1,3-Pentadiene, (3Z)- supplier

Name
CIS-1,3-PENTADIENE
EINECS 216-401-0
CAS No. 1574-41-0
Article Data58
CAS DataBase
Density 0.682 g/cm³
Solubility Insoluble in water
Melting Point -140 °C
Formula C₅H₈
Boiling Point 44.1 °C at 760 mmHg
Molecular Weight 68.1185
Flash Point -15 °C
Transport Information
Appearance colourless liquid
Safety 16-62
Risk Codes 11-65
Molecular Structure
Hazard Symbols F,Xn
Synonyms 1,3-Pentadiene,(Z)- (8CI);1,3-Pentadiene, cis- (7CI);(3Z)-1,3-Pentadiene;(Z)-1,3-Pentadiene;(Z)-Piperylene;cis-1,3-Pentadiene;cis-1-Methyl-1,3-butadiene;cis-1-Methylbutadiene;cis-Piperylene;
PSA 0.00000
LogP 1.74850

Synthetic route

: 79517-51-4
cis-2,2-difluoro-1-(1-propenyl)cyclopropane

A: 1574-41-0
Z-piperylene

B: 80997-36-0
cis-5,5-difluoro-1,3-hexadiene

C: 80997-35-9
4,4-difluoro-3-methylcyclopentene

D: 80997-34-8
3,3-difluoro-5-methylcyclopentene

Conditions

Conditions	Yield
at 293.5℃; for 3.66667h;	A 15% B 24% C 12% D 49%
In cyclohexane; pentane at 262.2 - 321.6℃; Thermodynamic data; Kinetics; Ea, ΔH, ΔS;

...Expand

: bis(2,4-pentadienyl)magnesium THF complex

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 591-93-5
1,4-Pentadiene

Conditions

Conditions	Yield
With acetic acid In benzene at 10℃; Product distribution; other protonolysis agents, other bis(dienyl)magnesium complex;	A 8% B 48% C 44%

...Expand

: 115-11-7
isobutene

A: 106-98-9
1-butylene

B: 590-18-1
(Z)-2-Butene

C: 513-35-9
2-methyl-but-2-ene

D: 1574-41-0
Z-piperylene

E: 2004-70-8
1-methylbuta-1,3-diene

F: 187737-37-7
propene

G: 34557-54-5
methane

H: 624-64-6
trans-2-Butene

I: 627-20-3
(Z)-pent-2-ene

J: 646-04-8
(E)-pent-2-ene

K: 74-84-0
ethane

L: 74-98-6
propane

M: 75-28-5
Isobutane

N: 78-78-4
methylbutane

O: 74-85-1
ethene

P: 109-67-1
1-penten

Q: 287-92-3
Cyclopentane

R: 563-46-2
2-Methyl-1-butene

S: 563-45-1
3-Methyl-1-butene

T: 142-29-0
cyclopentene

U: 106-97-8
n-butane

V: 109-66-0
pentane

Conditions

Conditions	Yield
CBV1502 at 579.84℃; under 900.09 Torr; Product distribution / selectivity;	A 2.6% B 2.4% C 1.29% D 0.05% E 0.03% F 24.95% G 0.73% H 3.19% I 0.32% J 0.58% K 0.36% L 2.08% M 2.15% N 0.34% O 9.61% P 0.23% Q 0.4% R 0.71% S 0.14% T 0.14% U 1.8% V 0.16%
CBV28014 at 509.84℃; under 900.09 Torr; Product distribution / selectivity;	A 6.71% B 7.3% C 5.62% D 0.02% E 0.03% F 23.29% G 0.09% H 9.97% I 1.1% J 2.06% K 0.07% L 1.24% M 1.95% N 0.59% O 3.25% P 0.7% Q 0.31% R 2.72% S 0.47% T 0.21% U 1.37% V 0.26%

...Expand

: 2004-70-8
1-methylbuta-1,3-diene

: 1574-41-0
Z-piperylene

Conditions

Conditions	Yield
silver trifluoromethanesulfonate In acetonitrile for 2h; Irradiation;	22%
With hydrocarbon; ammonium chloride; copper(l) chloride in sehr verduennter HCl in Gegenwart von etwas Kupferwolle bei 25grad,fraktionierte Zersetzung der CuCl-Komplexverbindungen durch sehr langsames Erwaermen bis auf 100grad und fraktionierte Destillation des anteils vom Kp:43.6-44.0grad;
Ambient temperature; Irradiation; Yield given;
under 0.1 Torr; Product distribution; Irradiation;

: 504-60-9
penta-1,3-diene

: 1574-41-0
Z-piperylene

Conditions

Conditions	Yield
With maleic anhydride; hydrogen at 100℃; dabei werden die trans-Form und Cyclopentadien infolge Umsetzung mit Maleinsaeureanhydrid zurueckgehalten.;

: 7371-86-0
2,4-diacetoxy-pentane

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 591-93-5
1,4-Pentadiene

Conditions

Conditions	Yield
at 575 - 600℃;

...Expand

: 627-20-3
(Z)-pent-2-ene

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 34557-54-5
methane

D: 646-04-8
(E)-pent-2-ene

E: 74-85-1
ethene

F: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
With (per)acetylperoxyboric acid; hydrogen; oxygen at 480℃; Mechanism;	A 6.0 % Chromat. B 14.7 % Chromat. C 11.0 % Chromat. D 30.5 % Chromat. E 11.0 % Chromat. F 9.8 % Chromat.

...Expand

: 109-67-1
1-penten

A: 1003-14-1
2-pentyloxirane

B: 1574-41-0
Z-piperylene

C: 2004-70-8
1-methylbuta-1,3-diene

D: 187737-37-7
propene

E: 74-85-1
ethene

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

Conditions

Conditions	Yield
With (per)acetylperoxyboric acid; hydrogen; oxygen at 480℃; Mechanism;	A 18.7 % Chromat. B 4.3 % Chromat. C 11.0 % Chromat. D 18.9 % Chromat. E 18.0 % Chromat. F 12.2 % Chromat.

...Expand

: 693-86-7
ethenylcyclopropane

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 591-93-5
1,4-Pentadiene

D: 542-92-7
cyclopenta-1,3-diene

Conditions

Conditions	Yield
In gas under 0.2 - 10 Torr; Irradiation; 933 cm1- CO2 laser pulses; Further byproducts given. Title compound not separated from byproducts;	A 4 % Chromat. B 4 % Chromat. C 9 % Chromat. D 48 % Chromat.

...Expand

: 693-86-7
ethenylcyclopropane

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 591-93-5
1,4-Pentadiene

D: 542-92-7
cyclopenta-1,3-diene

E: 142-29-0
cyclopentene

Conditions

Conditions	Yield
In gas under 0.2 - 10 Torr; Product distribution; Irradiation; laser frequency, laser intensity;	A 4 % Chromat. B 4 % Chromat. C 9 % Chromat. D 48 % Chromat. E 36 % Chromat.

...Expand

: 693-86-7
ethenylcyclopropane

A: 1574-41-0
Z-piperylene

B: 591-93-5
1,4-Pentadiene

C: 542-92-7
cyclopenta-1,3-diene

D: 142-29-0
cyclopentene

Conditions

Conditions	Yield
In gas under 0.2 - 10 Torr; Irradiation; 933 cm1- CO2 laser pulses; Further byproducts given. Title compound not separated from byproducts;	A 4 % Chromat. B 9 % Chromat. C 48 % Chromat. D 36 % Chromat.

...Expand

: 95106-41-5
trimethyl-pent-4-enyl-ammonium; hydroxide

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

Conditions

Conditions	Yield
at 150 - 160℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 73104-83-3
endo-6-Methylbicyclo<3.1.0>hexan-3-one

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 1115-08-8
3-methyl-1,4-pentadiene

: 2525-37-3
trans-1-Methyl-2-vinylcyclopropane

: 2628-57-1
cis-1-Methyl-2-vinylcyclopropane

Conditions

Conditions	Yield
at 150℃; under 50 Torr; for 6h; Quantum yield; Mechanism; Irradiation; various temp. and pressure;

...Expand

: 23038-08-6
exo-6-Methylbicyclo<3.1.0>hexan-3-one

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 1115-08-8
3-methyl-1,4-pentadiene

: 2525-37-3
trans-1-Methyl-2-vinylcyclopropane

: 2628-57-1
cis-1-Methyl-2-vinylcyclopropane

Conditions

Conditions	Yield
at 150℃; under 50 Torr; for 6h; Quantum yield; Mechanism; Irradiation; various temp. and pressure;

...Expand

: 75749-51-8
cyclobut-2-enylmethyl bromide

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 591-93-5
1,4-Pentadiene

D: 1120-55-4
3-methylcyclobutene

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride In various solvent(s) at 50℃; for 1h; Irradiation;
With tri-n-butyl-tin hydride In various solvent(s) at 77℃; for 1h; Mechanism; Rate constant; Thermodynamic data; Irradiation; further temperatures; ΔE(excit), non-perfect synchronisation of β-scission with product stabilisation in radical ring-opening;

...Expand

: 123873-21-2
(E)-5-Trimethylsilanyl-pent-3-en-2-ol

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride

: 101531-04-8
1-bromo-3-methyl-2-chloromethylcyclopropane

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 101628-48-2
2-methylbicyclo<1.1.0>butane

D: 78-79-5
isoprene

Conditions

Conditions	Yield
With iodine; magnesium; ethylene dibromide In tetrahydrofuran for 2h; Heating; Yield given. Yields of byproduct given;

...Expand

: 142-29-0
cyclopentene

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 591-93-5
1,4-Pentadiene

D: 542-92-7
cyclopenta-1,3-diene

Conditions

Conditions	Yield
Product distribution; multiple-photon decomposition, effect of pressure fluences and irradiation times;

...Expand

: 82190-83-8
1,3-dimethylcyclopropene

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 627-21-4
2-Pentyne

D: 591-96-8
penta-2,3-diene

E: 591-95-7
penta-1,2-diene

F: 34189-00-9
1-Ethylcyclopropene

Conditions

Conditions	Yield
at 482℃; under 50 Torr; other temp.; Ea, lg A;

...Expand

: 34189-00-9
1-Ethylcyclopropene

A: 1574-41-0
Z-piperylene

B: 2004-70-8
1-methylbuta-1,3-diene

C: 627-21-4
2-Pentyne

D: 591-96-8
penta-2,3-diene

E: 591-95-7
penta-1,2-diene

F: 82190-83-8
1,3-dimethylcyclopropene

Conditions

Conditions	Yield
at 472℃; under 50 Torr; other temp.; Ea, lg A;

...Expand

: 17829-37-7, 61129-35-9
pent-1->3-enyl

: 1574-41-0
Z-piperylene

Conditions

Conditions	Yield
at 24.9℃; Thermodynamic data; ΔH;

: 1574-41-0
Z-piperylene

: (π-CD3CDCDCD2NiI)2

: (π-C4D7CHCHCHCH3NiI)2

Conditions

Conditions	Yield
In benzene educts in stochiometric amt., small reacn. rate;	100%

: 1574-41-0
Z-piperylene

: 261927-30-4
2-iodo-3-methyl-2-butenoic acid

: 3-isopropylidene-5-(1-propenyl)dihydrofuran-2-one

Conditions

Conditions	Yield
With palladium diacetate; 1,1'-bis(di-tertbutylphosphino)ferrocene; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 60℃; for 24h; Cycloaddition;	99%

: 1574-41-0
Z-piperylene

: 1-(methylsulfonyl)-4-(1,4-dioxaspiro[4.5]dec-6-en-6-yl)-1H-1,2,3-triazole

: (E)-N-(((4aR,5S)-5-methyl-2,3,4,4a,5,8-hexahydrospiro[benzo[7]annulene-1,2'-[1,3]dioxolan]-9-yl)methylidene)methanesulfonamide

Conditions

Conditions	Yield
With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere; enantioselective reaction;	99%

: 1574-41-0
Z-piperylene

: 15424-14-3
N-phenylbenzohydrazonoyl chloride

: 87995-84-4
1,3-Diphenyl-5-(cis-1-propenyl)-2-pyrazolin

Conditions

Conditions	Yield
With triethylamine In benzene at 40℃;	96%
With Allyl acetate; triethylamine In benzene at 40℃; Kinetics; competition const., rel. velocity const.;

: 1574-41-0
Z-piperylene

: 111373-31-0
diethyl (2-iodobenzyl)malonate

: 128823-26-7, 128823-41-6
((E)-3-Propenyl)-3,4-dihydro-1H-naphthalene-2,2-dicarboxylic acid diethyl ester

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; palladium diacetate; sodium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 60℃; for 48h; Product distribution; Mechanism; var. 1,3-dienes, var. aryl halides, var. reagents and reaction conditions;	95%
With tetrabutyl-ammonium chloride; palladium diacetate; sodium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 60℃; for 48h;	95%

: 1574-41-0
Z-piperylene

: 25296-22-4
trans-1,4-dibromo-2-pentene

Conditions

Conditions	Yield
With bromine; 1-n-butyl-3-methylimidazolim bromide at 20℃;	95%

: 1574-41-0
Z-piperylene

: 1-(methylsulfonyl)-4-(1,4-dioxaspiro[4.5]dec-6-en-6-yl)-1H-1,2,3-triazole

: (6S,6aR)-6-methyl-1-(methylsulfonyl)-3,6,6a,7,8,9-hexahydro-1H-cyclohepta[cd]indole

Conditions

Conditions	Yield
Stage #1: Z-piperylene; 1-(methylsulfonyl)-4-(1,4-dioxaspiro[4.5]dec-6-en-6-yl)-1H-1,2,3-triazole With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In tetrahydrofuran at 0 - 22℃; for 6h; Inert atmosphere; enantioselective reaction;	94%

Yield

Stage #1: Z-piperylene; 1-(methylsulfonyl)-4-(1,4-dioxaspiro[4.5]dec-6-en-6-yl)-1H-1,2,3-triazole With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran at 0 - 22℃; for 6h; Inert atmosphere; enantioselective reaction;

94%

: 1574-41-0
Z-piperylene

: 4-(2H-chromen-4-yl)-1-(methylsulfonyl)-1H-1,2,3-triazole

: (E)-N-(((6aR,7S)-7-methyl-6,6a,7,10-tetrahydrocyclohepta[c]chromen-11-yl)methylene)methanesulfonamide

Conditions

Conditions	Yield
With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere; enantioselective reaction;	94%

: 1574-41-0
Z-piperylene

: 105703-61-5
(E)-3-(methoxycarbonyl)methylene-1,3-dihydroindol-2-one

: 70260-00-3, 70287-23-9
C16H17NO3

Conditions

Conditions	Yield
In toluene at 120℃; for 5h;	90%

: 1574-41-0
Z-piperylene

: 4-(3,6-dihydro-2H-pyran-4-yl)-1-(methylsulfonyl)-1H-1,2,3-triazole

: (E)-N-(((9S,9aR)-9-methyl-1,3,4,6,9,9a-hexahydrocyclohepta[c]pyran-5-yl)methylene)methanesulfonamide

Conditions

Conditions	Yield
With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere; enantioselective reaction;	90%

: 88945-10-2
(η6-naphthalene)(η4-1,5-cyclooctadiene)ruthenium(0)

: 1574-41-0
Z-piperylene

: 603-35-0
triphenylphosphine

: [ruthenium(0)(η4-(Z)-cisoid-1,3-pentadiene)(η4-1,5-COD)(PPh3)]

Conditions

Conditions	Yield
In acetonitrile byproducts: naphthalene; under N2, Schlenk and vacuum techniques; suspn. of Ru complex (NCCH3) treated with CH2CHCHCH2CH3 at room temp. for 1 h, then treated with PPh3;	88%

...Expand

: 1574-41-0
Z-piperylene

: 4-(3,4-dihydronaphthalen-1-yl)-1-(methylsulfonyl)-1H-1,2,3-triazole

: (E)-N-(((6aR,7S)-7-methyl-6,6a,7,10-tetrahydro-5H-cyclohepta[a]naphthalen-11-yl)methylene)methanesulfonamide

Conditions

Conditions	Yield
With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere; enantioselective reaction;	88%

: 1574-41-0
Z-piperylene

: 11105-70-7
(η5-C5H5)2NbH(CH2=CH2)

: (η5-C5H5)2Nb(η3-MeCHCHCHMe)

Conditions

Conditions	Yield
In benzene diene added to suspn. of Nb-complex (Ar, 5°C), heating (60°C, 4 h); evapn., extn. (hexane), crystn. (-20°C);	87%

: 1574-41-0
Z-piperylene

: 96503-27-4
pentamethylcyclopentadienylruthenium dichloride

: 139407-22-0
(η5-pentamethylcyclopentadienyl)(η5-pentadienyl)ruthenium

Conditions

Conditions	Yield
With Zn In ethanol byproducts: HCl; dissolving (C5Me5RuCl2)n and (Z)-1,3-pentadiene in EtOH under N2, stirring (2 h), addn. of Zn powder, further stirring (1 h); filtration (fritted disk covered with cotton wool), removing solvent (vac.), dissolving in hexane, filtration (Al2O3, grade IV), evapg. solvent, drying (high vac.); elem. anal.;	85%

: 1574-41-0
Z-piperylene

: 114263-69-3
9-(selenocyanato)fluorene

: 114263-73-9
3',6'-dihydro-3'-methylspiro<9H-fluorene-9,2'-<2'H>selenopyran>

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; dichloromethane at 25℃;	82%

: 1574-41-0
Z-piperylene

: 1200806-97-8
4-cyclohex-1-en-1-yl-1-(methylsulfonyl)-1H-1,2,3-triazole

: (E)-N-(((9S,9aR)-9-methyl-2,3,4,6,9,9a-hexahydro-1H-benzo[7]annulen-5-yl)methylene)methanesulfonamide

Conditions

Conditions	Yield
With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere; enantioselective reaction;	81%

Rh2 (TBSP)4: Rh2 (TBSP)4

: 1574-41-0
Z-piperylene

: 119987-21-2
(E)-methyl 2-diazo-4-phenylbut-3-enoate

: methyl trans-4-methyl-3-phenyl-cyclohepta-1,5-diene-1-carboxylate

Conditions

Conditions	Yield
In pentane	79%

...Expand

: 1574-41-0
Z-piperylene

: 15813-24-8
(Z)-2-bromo-3-phenylacrylic acid

: 3-(E-phenylmethylene)-5-(1-propenyl)dihydrofuran-2-one

Conditions

Conditions	Yield
With palladium diacetate; 1,1'-bis(di-tertbutylphosphino)ferrocene; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 60℃; for 24h; Cycloaddition;	78%

: 1574-41-0
Z-piperylene

: 670-54-2
ethenetetracarbonitrile

: 13358-02-6
3-Methyl-4-cyclohexen-1,1,2,2-tetracarbonitril

Conditions

Conditions	Yield
In dichloromethane at 20℃; Rate constant; Kinetics;	75%
In dichloromethane for 1008h; Ambient temperature;	75%

: 1574-41-0
Z-piperylene

: 933-01-7
4-chloro-benzenesulfenyl chloride

: 72623-09-7
threo-1-chloro-4-<(2-chloro-1-methyl-3-butenyl)thio>benzene

B: 72622-97-0
(Z)-1-chloro-4-<(2-chloro-3-pentenyl)thio>benzene

Conditions

Conditions	Yield
In various solvent(s) at 25℃; Rate constant;	A 27% B 73%

...Expand

: 1574-41-0
Z-piperylene

: 160035-38-1
6-(tert-butylperoxy)bicyclo[4.4.0]deca-1,4-dien-3-one

: 4-methyltricyclo[8.4.0.0(3,8)]tetradeca-1(10),5-diene-2,9-dione

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 0℃;	73%

: 1574-41-0
Z-piperylene

: 59046-35-4
4-benzoyl-5-ethoxycarbonyl-1-phenyl-1H-pyrrole-2,3-dione

: (6S,7aS)-2,3-Dioxo-1,4-diphenyl-6-((Z)-propenyl)-2,3,6,7-tetrahydro-1H-pyrano[4,3-b]pyrrole-7a-carboxylic acid ethyl ester

Conditions

Conditions	Yield
In toluene at 100℃; for 24h;	73%

: 1574-41-0
Z-piperylene

: 1431726-42-9
C6H9N3O2S

: (E)-N-(((11aS,11bR)-2,3,4,6,8,9,10,11,11a,11b-decahydro-1H-dibenzo[a,c][7]annulen-5-yl)methylene)methanesulfonamide

Conditions

Conditions	Yield
With tetrakis[μ-(αS)-α-(1,1-dimethylethyl)-2,3-dihydro-1H-naphtho[1,8-cd]pyridine-2-acetato-κO:.kappaO']dirhodium(II)(Rh-Rh) In 1,2-dichloro-ethane at 60℃; for 6h; Inert atmosphere; enantioselective reaction;	71%

: 1574-41-0
Z-piperylene

: (F2Si(t-Bu)C=CHSiF2)Ni(CO)2

: 113810-76-7
F2Si((CH3)3C)CCHSi(F)2CH2CHCHCH(CH3)

Conditions

Conditions	Yield
In pentane Degassing of mixt., sealing in react. tube, keeping at -30°C for 6 h, removal of solvent and excess diene, addn. of isooctane, heating (30 min, 120°C).; Vac. distn., MS, (1)H-, (19)F- and (13)C-NMR, elem. anal.;	70%

: 1574-41-0
Z-piperylene

: 533-58-4
2-Iodophenol

: 175845-40-6
2,3-dihydro-2-(E-1-propenyl)benzofuran

Conditions

Conditions	Yield
With tetrabutyl-ammonium chloride; sodium acetate; palladium diacetate In N,N-dimethyl-formamide at 100℃; for 24h;	68%

: 1574-41-0
Z-piperylene

: 126554-34-5
ethyl (E)-2-diazo-6-phenyl-1-hexa-3,5-dienoate

: 134418-99-8, 134525-17-0
ethyl trans-4-methyl-3-((E)-2-phenylethenyl)cyclohepta-1,5-diene-1-carboxylate

Conditions

Conditions	Yield
rhodium(II) hexanoate In dichloromethane a) 10 deg C, 30 min, b) 10 min, reflux;	68%

: 1574-41-0
Z-piperylene

: [(bis(diisopropylphosphino)propane)FeCl2]

: 7439-95-4
magnesium

: [Fe(η5-pentadienyl)(H)(iPr2P(CH2)3PiPr2)]

Conditions

Conditions	Yield
In tetrahydrofuran byproducts: MgCl2; excess of diene, stirring (-30°C); evapn. (vac., -30°C), extraction (pentane, -30°C), concn.,crystn. (-78°C); elem. anal.;	63%

...Expand

: 1574-41-0
Z-piperylene

: methyl phenylvinylvinyldiazoacetate

: (3S,4R)-4-Methyl-3-((E)-styryl)-cyclohepta-1,5-dienecarboxylic acid methyl ester

Conditions

Conditions	Yield
With rhodium(II) (N-dodecylbenzenesulfonyl)prolinate In hexane at -78 - 20℃;	62%

: 1574-41-0
Z-piperylene

: 19656-74-7
N,N'-di-tert-butyldiaziridinone

: C14H26N2O

Conditions

Conditions	Yield
With triphenyl phosphite; copper(l) chloride In benzene-d6 at 65℃; for 6h;	58%

: 1574-41-0
Z-piperylene

: 2004-70-8
1-methylbuta-1,3-diene

: (η5-Me5C5)(η3-C3H5)2Cr

: Cp*(η3,η3-1,5-Me2C8H10)Cr

Conditions

Conditions	Yield
In not given byproducts: C6H10; under Ar, reacting the Cr complex with a mixt. of cis- and trans-piperylene (7:13);	58%

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1,3-Pentadiene, (3Z)- Specification

The 1,3-Pentadiene, (3Z)- is an organic compound with the formula C₅H₈. The IUPAC name of this chemical is (3Z)-penta-1,3-diene. With the CAS registry number 1574-41-0, it is also named as (Z)-1,3-Pentadiene. Besides, it should be stored in a cool place.

Physical properties about 1,3-Pentadiene, (3Z)- are: (1)ACD/LogP: 2.38; (2)ACD/LogD (pH 5.5): 2.38; (3)ACD/LogD (pH 7.4): 2.38; (4)ACD/BCF (pH 5.5): 38.18; (5)ACD/BCF (pH 7.4): 38.18; (6)ACD/KOC (pH 5.5): 471.91; (7)ACD/KOC (pH 7.4): 471.91; (8)#Freely Rotating Bonds: 1; (9)Index of Refraction: 1.415; (10)Molar Refractivity: 24.99 cm³; (11)Molar Volume: 99.7 cm³; (12)Polarizability: 9.9×10^-24cm³; (13)Surface Tension: 18.6 dyne/cm; (14)Density: 0.682 g/cm³; (15)Enthalpy of Vaporization: 27.62 kJ/mol; (16)Boiling Point: 44.1 °C at 760 mmHg; (17)Vapour Pressure: 380 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-(4-chloro-phenyl)-2-nitro-propan-1-one. This reaction will need reagent Bu₃SnH, catalyst AIBN and solvent benzene. The reaction time is 90 min with reaction temperature of 80 °C. The yield is about 78%.

Uses of 1,3-Pentadiene, (3Z)-: it can be used to produce 1,4-dibromo-pent-2t-ene. It will need reagent Br₂; 1-butyl-3-methylimidazolium bromide with reaction temperature of 20 °C. The yield is about 95%.

When you are using this chemical, please be cautious about it as the following:
It is highly flammable. Please keep away from sources of ignition - No smoking. Besides, this chemical may cause lung damage if swallowed. If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label.

You can still convert the following datas into molecular structure:
(1)SMILES: C=C\C=C/C
(2)InChI: InChI=1/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4-
(3)InChIKey: PMJHHCWVYXUKFD-PLNGDYQABQ
(4)Std. InChI: InChI=1S/C5H8/c1-3-5-4-2/h3-5H,1H2,2H3/b5-4-
(5)Std. InChIKey: PMJHHCWVYXUKFD-PLNGDYQASA-N

Product Name

CIS-1,3-PENTADIENE

Synthetic route

1,3-Pentadiene, (3Z)- Specification

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