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106-99-0 Usage

Definition

ChEBI: A butadiene with unsaturation at positions 1 and 3.

Reactivity Profile

A colorless gas, 1,3-BUTADIENE can react with oxidizing reagents. Upon long exposure to air 1,3-BUTADIENE forms explosive peroxides. They are sensitive to heat or shock; sudden polymerization may occur [Scott, D. A., Chem. Eng. News, 1940, 18, p.404]. Butadiene polyperoxides are insoluble in liquefied butadiene (m. p. -113° C, b. p. -2.6° C) and progressively separate leading to local concentration build up. Self-heating from a spontaneous decomposition will lead to explosion [Hendry, D. G. et al., Ind. Eng. Chem., 1968, 7, p. 136, 1145]. Explodes on contact with aluminum tetrahydroborate, potentially explosive reaction with chlorine dioxide (peroxide) and crotonaldehyde (above 180° C). Reaction with sodium nitrite forms a spontaneously flammable product [Sax, 9th ed., 1996, p. 539].

Fire Hazard

Behavior in Fire: Vapors heavier than air and may travel a considerable distance to a source of ignition and flashback. Containers may explode in a fire due to polymerization.

Health Hazard

Slight anesthetic effect at high concentrations; causes ``frostbite'' from skin contact; slight irritation to eyes and nose at high concentrations.

Description

1,3-Butadiene is a simple conjugated diene. It is a colourless gas with a mild aromatic or gasoline-like odour and incompatible with phenol, chlorine dioxide, copper, and crotonaldehyde. The gas is heavier than air and may travel along the ground; distant ignition is possible. It is an important industrial chemical used as a monomer in the production of synthetic rubber. Most butadiene is polymerised to produce synthetic rubber. While polybutadiene itself is a very soft, almost liquid, material, polymers prepared from mixtures of butadiene with styrene or acrylonitrile, such as ABS, are both tough and elastic. Styrene–butadiene rubber is the material most commonly used for the production of automobile tyres. Smaller amounts of butadiene are used to make nylon via the intermediate adiponitrile, other synthetic rubber materials such as chloroprene, and the solvent sulpholane. Butadiene is used in the industrial production of cyclododecatriene via a trimerisation reaction.

Chemical Properties

colourless gas, or pressurised liquid (odour TLV 1.6 ppm)

Air & Water Reactions

Highly flammable. In contact with air, butadiene may form violently explosive peroxides, which can be exploded by mild heat or shock. Solid butadiene absorbs enough oxygen at sub atmospheric pressures to make 1,3-BUTADIENE explode violently when heated just above its melting point [Ind. Eng. Chem. 51:733 1959].

General Description

Butadiene, inhibited is a colorless gas with an aromatic odor. 1,3-BUTADIENE is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. 1,3-BUTADIENE is easily ignited. Its vapors are heavier than air and a flame can flash back to the source of leak very easily. 1,3-BUTADIENE can asphyxiate by the displacement of air. 1,3-BUTADIENE must be shipped inhibited as butadiene is liable to polymerization. If polymerization occurs in the container, 1,3-BUTADIENE may violently rupture. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket. 1,3-BUTADIENE is used to make synthetic rubber and plastics, and to make other chemicals.
InChI:InChI=1/C4H6/c1-3-4-2/h4H,1H2,2H3

106-99-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (695904)  1,3-Butadienesolution  15 wt. % in hexane 106-99-0 695904-250G 4,092.66CNY Detail
TCI America (B4835)  1,3-Butadiene (ca. 13% in Tetrahydrofuran, ca. 2mol/L)   106-99-0 500mL 1,490.00CNY Detail
TCI America (B4835)  1,3-Butadiene (ca. 13% in Tetrahydrofuran, ca. 2mol/L)   106-99-0 100mL 450.00CNY Detail
TCI America (B4358)  1,3-Butadiene (ca. 15% in Hexane)   106-99-0 500mL 1,690.00CNY Detail
TCI America (B4358)  1,3-Butadiene (ca. 15% in Hexane)   106-99-0 100mL 490.00CNY Detail

106-99-0SDS

SAFETY DATA SHEETS

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.Identification

1.1 GHS Product identifier

Product name buta-1,3-diene

1.2 Other means of identification

Product number -
Other names 1,3-BUTADIENE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Volatile organic compounds
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:106-99-0 SDS

106-99-0Synthetic route

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

2-hydroxy-3-butene

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

buta-1,3-diene

Conditions
ConditionsYield
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;
1-butylene
106-98-9

1-butylene

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

buta-1,3-diene

Conditions
ConditionsYield
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%
2.3-butanediol
513-85-9

2.3-butanediol

A

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

buta-1,3-diene

B

butanone
78-93-3

butanone

Conditions
ConditionsYield
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;
(E/Z)-2-buten-1-ol
6117-91-5

(E/Z)-2-buten-1-ol

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

buta-1,3-diene

Conditions
ConditionsYield
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
2.3-butanediol
513-85-9

2.3-butanediol

A

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

2-hydroxy-3-butene

B

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

buta-1,3-diene

C

butanone
78-93-3

butanone

Conditions
ConditionsYield
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;
1-butylene
106-98-9

1-butylene

A

carbon dioxide
124-38-9

carbon dioxide

B

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

buta-1,3-diene

Conditions
ConditionsYield
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;
tetrahydrofuran
109-99-9

tetrahydrofuran

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

buta-1,3-diene

Conditions
ConditionsYield
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.
2.3-butanediol
513-85-9

2.3-butanediol

A

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

2-hydroxy-3-butene

B

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

buta-1,3-diene

Conditions
ConditionsYield
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;
2.3-butanediol
513-85-9

2.3-butanediol

A

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

2-hydroxy-3-butene

B

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

buta-1,3-diene

C

isobutyraldehyde
78-84-2

isobutyraldehyde

D

butanone
78-93-3

butanone

Conditions
ConditionsYield
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;
1.3-butanediol
18826-95-4, 107-88-0

1.3-butanediol

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

buta-1,3-diene

Conditions
ConditionsYield
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%
dichloromethane
75-09-2

dichloromethane

allylmagnesium bromide
2622-05-1

allylmagnesium bromide

A

1,6-heptadiene
3070-53-9

1,6-heptadiene

B

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

buta-1,3-diene

Conditions
ConditionsYield
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;
Butane-1,4-diol
110-63-4

Butane-1,4-diol

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

buta-1,3-diene

Conditions
ConditionsYield
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;
butene-2
107-01-7

butene-2

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

buta-1,3-diene

Conditions
ConditionsYield
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%
2.3-butanediol
513-85-9

2.3-butanediol

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

buta-1,3-diene

Conditions
ConditionsYield
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;
1.3-butanediol
18826-95-4, 107-88-0

1.3-butanediol

A

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

2-hydroxy-3-butene

B

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

buta-1,3-diene

Conditions
ConditionsYield
With silicon carbide In water at 350℃; under 760.051 Torr; for 8h; Inert atmosphere;A 17.5%
B 53.5%
2-vinylthiirane
5954-75-6

2-vinylthiirane

A

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

buta-1,3-diene

B

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

3,6-dihydro-[1,2]dithiine

Conditions
ConditionsYield
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.
homoalylic alcohol
627-27-0

homoalylic alcohol

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

buta-1,3-diene

Conditions
ConditionsYield
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;
n-butane
106-97-8

n-butane

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

buta-1,3-diene

Conditions
ConditionsYield
magnesium-molybdenum98%
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%
1.3-butanediol
18826-95-4, 107-88-0

1.3-butanediol

A

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

2-hydroxy-3-butene

B

propene
187737-37-7

propene

C

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

(E/Z)-2-buten-1-ol

D

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

buta-1,3-diene

Conditions
ConditionsYield
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%
1.3-butanediol
18826-95-4, 107-88-0

1.3-butanediol

A

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

2-hydroxy-3-butene

B

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

(E/Z)-2-buten-1-ol

C

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

buta-1,3-diene

Conditions
ConditionsYield
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%
ethanol
64-17-5

ethanol

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

buta-1,3-diene

Conditions
ConditionsYield
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%
ethene
74-85-1

ethene

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

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

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

buta-1,3-diene

Conditions
ConditionsYield
With tris(N-tert-butyl-3,5-dimethylanilino)molybdenum(III) In toluene at 80℃; under 7500.75 Torr; Temperature; Pressure; Reagent/catalyst; Inert atmosphere;
ethene
74-85-1

ethene

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

buta-1,3-diene

Conditions
ConditionsYield
at 750℃; 0.6-2.0 sec Kontaktzeit;
at 755 - 885℃; 0.2-1.5 sec Kontaktzeit;
at 725℃; under 152 Torr;
butan-1-ol
71-36-3

butan-1-ol

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

buta-1,3-diene

Conditions
ConditionsYield
durch unvollstaendige Verbrennung;
Liefert beim Durchleiten durch ein rotgluehendes Quarzrohr;
Bei der unvollstaendigen Verbrennung;
ethene
74-85-1

ethene

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

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

A

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

B

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

buta-1,3-diene

Conditions
ConditionsYield
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;
ethene
74-85-1

ethene

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

hexa-2,4-diene

A

propene
187737-37-7

propene

B

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

buta-1,3-diene

Conditions
ConditionsYield
With Grubbs catalyst first generation In toluene at 30℃; under 30003 Torr; Temperature; Pressure; Inert atmosphere;
ethene
74-85-1

ethene

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

(2Z,4Z)-di-n-butyl hexa-2,4-dienedioate

A

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

B

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

buta-1,3-diene

Conditions
ConditionsYield
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;
1-butylene
106-98-9

1-butylene

isobutene
115-11-7

isobutene

A

2-methylpropenal
78-85-3

2-methylpropenal

B

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

buta-1,3-diene

Conditions
ConditionsYield
With nitrogen; Mo12Co5.7Fe3.8Bi0.5Ce0.1Tl0.3Sb0.5O49.1; water; oxygen at 380℃; for 10005h; Reagent/catalyst;A 65%
B 89%
ethene
74-85-1

ethene

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

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

A

acrylic acid n-butyl ester
141-32-2

acrylic acid n-butyl ester

B

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

n-butyl penta-2,4-dienoate

C

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

buta-1,3-diene

Conditions
ConditionsYield
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;
ethanol
64-17-5

ethanol

A

butene-2
107-01-7

butene-2

B

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

buta-1,3-diene

Conditions
ConditionsYield
With indium at 350℃; for 1h; Reagent/catalyst; Inert atmosphere;A n/a
B 65.61%
buta-1,3-diene
106-99-0

buta-1,3-diene

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

(E)-1,4-dibromobutene

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

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

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
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%
16-methylpregna-5,16-dien-3β-ol-20-one acetate
982-06-9

16-methylpregna-5,16-dien-3β-ol-20-one acetate

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
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%
16α,17α-cyclohexane-5α-pregn-1-ene-3,20-dione
122605-80-5

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

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
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%
sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

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

buta-1,3-diene

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

(E)-1-iodo-4-tosyl-2-butene

Conditions
ConditionsYield
With iodine In water; ethyl acetate at 20℃; for 3h; iodosulfonization;100%
With iodine In dichloromethane for 6h; Ambient temperature;93%
16,19-Dioxo-2,5,8,11,14-pentaoxabicyclo[13.4.0]-115,1718-nonadecadien
103215-11-8

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

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 2.5h;100%
19,22-Dioxo-2,5,8,11,14,17-hexaoxabicyclo<16.4.0>-118,2021-docosadien
103215-12-9

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

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

buta-1,3-diene

2,5,8,11,14,17-Hexaoxa-tricyclo[16.8.0.020,25]hexacosa-1(18),22-diene-19,26-dione
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
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane for 2.5h;100%
benzyl ethyl diazene-1,2-dicarboxylate
111508-33-9

benzyl ethyl diazene-1,2-dicarboxylate

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

buta-1,3-diene

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

benzyl ethyl 1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Conditions
ConditionsYield
In benzene for 24h;100%
In benzene at -10 - 20℃; for 18h;
5-acetoxy-1,4-anthraquinone
74856-76-1

5-acetoxy-1,4-anthraquinone

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
In benzene at 100℃;100%
buta-1,3-diene
106-99-0

buta-1,3-diene

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

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

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

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

Conditions
ConditionsYield
In ethyl acetate100%
With methyl iodide 1.) ethyl acetate, 2.) 100 - 120 deg C, 18 h; Yield given. Multistep reaction;
2-acetyl-3-chloro-1,4-benzoquinone
52095-13-3

2-acetyl-3-chloro-1,4-benzoquinone

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

buta-1,3-diene

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

2-acetil-3-cloro-4a,5,8,8a-tetrahidro-1,4-naftoquinona

Conditions
ConditionsYield
With hydroquinone In benzene for 8h; Heating;100%
buta-1,3-diene
106-99-0

buta-1,3-diene

polybutadiene

polybutadiene

Conditions
ConditionsYield
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%
buta-1,3-diene
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
ConditionsYield
With [Y{(μ-Me2)2(AlMe2)}3]; triisobutylaluminum; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In toluene at 25℃; for 14h;100%
buta-1,3-diene
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
ConditionsYield
With [Y{(μ-Me2)2(AlMe2)}3]; triisobutylaluminum; N,N'-dimethylaniliniumtetrakis(pentafluorophenyl)borate In toluene at 25℃; for 14h;100%
buta-1,3-diene
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
ConditionsYield
With triisobutylaluminum; trityl tetrakis(pentafluorophenyl)borate; bis(2-diphenylphosphinophenyl)amine-based yttrium complex In toluene at -10 - 25℃;100%
buta-1,3-diene
106-99-0

buta-1,3-diene

isoprene
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
ConditionsYield
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%
dichlorocarbene
1605-72-7

dichlorocarbene

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

buta-1,3-diene

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

1,1-dichloro-2-vinyl-cyclopropane

Conditions
ConditionsYield
100%
ytterbium

ytterbium

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

buta-1,3-diene

C4H6Yb

C4H6Yb

Conditions
ConditionsYield
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%
buta-1,3-diene
106-99-0

buta-1,3-diene

palladium dichloride

palladium dichloride

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

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

Conditions
ConditionsYield
With acetic acid; copper dichloride In acetic acid100%
tetravinylgermane
1185-61-1

tetravinylgermane

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

buta-1,3-diene

3-cyclohexenyltrivinylgermane
81353-47-1

3-cyclohexenyltrivinylgermane

Conditions
ConditionsYield
With aluminium trichloride 5 h at 170 °C;;100%
trans-bis{1,2-bis(dimethylphosphino)ethane}bis(dinitrogen)chromium(0)
1346646-51-2, 86765-89-1

trans-bis{1,2-bis(dimethylphosphino)ethane}bis(dinitrogen)chromium(0)

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
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

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

buta-1,3-diene
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

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

Conditions
ConditionsYield
In dichloromethane100%
Grubbs catalyst first generation

Grubbs catalyst first generation

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
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%
styrene
292638-84-7

styrene

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

buta-1,3-diene

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

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

Conditions
ConditionsYield
(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

C12H13NO3

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

buta-1,3-diene

C16H19NO3

C16H19NO3

Conditions
ConditionsYield
With hydroquinone In toluene at 155℃; for 46h; Diels-Alder reaction; Inert atmosphere;100%
ethyl 4-oxo-4-(pyridin-2-yl)but-2-enoate

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

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

buta-1,3-diene

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

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

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

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