CAS No.31849-78-2,1-BROMO-1-BUTENE Suppliers

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Product Name: 1-BROMO-1-BUTENE CAS: 31849-78-2 MF: C4H7Br MW: 135 EINECS: Product Categories: Mol File: 31849-78-2.mol 1-BROMO-1-BUTENE Structure 1-BROMO-1-BUTENE Chemical Properties Melting point -115.07°C (estimate)

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Synthetic route

: 79912-57-5, 139185-84-5
(2R*,3S*)-2,3-dibromopentanoic acid

: 31849-78-2
(Z)-1-bromo-1-butene

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃; under 97.5098 Torr; for 1h; optical yield given as %de;	87%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 70℃; under 100 Torr;	61%
With triethylamine In N,N-dimethyl-formamide for 0.0166667h; microwave irradiation;	899 mg

: 13991-37-2
trans-2-pentenoic acid

: 31849-78-2
(Z)-1-bromo-1-butene

Conditions

Conditions	Yield
Stage #1: trans-2-pentenoic acid With bromine Stage #2: With sodium carbonate In N,N-dimethyl-formamide Further stages.;	54%
With bromine; sodium carbonate 1.) -78 deg C, 2.) DMF, 60 deg C; Yield given. Multistep reaction;

: 79912-57-5
acide dibromo-2,3 pentanoique

A: 31849-78-2
(Z)-1-bromo-1-butene

B: 32620-08-9
Z-1-bromobutene

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 5℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 32121-06-5
1,3-Dibromo-1-propene

MeMgHal: MeMgHal

: 31849-78-2
(Z)-1-bromo-1-butene

Conditions

Conditions	Yield
In diethyl ether at -10℃;

: 31849-78-2
(Z)-1-bromo-1-butene

: 1214742-93-4
11-dodecynal diethyl acetal

: 1214742-94-5
(Z)-1,1-diethoxyhexadec-13-en-11-yne

Conditions

Conditions	Yield
With propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In benzene at 20 - 40℃; Sonogashira-Hagihara coupling; Inert atmosphere;	100%

: 31849-78-2
(Z)-1-bromo-1-butene

: 85199-06-0
2,5-dimethylphenyl boronic acid

: C12H16

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene at 90℃;	99%

: 31849-78-2
(Z)-1-bromo-1-butene

: 13922-41-3
1-Naphthylboronic acid

: C14H14

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 70℃;	92%

: 31849-78-2
(Z)-1-bromo-1-butene

: 6783-05-7
trans-2-phenylvinylboronic acid

: 39491-61-7
(1E,3Z)-1-phenylhexa-1,3-diene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 70℃;	92%

: 31849-78-2
(Z)-1-bromo-1-butene

: 1377322-03-6
(+)-(2R,2'S,5S)-2-allyl-5-[2'-(benzyloxy)heptyl]-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide

: 1377322-04-7
(+)-(Z,2'S,3R,4aR,7S)-7-[2'-(benzyloxy)heptyl]-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate In toluene at 110℃; for 14h; Inert atmosphere; optical yield given as %de;	91%

: 31849-78-2
(Z)-1-bromo-1-butene

: C19H24N2

: C23H30N2

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene at 125℃; enantioselective reaction;	91%

: 31849-78-2
(Z)-1-bromo-1-butene

: 16419-60-6
2-Methylphenylboronic acid

: (Z)-2-(1-butenyl)toluene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 70℃;	89%

: 31849-78-2
(Z)-1-bromo-1-butene

: 1239708-91-8
C11H15NO2

: 1326453-92-2
C13H16O

Conditions

Conditions	Yield
Stage #1: (Z)-1-bromo-1-butene With lithium In diethyl ether at -50 - -40℃; for 1.33333h; Inert atmosphere; Stage #2: C11H15NO2 In diethyl ether at 0℃; for 1h; Inert atmosphere;	83%

: 31849-78-2
(Z)-1-bromo-1-butene

: (2S,5R)-2,5-diallyl-N-(4-chlorophenyl)pyrrolidine-1-carboxamide

: (-)-(Z,3S,4aS,7R)-7-allyl-2-(4-chlorophenyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Conditions

Conditions	Yield
Stage #1: (2S,5R)-2,5-diallyl-N-(4-chlorophenyl)pyrrolidine-1-carboxamide With tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate In toluene at 20℃; for 0.0333333h; Inert atmosphere; Stage #2: (Z)-1-bromo-1-butene In toluene at 100℃; for 2h; Inert atmosphere; stereoselective reaction;	80%

Yield

Stage #1: (2S,5R)-2,5-diallyl-N-(4-chlorophenyl)pyrrolidine-1-carboxamide With tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate In toluene at 20℃; for 0.0333333h; Inert atmosphere;
Stage #2: (Z)-1-bromo-1-butene In toluene at 100℃; for 2h; Inert atmosphere; stereoselective reaction;

80%

: 31849-78-2
(Z)-1-bromo-1-butene

: 1-ethyl-2,3-bis(4-methoxyphenyl)-1-(2-methylallyl)guanidine hydrochloride

: (Z)-1-ethyl-N,3-bis(4-methoxyphenyl)-4-methyl-4-(pent-2-en-1-yl)imidazolidin-2-iminehydrochloride

Conditions

Conditions	Yield
Stage #1: 1-ethyl-2,3-bis(4-methoxyphenyl)-1-(2-methylallyl)guanidine hydrochloride With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; nixantphos In toluene at 20℃; for 0.0333333h; Inert atmosphere; Stage #2: (Z)-1-bromo-1-butene In toluene at 20 - 107℃; for 16h;	80%

: 31849-78-2
(Z)-1-bromo-1-butene

: C18H22N2O

: C22H28N2O

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate In toluene at 110℃; enantioselective reaction;	74%

: 31849-78-2
(Z)-1-bromo-1-butene

: (E,2R,5S)-2-allyl-N-(4-chlorophenyl)-5-[3-(trimethylsilyl)allyl]pyrrolidine-1-carboxamide

: (E,Z,3R,4aR,7S)-2-(4-chlorophenyl)-3-(pent-2-en-1-yl)-7-[3-(trimethylsilyl)allyl]hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Conditions

Conditions	Yield
Stage #1: (E,2R,5S)-2-allyl-N-(4-chlorophenyl)-5-[3-(trimethylsilyl)allyl]pyrrolidine-1-carboxamide With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate In toluene at 20℃; for 0.0333333h; Inert atmosphere; Stage #2: (Z)-1-bromo-1-butene In toluene at 100℃; for 1h; Inert atmosphere;	71%

: 31849-78-2
(Z)-1-bromo-1-butene

: (±)-2-allyl-N-(4-methoxybenzyl)pyrrolidine-1-carboxamide

: (±)-(Z,3R*,4aR*)-2-(4-methoxybenzyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate In toluene at 110℃; Inert atmosphere; Schlenk technique; diastereoselective reaction;	67%

: 31849-78-2
(Z)-1-bromo-1-butene

: 98-80-6
phenylboronic acid

: 1560-09-4
(Z)-but-1-en-1-ylbenzene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water at 70℃;	65%

: 31849-78-2
(Z)-1-bromo-1-butene

: 1377321-96-4
(±)-2-allyl-N-(4-methoxyphenyl)pyrrolidine-1-carboxamide

: (±)-(Z,3R*,4aR*)-2-(4-methoxyphenyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine tetrafluoroborate; sodium t-butanolate In toluene at 110℃; Inert atmosphere; Schlenk technique; diastereoselective reaction;	58%

: 31849-78-2
(Z)-1-bromo-1-butene

: 121-71-1
3-Hydroxyacetophenone

: 1051915-16-2
1-{3-[(Z)-but-1-en-1-yloxy]phenyl}ethanone

Conditions

Conditions	Yield
With caesium carbonate; acetylacetone; copper(l) chloride In tetrahydrofuran at 75℃; for 23h;	55%

: 110-89-4
piperidine

: 31849-78-2
(Z)-1-bromo-1-butene

: 67356-82-5
(2E)-2,4-Pentadienal-dimethylacetal

A: 84695-24-9
(2E,4E,6E)-nonatrienal dimethyl acetal

B: 1-((1Z,5Z)-1-Dimethoxymethyl-octa-1,5-dienyl)-piperidine

C: 84695-22-7
(2E,6Z)-4-piperidino-2,6-nonadienal dimethyl acetal

Conditions

Conditions	Yield
palladium diacetate; tris-(o-tolyl)phosphine at 100℃; for 12h;	A 45% B 13% C 27%

...Expand

: 31849-78-2
(Z)-1-bromo-1-butene

: C25H42O2Si

: 1439227-88-9
(2R,3S,3aS,4R,7S,7aS)-3-(8-((tert-butyldimethylsilyl)oxy)octyl)-2-((Z)-pent-2-en-1-yl)-2,3,3a,4,7,7a-hexahydro-1H-4,7-methanoinden-1-one

Conditions

Conditions	Yield
Stage #1: (Z)-1-bromo-1-butene With n-butyllithium In tetrahydrofuran; pentane at -78℃; for 0.75h; Schlenk technique; Inert atmosphere; Stage #2: C25H42O2Si With 2-thienyl lithium cyanocuprate In tetrahydrofuran; pentane at -78℃; Schlenk technique; Inert atmosphere; enantioselective reaction;	34%

: 31849-78-2
(Z)-1-bromo-1-butene

: (2S,5R)-2,5-diallyl-N-(4-nitrophenyl)pyrrolidine-1-carboxamide

: (-)-(Z,3S,4aS,7R)-7-allyl-2-(4-nitrophenyl)-3-(pent-2-en-1-yl)hexahydropyrrolo[1,2-c]pyrimidin-1(2H)-one

Conditions

Conditions	Yield
Stage #1: (2S,5R)-2,5-diallyl-N-(4-nitrophenyl)pyrrolidine-1-carboxamide With tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate In toluene at 20℃; for 0.0333333h; Inert atmosphere; Stage #2: (Z)-1-bromo-1-butene In toluene at 100℃; for 2h; Inert atmosphere; stereoselective reaction;	24%

Yield

Stage #1: (2S,5R)-2,5-diallyl-N-(4-nitrophenyl)pyrrolidine-1-carboxamide With tris-(dibenzylideneacetone)dipalladium(0); (11aR)-(+)-10,11,12,13-tetrahydrodiindeno-[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine; sodium t-butanolate In toluene at 20℃; for 0.0333333h; Inert atmosphere;
Stage #2: (Z)-1-bromo-1-butene In toluene at 100℃; for 2h; Inert atmosphere; stereoselective reaction;

24%

: 1809-59-2, 38664-61-8
4-(diethylamino)-3-butene-2-one

: 31849-78-2
(Z)-1-bromo-1-butene

: 4173-41-5
(3E,5Z)-octa-3,5-dien-2-one

Conditions

Conditions	Yield
(i) Li, Et2O, (ii) /BRN= 1703055/; Multistep reaction;

: 58369-82-7
N-(1,4-pentadienyl)piperidine

: 31849-78-2
(Z)-1-bromo-1-butene

: 1172627-05-2
nona-2t,6ξ-dienal

Conditions

Conditions	Yield
With piperidine; palladium diacetate; oxalic acid; tris-(o-tolyl)phosphine 1.) 100 deg C, 2 h, 2.) ether, H2O, RT, 1 h; Yield given. Multistep reaction;

: 51180-42-8
N-(1,3-pentadienyl)piperidine

: 31849-78-2
(Z)-1-bromo-1-butene

: 1172627-05-2
nona-2t,6ξ-dienal

Conditions

Conditions	Yield
With piperidine; palladium diacetate; oxalic acid; tris-(o-tolyl)phosphine 1.) 100 deg C, 18 h, 2.) ether, H2O, RT, 1 h; Yield given. Multistep reaction;

: 31849-78-2
(Z)-1-bromo-1-butene

: 139241-64-8
(2S,3S,5Z)-1-iodo-2,3-epoxy-5-pentadecene

: 105228-40-8
(3Z,9Z,6R,7S)-6,7-epoxy-3,9-nonadecadiene

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; magnesium 1) THF, rt, 2) THF, 30 min, -23 deg C; Yield given. Multistep reaction;

: 31849-78-2
(Z)-1-bromo-1-butene

: 139185-82-3
(2R,3R,5Z)-1-iodo-2,3-epoxy-5-pentadecene

: 105228-35-1
(3Z,9Z,6S,7R)-6,7-epoxy-3,9-nonadecadiene

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; magnesium 1) THF, rt, 2) THF, 30 min, -23 deg C; Yield given. Multistep reaction;

: 31849-78-2
(Z)-1-bromo-1-butene

: 1160298-05-4
1-methylallyl cation

Conditions

Conditions	Yield
Mechanism; dissociative ionization, ion kinetic energy spectroscopy; further bromobutenes;

: 31849-78-2
(Z)-1-bromo-1-butene

: 1066-54-2
trimethylsilylacetylene

: 60216-44-6
(E)-1-trimethylsilyl-3-hexen-1-yne

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; diisobutylaluminium hydride; copper(l) iodide In tetrahydrofuran Heating;

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