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

polybutadiene: polybutadiene

Conditions

Conditions	Yield
With triisobutylaluminum; C48H58NOP2Si2Y; trityl tetrakis(pentafluorophenyl)borate In toluene at 25℃; for 0.166667h; Product distribution / selectivity;	100%
C48H58NOP2Si2Y; trityl tetrakis(pentafluorophenyl)borate In toluene at 25℃; for 0.166667h; Product distribution / selectivity;	100%
With triisobutylaluminum; C48H58NOP2Si2Y; trityl tetrakis(pentafluorophenyl)borate In toluene at 25℃; for 0.166667h; Product distribution / selectivity;	100%

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

poly(1,3-butadiene), Mn = 50000 g/mol, Mw/Mn = 2.6, cis:trans:1,2-units ratio = 90:8:2: poly(1,3-butadiene), Mn = 50000 g/mol, Mw/Mn = 2.6, cis:trans:1,2-units ratio = 90:8:2

Conditions

Conditions	Yield
With [Y{(μ-Me2)2(AlMe2)}3]; triisobutylaluminum; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In toluene at 25℃; for 14h;	100%

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

poly(1,3-butadiene), Mn = 100000 g/mol, Mw/Mn = 2.1, cis:trans:1,2-units ratio = 97:2:1: poly(1,3-butadiene), Mn = 100000 g/mol, Mw/Mn = 2.1, cis:trans:1,2-units ratio = 97:2:1

Conditions

Conditions	Yield
With [Y{(μ-Me2)2(AlMe2)}3]; triisobutylaluminum; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In toluene at 25℃; for 14h;	100%

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

polybutadiene, 99% of Z-1,4-double bonds, Mn 117000, Mw/Mn 1.07 by GPC; monomer(s): 1,3-butadiene: polybutadiene, 99% of Z-1,4-double bonds, Mn 117000, Mw/Mn 1.07 by GPC; monomer(s): 1,3-butadiene

Conditions

Conditions	Yield
With triisobutylaluminum; trityl tetrakis(pentafluorophenyl)borate; bis(2-diphenylphosphinophenyl)amine-based yttrium complex In toluene at -10 - 25℃;	100%

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

: 78-79-5
isoprene

poly(isoprene-block-butadiene), with 33 mol% polyisoprene and 67 mol% polybutadiene, > 99% of Z-1,4-double bonds in polyisoprene and 99% of Z-1,4-double bonds in polybutadiene, Mn 160000, Mw/Mn 1.13 by GPC; monomer(s): 1,3-butadiene; isoprene: poly(isoprene-block-butadiene), with 33 mol% polyisoprene and 67 mol% polybutadiene, > 99% of Z-1,4-double bonds in polyisoprene and 99% of Z-1,4-double bonds in polybutadiene, Mn 160000, Mw/Mn 1.13 by GPC; monomer(s): 1,3-butadiene; isoprene

Conditions

Conditions	Yield
Stage #1: buta-1,3-diene With triisobutylaluminum; trityl tetrakis(pentafluorophenyl)borate; bis(2-diphenylphosphinophenyl)amine-based yttrium complex In toluene at -10 - 25℃; Stage #2: isoprene In toluene at 20℃; for 0.333333h; Further stages.;	100%

: 1605-72-7
dichlorocarbene

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

: 694-33-7
1,1-dichloro-2-vinyl-cyclopropane

Conditions

Conditions	Yield
	100%

: ytterbium

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

: C4H6Yb

Conditions

Conditions	Yield
With C2H4I2 In 1,2-dimethoxyethane activation of Yb with C2H4I2 soln.(2h,room temp.) , flask cooled to -20°C and charged with 1,3-butadiene, after 2h reaction time the flask was warmed to room temp. and the mixt. stirred overnight ; suspension; not isolated , GC anal.;	100%

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

: palladium dichloride

: bis(μ-chloro)bis{(1,2,3,-η)-4-acetoxy-2-butenyl}dipalladium

Conditions

Conditions	Yield
With acetic acid; copper dichloride In acetic acid	100%

: 1185-61-1
tetravinylgermane

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

: 81353-47-1
3-cyclohexenyltrivinylgermane

Conditions

Conditions	Yield
With aluminium trichloride 5 h at 170 °C;;	100%

: 1346646-51-2, 86765-89-1
trans-bis{1,2-bis(dimethylphosphino)ethane}bis(dinitrogen)chromium(0)

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

: 97349-39-8
bis{1,2-bis(dimethylphosphino)ethane}(η4-buta-1,3-diene)chromium(0)

Conditions

Conditions	Yield
In hexane under inert atmosphere; soln. of Cr complex in hexane was pressurised with C4H6 (5 atm) and warmed slowly with vigorous stirring to 75 °C; filtered, concd., pptd. by cooling to -20 °C;	100%

: [Pd2(acetonitrile)4(P(C6H5)3)2](PF6)2

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

: [Pd2(μ-η(2):η(2)-s-trans-1,3-butadiene)2(P(C6H5)3)2](PF6)2

Conditions

Conditions	Yield
In dichloromethane	100%

: Grubbs catalyst first generation

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

: RuCl2(=CH-CH=CH2)(PCy3)2

Conditions

Conditions	Yield
In dichloromethane byproducts: PhCH=CH2;	100%
In dichloromethane byproducts: PhCH=CH2; (Ar); -20°C, warming to room temp.; solvent removal (vac.), washing (acetone or pentane), drying (vac.) elem. anal.;	95%

: 292638-84-7
styrene

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

poly(1,3-butadiene-co-styrene): poly(1,3-butadiene-co-styrene)

Conditions

Conditions	Yield
(2-Me-indenyl)2Sc(N(SiMe3)2); triisobutylaluminum; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In toluene at 20℃; for 0.5h; Product distribution / selectivity;	100%
(2-Me-indenyl)2Sc(N(SiMe3)2); triisobutylaluminum; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In toluene at 20℃; for 0.5h; Product distribution / selectivity;	80%
With triisobutylaluminum; methylaluminoxane; [((η5-C5Me5)TiCl2)3(tris(4-hydroxy-3,5-diisopropyl)amine(-3H))] In toluene at 25℃; for 2h; Product distribution / selectivity;

: C12H13NO3

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

: C16H19NO3

Conditions

Conditions	Yield
With hydroquinone In toluene at 155℃; for 46h; Diels-Alder reaction; Inert atmosphere;	100%

: ethyl 4-oxo-4-(pyridin-2-yl)but-2-enoate

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

: ethyl 6-(picolinoyl)cyclohex-3-en-1-carboxylate

Conditions

Conditions	Yield
With hydroquinone In toluene at 155℃; for 24h; Diels-Alder reaction; Inert atmosphere;	100%

1,3-Butadiene History

In 1863, a French chemist isolated a previously unknown hydrocarbon from the pyrolysis of amyl alcohol. This hydrocarbon was identified as butadiene in 1886, after Henry Edward Armstrong isolated it from among the pyrolysis products of petroleum.
In 1910, the Russian chemist Sergei Lebedev polymerized butadiene(106-99-0), and obtained a material with rubber-like properties. This polymer was, however, too soft to replace natural rubber in many roles, especially automobile tires.
The butadiene(106-99-0) industry originated in the years leading up to World War II. Many of the belligerent nations realized that in the event of war, they could be cut off from rubber plantations controlled by the British Empire, and sought to remove their dependence on natural rubber. In 1929, Eduard Tschunker and Walter Bock, working for IG Farben in Germany, made a copolymer of styrene and butadiene(106-99-0) that could be used in automobile tires. Worldwide production quickly ensued, with butadiene being produced from grain alcohol in the Soviet Union and the United States and from coal-derived acetylene in Germany.

1,3-Butadiene Consensus Reports

Reported in EPA TSCA Inventory. Community Right-To-Know List.

1,3-Butadiene Standards and Recommendations

DOT Classification: 2.1; Label: Flammable Gas
OSHA PEL: TWA 1 ppm; STEL 5 ppm
ACGIH TLV: TWA 2 ppm; Suspected Human Carcinogen
DFG MAK: Confirmed Human Carcinogen
NIOSH REL: Reduce to lowest feasible level

1,3-Butadiene Analytical Methods

For occupational chemical analysis use OSHA: #ID-56 or NIOSH: 1,3-Butadiene, 1024.

1,3-Butadiene Specification

1,3-Butadiene is a colorless gas with an aromatic odor has an isomer 1,2-butadiene. They also can called butadiene. But most of the time this name refers to 1,3-butadiene. This chemical is easily liquefied, flammable and aggregate. 1,3-Butadiene is the important momer in the manufacture of synthetic rubber and synthetic resin.

Preparation: 1. From ethanol: Use ethanol as raw material, magnesium oxide and silica as main catalysts. Then add active additive at the 360 ~ 370 °C. Finally, after the catalytic dehydrogenation and dehydration, the 1,3-Butadiene is obtained.
2 CH₃CH₂OH → CH₂=CH-CH=CH₂ + 2 H₂O + H₂

2. Extraction from C4 hydrocarbons: The by-product C4 cut fraction can be obtained by ethylene splitting decomposition. Use solvent extraction to extract 1,3-butadiene. According to the different solvents, this method can be divided into acetonitrile extraction and N, N-dimethylformamide extraction.

3. 1,3-Butadiene also can be largely produced from oil gas that is obtained by the catalytic dehydrogenation from butene or butene-butane mixture. Besides, it can also be directly obtained by cracking naphtha and light oil.

Uses: In terms of synthetic rubber, 1,3-butadiene is used in the production of butadiene styrene rubber and butadiene rubber, ethylene-propylene rubber, nitrile rubber, neoprene, SBR, etc.; in synthetic resin, it is used in the production of ABS, BS, SBS, MBS, epoxidation polybutadiene resins, liquid butadiene oligomer, etc.; in organic chemical production, it is used to synthesize sulfolane, 1,4-butanediol, adiponitrile, synthetic anthraquinone, 1,4-hexadiene , cyclooctadiene, cyclododecatriene, etc. 1,3-Butadiene is also used as raw material to make plasticizers, curing agents and flame retardants and so on.

Safty: 1,3-Butadiene may cause cancer, heritable genetic damage, lung damage if swallowed and skin dryness or cracking. Moreover, it is irritating to eyes and skin and has danger of serious damage to health by prolonged exposure through inhalation. This chemical is also toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. Damage to the central nervous system will start to occur at acute high exposure. If you want to contact this product, you must wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Structure Descriptors:
1.Smiles:C(C=C)=C
2.InChI:InChI=1/C4H6/c1-3-4-2/h3-4H,1-2H2

Toxicity:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
human	TCLo	inhalation	2000ppm/7H (2000ppm)	SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"	Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 69, 1944.
human	TCLo	inhalation	8000ppm (8000ppm)	SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE SENSE ORGANS AND SPECIAL SENSES: CONJUNCTIVE IRRITATION: EYE LUNGS, THORAX, OR RESPIRATION: COUGH	Industrial Medicine. Vol. 17, Pg. 199, 1948.
mouse	LC50	inhalation	270gm/m³/2H (270000mg/m³)		Archives of Environmental Health. Vol. 18, Pg. 878, 1969.
mouse	LD50	oral	3210mg/kg (3210mg/kg)		National Toxicology Program Technical Report Series. Vol. NTP-TR-288, Pg. 1984,
rabbit	LCLo	inhalation	25pph/23M (250000ppm)	SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE WEAKNESS	Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 69, 1944.
rat	LC50	inhalation	285gm/m³/4H (285000mg/m³)	BEHAVIORAL: GENERAL ANESTHETIC LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	Russian Pharmacology and Toxicology Vol. 31, Pg. 162, 1968.
rat	LD50	oral	5480mg/kg (5480mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 14, 1986.

Product Name

1,3-Butadiene

Synthetic route

1,3-Butadiene History

1,3-Butadiene Consensus Reports

1,3-Butadiene Standards and Recommendations

1,3-Butadiene Analytical Methods

1,3-Butadiene Specification

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