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38771-21-0

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38771-21-0 Usage

Description

4-BROMO-1-BUTYNE is an organic compound characterized by the presence of a bromine atom and a butynyl group. It is a versatile building block in organic synthesis and has a wide range of applications in various industries.

Uses

Used in Pharmaceutical Industry:
4-BROMO-1-BUTYNE is used as a pharmaceutical intermediate for the synthesis of various drugs and medicinal compounds. Its unique structure allows for the development of new and innovative pharmaceuticals.
Used in Chemical Synthesis:
4-BROMO-1-BUTYNE is used as a reactant in the synthesis of various complex organic molecules. Some of its applications include:
Macrocycles: It is used in the cobalt-mediated [2+2+2] co-cyclotrimerization process to form macrocyclic compounds.
2,4,5-trisubstituted oxazoles: It is used in a gold-catalyzed formal [3+2] cycloaddition to synthesize 2,4,5-trisubstituted oxazoles.
1,3,4-oxadiazoles: It is used in intramolecular 1,3-dipolar cycloaddition reactions to form 1,3,4-oxadiazoles.
Azulene derivatives: It is used in the reductive cyclization of lactones bearing alkynes to prepare azulene derivatives.
Substituted α-pyrones: It is used in gold-catalyzed coupling reactions to synthesize substituted α-pyrones.
Overall, 4-BROMO-1-BUTYNE is a valuable compound in the fields of pharmaceuticals and organic synthesis, offering a wide range of applications and opportunities for the development of new and innovative products.

Check Digit Verification of cas no

The CAS Registry Mumber 38771-21-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,7,7 and 1 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 38771-21:
(7*3)+(6*8)+(5*7)+(4*7)+(3*1)+(2*2)+(1*1)=140
140 % 10 = 0
So 38771-21-0 is a valid CAS Registry Number.
InChI:InChI=1/C4H5Br/c1-2-3-4-5/h1H,3-4H2

38771-21-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (B3242)  4-Bromo-1-butyne  >97.0%(GC)

  • 38771-21-0

  • 5g

  • 1,190.00CNY

  • Detail
  • Alfa Aesar

  • (H53367)  4-Bromo-1-butyne, 97%   

  • 38771-21-0

  • 5g

  • 902.0CNY

  • Detail
  • Alfa Aesar

  • (H53367)  4-Bromo-1-butyne, 97%   

  • 38771-21-0

  • 25g

  • 3606.0CNY

  • Detail
  • Aldrich

  • (675725)  4-Bromo-1-butyne  97%

  • 38771-21-0

  • 675725-5G

  • 944.19CNY

  • Detail

38771-21-0Synthetic route

1-butyn-4-ol
927-74-2

1-butyn-4-ol

4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

Conditions
ConditionsYield
With phosphorus tribromide27%
With pyridine; diethyl ether; phosphorus tribromide
With pyridine; phosphorus tribromide
In phosphorus tribromide; diethyl ether11 g (59%)
With phosphorus tribromide
3-butyn-1-yl p-toluenesulfonate
23418-85-1

3-butyn-1-yl p-toluenesulfonate

4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

Conditions
ConditionsYield
With ethoxyethoxyethanol; calcium bromide
With lithium bromide In acetone Yield given;
With sodium bromide In acetonitrile
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

1-(4-methoxybenzyl)-4-vinyl-1H-1,2,3-triazole

1-(4-methoxybenzyl)-4-vinyl-1H-1,2,3-triazole

Conditions
ConditionsYield
Stage #1: 4-bromobut-1-yne; 1-(azidomethyl)-4-methoxybenzene With copper(ll) sulfate pentahydrate; sodium L-ascorbate In ethanol; water at 25℃; for 12h; Green chemistry;
Stage #2: With sodium hydroxide In ethanol; water at 45℃; for 8h; Reagent/catalyst; Temperature; Concentration; Green chemistry;
99%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine
1214264-88-6

2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

2-(4-bromobut-1-en-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine
1620061-24-6

2-(4-bromobut-1-en-2-yl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine

Conditions
ConditionsYield
With (1,3-bis(2,6-di-iso-propylphenyl)-4,5-dihydroimidazol-2-ylidene) copper chloride; potassium tert-butylate In tetrahydrofuran; methanol at 50℃; for 3h; Schlenk technique; Inert atmosphere; regioselective reaction;99%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

tert-butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate hydrochloride

tert-butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate hydrochloride

tert-butyl 2-(but-3-ynyl)-2,9-diazaspiro[5.5]undecane-9-carboxylate

tert-butyl 2-(but-3-ynyl)-2,9-diazaspiro[5.5]undecane-9-carboxylate

Conditions
ConditionsYield
Stage #1: tert-butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate hydrochloride With caesium carbonate In acetonitrile at 20℃; for 0.166667h;
Stage #2: 4-bromobut-1-yne In acetonitrile for 18h; Reflux;
98%
With caesium carbonate In acetonitrile for 18h; Reflux;98%
With caesium carbonate In acetonitrile at 60℃;72%
With caesium carbonate In acetonitrile Reflux;13.6 g
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

3,5-bis(pentafluorosulfanyl)phenyl azide

3,5-bis(pentafluorosulfanyl)phenyl azide

1-(3,5-bis(pentafluorosulfanyl)phenyl)-4-(2-bromoethyl)-1H-1,2,3-triazole

1-(3,5-bis(pentafluorosulfanyl)phenyl)-4-(2-bromoethyl)-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium L-ascorbate; benzoic acid In water; tert-butyl alcohol at 20℃; for 0.333333h; Inert atmosphere;98%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

4-fluorobenzyl azide
159979-96-1

4-fluorobenzyl azide

C11H11BrFN3
1251392-43-4

C11H11BrFN3

Conditions
ConditionsYield
With copper(II) loaded mesoporous SBA-15 In dichloromethane at 20℃; Huisgen Cycloaddition; regioselective reaction;98%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

(2-methylallyl)zinc bromide*LiCl

(2-methylallyl)zinc bromide*LiCl

(E)-6-chloro-1-iodo-hex-1-ene
807329-90-4

(E)-6-chloro-1-iodo-hex-1-ene

(E)-1-(6-chlorohex-1-en-1-yl)-2-(2-methylallyl)cyclobut-1-ene

(E)-1-(6-chlorohex-1-en-1-yl)-2-(2-methylallyl)cyclobut-1-ene

Conditions
ConditionsYield
Stage #1: 4-bromobut-1-yne With n-butyllithium In tetrahydrofuran at -78 - -30℃; for 0.333333h; Inert atmosphere;
Stage #2: (2-methylallyl)zinc bromide*LiCl In tetrahydrofuran at -30 - 20℃; for 1h; Inert atmosphere;
Stage #3: (E)-6-chloro-1-iodo-hex-1-ene With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
98%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

1-methoxybenzyl-5-vinyl-(1H)-1,2,3-triazole
1431946-51-8

1-methoxybenzyl-5-vinyl-(1H)-1,2,3-triazole

Conditions
ConditionsYield
Stage #1: 4-bromobut-1-yne; 1-(azidomethyl)-4-methoxybenzene With pentamethylcyclopentadienyl bis(triphenylphosphine)ruthenium(II) chloride In 1,4-dioxane at 60℃; for 12h; Inert atmosphere; Green chemistry;
Stage #2: With sodium hydroxide In 1,4-dioxane; ethanol; water at 45℃; for 8h; Reagent/catalyst; Inert atmosphere; Green chemistry;
97%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

cyclohexane carbonitrile
766-05-2

cyclohexane carbonitrile

1-(but-3-yn-1-yl)cyclohexane-1-carbonitrile

1-(but-3-yn-1-yl)cyclohexane-1-carbonitrile

Conditions
ConditionsYield
Stage #1: cyclohexane carbonitrile With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 4-bromobut-1-yne In tetrahydrofuran; hexane at -78 - 24℃; for 14h; Inert atmosphere;
97%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

C18H21NO
115-46-8

C18H21NO

A

azacyclonol hydrobromide

azacyclonol hydrobromide

B

C22H25NO
476468-82-3

C22H25NO

Conditions
ConditionsYield
In tetrahydrofuran at 68℃; for 20h; Heating / reflux;A n/a
B 96.1%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

1-azidooctane
7438-05-3

1-azidooctane

4-(2-bromoethyl)-1-octyl-1H-1,2,3-triazole
1248633-72-8

4-(2-bromoethyl)-1-octyl-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate In water at 20℃; regioselective reaction;96%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

C12H15NO2

C12H15NO2

C16H19NO2

C16H19NO2

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile Inert atmosphere; Reflux;96%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

methyl 2-fluoro-5-nitro-benzoate
2965-22-2

methyl 2-fluoro-5-nitro-benzoate

methyl 2-(2-cyanoethylamino)-5-nitrobenzoate

methyl 2-(2-cyanoethylamino)-5-nitrobenzoate

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 0 - 70℃; for 5h;96%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

4-bromo-1-trimethylsilylbut-1-yne
69361-41-7

4-bromo-1-trimethylsilylbut-1-yne

Conditions
ConditionsYield
Stage #1: 4-bromobut-1-yne With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: chloro-trimethyl-silane In diethyl ether; hexane at -78 - 20℃; Inert atmosphere;
95%
With n-butyllithium Multistep reaction;
With n-butyllithium 1) THF, n-hexane, -70 deg C, 4 h, 2) room temperature, 20 h; Yield given. Multistep reaction;
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

4-(2-azidoethyl)-1-[2-(1-octyl-1H-1,2,3-triazol-4-yl)ethyl]-1H-1,2,3-triazole
1314581-66-2

4-(2-azidoethyl)-1-[2-(1-octyl-1H-1,2,3-triazol-4-yl)ethyl]-1H-1,2,3-triazole

4-{2-[4-(2-bromoethyl)-1H-1,2,3-triazol-1-yl]ethyl}-1-[2-(1-octyl-1H-1,2,3-triazol-4-yl)ethyl]-1H-1,2,3-triazole
1314581-68-4

4-{2-[4-(2-bromoethyl)-1H-1,2,3-triazol-1-yl]ethyl}-1-[2-(1-octyl-1H-1,2,3-triazol-4-yl)ethyl]-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate In water at 20℃; regioselective reaction;95%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

1-methoxybenzyl-4-bromoethyl-(1H)-1,2,3-triazole
1270874-89-9

1-methoxybenzyl-4-bromoethyl-(1H)-1,2,3-triazole

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; sodium L-ascorbate In ethanol; water at 25℃; for 12h; Reagent/catalyst; Temperature; Concentration; Green chemistry;95%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

3-methylbenzo[g]pteridine-2,4(1H,3H)-dione
2891-59-0

3-methylbenzo[g]pteridine-2,4(1H,3H)-dione

1-(but-3-ynyl)-3-methylalloxazine

1-(but-3-ynyl)-3-methylalloxazine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 24h; Inert atmosphere;95%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

imino({[3-({4-[2-methoxy-4-(piperazin-1-yl)phenyl]-1,3,5-triazin-2-yl}amino)phenyl]methyl})methyl-λ6-sulfanone

imino({[3-({4-[2-methoxy-4-(piperazin-1-yl)phenyl]-1,3,5-triazin-2-yl}amino)phenyl]methyl})methyl-λ6-sulfanone

C26H31N7O2S

C26H31N7O2S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 78℃; for 4h;95%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

benzyl azide
622-79-7

benzyl azide

1-benzyl-4-(2-bromoethyl)-1H-1,2,3-triazole
1250525-60-0

1-benzyl-4-(2-bromoethyl)-1H-1,2,3-triazole

Conditions
ConditionsYield
With [5-(3-butylimidazol-2-yliden-1-yl)-25,26,27,28-tetrapropyloxycalix[4]arene]copper bromide In neat (no solvent) at 20℃; for 4h; Inert atmosphere;94%
With copper(l) iodide In glycerol at 20℃; for 7h; Green chemistry;93%
With copper(II) acetate monohydrate In water at 20℃; regioselective reaction;89%
4,4'-bipyridine
553-26-4

4,4'-bipyridine

4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

C18H18N2(2+)*2Br(1-)

C18H18N2(2+)*2Br(1-)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 48h;94%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

thioxo-1,2,4-triazino (18α)-19β,28-epoxyoleanane

thioxo-1,2,4-triazino (18α)-19β,28-epoxyoleanane

3-(but-1-ynesulfanyl)-1,2,4-triazino (18α)-19β,28-epoxyoleanane

3-(but-1-ynesulfanyl)-1,2,4-triazino (18α)-19β,28-epoxyoleanane

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 18h;94%
N-allyl-p-toluidine
15258-46-5

N-allyl-p-toluidine

4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

C14H17N

C14H17N

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile Inert atmosphere; Reflux;94%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

3-nitrophenyl azide
1516-59-2

3-nitrophenyl azide

C10H9BrN4O2

C10H9BrN4O2

Conditions
ConditionsYield
With copper(l) iodide In acetonitrile94%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

1-bromo-4-(diazomethyl)benzene
73900-14-8

1-bromo-4-(diazomethyl)benzene

1-bromo-4-(5-bromopenta-1,2-dien-1-yl)benzene

1-bromo-4-(5-bromopenta-1,2-dien-1-yl)benzene

Conditions
ConditionsYield
Stage #1: 4-bromobut-1-yne With copper(l) iodide; triethylamine In 1,4-dioxane for 0.166667h; Flow reactor;
Stage #2: 1-bromo-4-(diazomethyl)benzene In 1,4-dioxane; dichloromethane at 20℃; for 0.166667h; Flow reactor;
93%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

4-(2-azidoethyl)-1-octyl-1H-1,2,3-triazole
1314581-62-8

4-(2-azidoethyl)-1-octyl-1H-1,2,3-triazole

4-(2-bromoethyl)-1-[2-(1-octyl-1H-1,2,3-triazol-4-yl)ethyl]-1H-1,2,3-triazole
1314581-64-0

4-(2-bromoethyl)-1-[2-(1-octyl-1H-1,2,3-triazol-4-yl)ethyl]-1H-1,2,3-triazole

Conditions
ConditionsYield
With copper(II) acetate monohydrate In water at 20℃; regioselective reaction;92%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

C17H18N4O4
1426338-65-9

C17H18N4O4

C16H17BrN4O2
1426338-67-1

C16H17BrN4O2

Conditions
ConditionsYield
With copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 30℃; for 0.5h; Sonication;92%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

2-(3-azidopropyl)-1H-isoindolone-1,3(2H)-dione
88192-21-6

2-(3-azidopropyl)-1H-isoindolone-1,3(2H)-dione

C15H15BrN4O2
1426338-63-7

C15H15BrN4O2

Conditions
ConditionsYield
With copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 30℃; for 0.5h; Sonication;92%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

para-thiocresol
106-45-6

para-thiocresol

4-methylphenyl 3-butyn-1-yl sulfide
36832-63-0

4-methylphenyl 3-butyn-1-yl sulfide

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Reflux; Inert atmosphere;92%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

6C16H36N(1+)*C6H9N4O63P2V3W15(6-)

6C16H36N(1+)*C6H9N4O63P2V3W15(6-)

6C16H36N(1+)*C10H14BrN4O63P2V3W15(6-)

6C16H36N(1+)*C10H14BrN4O63P2V3W15(6-)

Conditions
ConditionsYield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 70℃; for 4h; Inert atmosphere; Darkness;92%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

(Z)-2-(8-azidooctyl)-1-vinyldiazene 1-oxide

(Z)-2-(8-azidooctyl)-1-vinyldiazene 1-oxide

(Z)-2-{8-[4-(2-bromoethyl)-1H-1,2,3-triazol-1-yl]octyl}-1-vinyldiazene 1-oxide

(Z)-2-{8-[4-(2-bromoethyl)-1H-1,2,3-triazol-1-yl]octyl}-1-vinyldiazene 1-oxide

Conditions
ConditionsYield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; tris[(1-benzyl-1H-1,2,3-triazol-4yl)methyl]amine In methanol at 20℃;91%
4-bromobut-1-yne
38771-21-0

4-bromobut-1-yne

Undecane-1-thiol
5332-52-5

Undecane-1-thiol

3-butynyl-1-(undecyl)sulfane

3-butynyl-1-(undecyl)sulfane

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 24h; Reflux;91%

38771-21-0Relevant articles and documents

HYBRID NECROPTOSIS INHIBITORS

-

Page/Page column 57, (2014/09/29)

The present invention relates to heterocyclic compounds (e.g., compounds described by Formula (I)) and pharmaceutically acceptable salts thereof. The invention also features pharmaceutical compositions that include these compounds and their use in therapy for treating conditions in which necroptosis is likely to play a substantial role. The heterocyclic compounds described herein can also achieve improved activity and selectivity towards RIP1 and/or RIP3.

Convenient and general synthesis of 1-monoorganyl- And 1,2-diorganylcyclobutenes via cyclialkylation

Negishi, Ei-Ichi,Liu, Fang,Choueiry, Daniele,Mohamud, Mohamud M.,Silveira Jr., Augustine,Reeves, Mark

, p. 8325 - 8328 (2007/10/03)

-

2-AMINOMETHYLALKYNYLALKYL-1,3-DITHIANE DERIVATIVES

-

, (2008/06/13)

-

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