1-Bromo-2-butyne supplier | CasNO.3355-28-0

Name
1-Bromo-2-butyne
EINECS -0
CAS No. 3355-28-0
Article Data47
CAS DataBase
Density 1.46 g/cm³
Solubility
Melting Point
Formula C₄H₅Br
Boiling Point 124.7 °C at 760 mmHg
Molecular Weight 132.988
Flash Point 36.3 °C
Transport Information UN 1993 3/PG 3
Appearance Clear pale yellow-greenish liquid
Safety 16
Risk Codes 10
Molecular Structure
Hazard Symbols R10:;
Synonyms 2-Butyne,bromo- (6CI,7CI);1-Bromo-2-butyne;1-Bromo-3-methyl-2-butyne;2-Butyn-1-ylbromide;2-Butynyl bromide;4-Bromobut-2-yne;
PSA 0.00000
LogP 1.40460

Synthetic route

: 764-01-2
methyl propargyl alcohol

: 3355-28-0
1-Bromo-2-butyne

Conditions

Conditions	Yield
With bromine; triphenylphosphine In dichloromethane at 0℃; for 1h;	100%
With phosphorus tribromide	89%
With bromine; triphenylphosphine In dichloromethane at 0℃; for 1h;	89%

: 113984-38-6
2-But-2-ynyl-1,3-diisopropyl-isourea

A: 4128-37-4
1,3-diisopropylurea

B: 3355-28-0
1-Bromo-2-butyne

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid; tetrabutylammomium bromide In dichloromethane at 40℃; for 15h;	A n/a B 58%

: 2768-41-4
4-methoxy-but-2-yne

: 3355-28-0
1-Bromo-2-butyne

Conditions

Conditions	Yield
With Acetyl bromide; zinc dibromide at 60 - 65℃;

: 53799-88-5
tetra-N-methyl-phosphorodiamidic acid but-2-ynyl ester

: 3355-28-0
1-Bromo-2-butyne

Conditions

Conditions	Yield
With phosphorus tribromide In diethyl ether for 4h; Heating;

: 53799-85-2
tetra-N-methyl-phosphorodiamidic acid prop-2-ynyl ester

: 74-88-4
methyl iodide

: 3355-28-0
1-Bromo-2-butyne

Conditions

Conditions	Yield
(i) NaH, (ii) PBr3; Multistep reaction;

: 764-01-2
methyl propargyl alcohol

: 7789-60-8
phosphorus tribromide

: 3355-28-0
1-Bromo-2-butyne

Conditions

Conditions	Yield
With pyridine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; pentane	11.0 g (58%)
With pyridine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; pentane	11.0 g (58%)

: 3355-28-0
1-Bromo-2-butyne

: 33396-29-1
8,9-anhydroerythromycin A 6,9-hemiacetal

: 127955-28-6
N-2-butynyl-8,9-anhydroerythromycin A 6,9-hemiacetal bromide

Conditions

Conditions	Yield
In chloroform for 2h; Ambient temperature;	100%

: 3355-28-0
1-Bromo-2-butyne

: 609-08-5
Diethyl methylmalonate

: 182809-41-2
diethyl 2-(but-2-yn-1-yl)-2-methylmalonate

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	100%
Stage #1: Diethyl methylmalonate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran at -78℃; for 1h;	97.6%
Stage #1: Diethyl methylmalonate With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran at -78 - 20℃;	97.6%

: 825-90-1
sodium p-hydroxybenzenesulfonate

: 3355-28-0
1-Bromo-2-butyne

: 4-but-2-ynyloxy-benzenesulfonic acid sodium salt

Conditions

Conditions	Yield
With sodium hydroxide In water; isopropyl alcohol at 70℃; for 15h;	100%
With sodium hydroxide In water; isopropyl alcohol at 70℃; for 15h;	100%
With sodium hydroxide In water; isopropyl alcohol at 70℃; for 15h;	100%

: 2141-99-3
2-tert-butylisoindole-1,3-dione

: 3355-28-0
1-Bromo-2-butyne

: N-tert-butyl-2-(2-methyl-buta-2,3-dienoyl)benzamide

Conditions

Conditions	Yield
With magnesium; mercury dichloride In tetrahydrofuran at 0℃; for 2h;	100%

: 4410-99-5
2-mercaptophenylethane

: 3355-28-0
1-Bromo-2-butyne

: (2-but-2-ynylsulfanylethyl)benzene

Conditions

Conditions	Yield
With sodium hydroxide In ethanol at 20℃; for 1.5h;	100%
Stage #1: 2-mercaptophenylethane With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran at 20℃;

: 3355-28-0
1-Bromo-2-butyne

: 105-53-3
diethyl malonate

: 117500-14-8
diethyl 2-(but-2-yn-1-yl)malonate

Conditions

Conditions	Yield
Stage #1: diethyl malonate With sodium hydride In tetrahydrofuran; mineral oil for 0.833333h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran; mineral oil for 2h;	100%
Stage #1: diethyl malonate With sodium hydride In tetrahydrofuran; mineral oil for 0.833333h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran; mineral oil for 2h;	100%
Stage #1: diethyl malonate With sodium hydride In tetrahydrofuran for 0.833333h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran for 2h;	97.6%

: 3355-28-0
1-Bromo-2-butyne

: 287393-00-4
ethyl cyclohexyl [4-(hydroxyphenyl)sulfanyl]acetate

: 287393-01-5
ethyl-{[4-(2-butynyloxy)phenyl]sulfanyl}(cyclohexyl)acetate

Conditions

Conditions	Yield
	100%
With potassium carbonate In acetone Heating;

: 53744-52-8
dimethyl 2-(3,3-dimethoxypropyl)-1,3-propanedioate

: 3355-28-0
1-Bromo-2-butyne

: 828913-58-2
4,4-bis(methoxycarbonyl)-6-octynal dimethyl acetal

Conditions

Conditions	Yield
Stage #1: dimethyl 2-(3,3-dimethoxypropyl)-1,3-propanedioate With sodium hydride In tetrahydrofuran at 20℃; for 0.333333h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran at 20℃; for 5h;	100%

: 51534-81-7
dimethyl 2-(2,2-dimethoxyethyl)-1,3-propanedioate

: 3355-28-0
1-Bromo-2-butyne

: 828913-50-4
3,3-bis(methoxycarbonyl)-5-heptynal dimethyl acetal

Conditions

Conditions	Yield
Stage #1: dimethyl 2-(2,2-dimethoxyethyl)-1,3-propanedioate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran at 20℃; for 4h;	100%
Stage #1: dimethyl 2-(2,2-dimethoxyethyl)-1,3-propanedioate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 1-Bromo-2-butyne With sodium iodide In N,N-dimethyl-formamide at 20℃; for 1h;	96%

: 616-45-5
2-pyrrolidinon

: 3355-28-0
1-Bromo-2-butyne

: 1-but-2-ynyl-pyrrolidin-2-one

Conditions

Conditions	Yield
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In tetrahydrofuran for 4h; Heating;	100%

: 675-20-7
piperidin-2-one

: 3355-28-0
1-Bromo-2-butyne

: 1-but-2-ynyl-piperidin-2-one

Conditions

Conditions	Yield
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In tetrahydrofuran for 4h; Heating;	100%

: 2-(4-fluoro-benzenesulfonyl)-3-pyridin-3-ylpropionic acid tert-butyl ester

: 3355-28-0
1-Bromo-2-butyne

: 2-(4-fluoro-benzenesulfonyl)-2-pyridin-3-ylmethyl-hex-4-ynoic acid tert-butyl ester

Conditions

Conditions	Yield
	100%
	100%

: C18H16N2O2S

: 3355-28-0
1-Bromo-2-butyne

: 1147480-13-4
C22H20N2O2S

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 5h;	100%

: 1431-39-6
dansylamide

: 3355-28-0
1-Bromo-2-butyne

: 1264264-16-5
N,N-bis(2-butynyl)-5-(dimethylamino)naphthalene-1-sulfonamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 2h; Reflux;	100%

: 99-76-3
methyl 4-hydroxylbenzoate

: 3355-28-0
1-Bromo-2-butyne

: 362705-52-0
methyl 4-(but-2-yn-1-yloxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In butanone at 20℃; for 23h; Reflux;	100%
With potassium carbonate In butanone at 20℃; for 23h; Reflux;	100%
Stage #1: methyl 4-hydroxylbenzoate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide; mineral oil at 19℃; for 20h; Inert atmosphere;	79%

: 73200-35-8
5-hydroxy-1-(pyrrolidin-1-yl)pentan-1-one

: 3355-28-0
1-Bromo-2-butyne

: 1221896-11-2
5-(but-2-ynyloxy)-1-(pyrrolidin-1-yl)pentan-1-one

Conditions

Conditions	Yield
Stage #1: 5-hydroxy-1-(pyrrolidin-1-yl)pentan-1-one With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran; mineral oil at 0 - 20℃; Inert atmosphere;	100%

: 1271726-25-0
N-{4-[1-(benzenesulfonyl)-1H-indol-2-yl]-4-oxobutyl}benzenesulfonamide

: 3355-28-0
1-Bromo-2-butyne

: 1271726-28-3
4-((N-but-2-ynyl)phenylsulfonylamido)-1-(1-phenylsulfonylindol-2-yl)butan-1-one

Conditions

Conditions	Yield
Stage #1: N-{4-[1-(benzenesulfonyl)-1H-indol-2-yl]-4-oxobutyl}benzenesulfonamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Inert atmosphere; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Inert atmosphere;	100%

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: 3355-28-0
1-Bromo-2-butyne

: methyl (S)-2-tert-butoxycarbonylamino-3-(4-but-2-ynyloxy-phenyl)-propionate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 19h; Inert atmosphere;	100%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	30%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 19h;

: 533-58-4
2-Iodophenol

: 3355-28-0
1-Bromo-2-butyne

: 1188474-17-0
1-(but-2-yn-1-yloxy)-2-iodobenzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Inert atmosphere;	100%
With potassium carbonate In acetonitrile at 60℃; for 2h;	85%

: 1378317-35-1
N-allyl-2-bromo-4,5-dimethoxybenzenesulfonamide

: 3355-28-0
1-Bromo-2-butyne

: N-allyl-2-bromo-N-(but-2-yn-1-yl)-4,5-dimethoxybenzenesulfonamide

Conditions

Conditions	Yield
Stage #1: N-allyl-2-bromo-4,5-dimethoxybenzenesulfonamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h;	100%
Stage #1: N-allyl-2-bromo-4,5-dimethoxybenzenesulfonamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 2h;	94%

: 699-03-6
N-methyl-4-bromobenzylamine

: 3355-28-0
1-Bromo-2-butyne

: N-(4-bromobenzyl)-N-methylbut-2-yn-1-amine hydrochloride

Conditions

Conditions	Yield
Stage #1: N-methyl-4-bromobenzylamine; 1-Bromo-2-butyne With potassium carbonate; potassium iodide In toluene; acetonitrile at 40℃; Sealed tube; Stage #2: With hydrogenchloride In diethyl ether Sealed tube;	100%

: C10H11NO3

: 3355-28-0
1-Bromo-2-butyne

: C14H17NO3

Conditions

Conditions	Yield
With indium; ammonium chloride In tetrahydrofuran at 0 - 20℃;	100%

: 3355-28-0
1-Bromo-2-butyne

: 90-60-8
3,5-dichlorosalicyclaldehyde

: 2-(but-2-yn-1-yloxy)-3,5-dichlorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 3,5-dichlorosalicyclaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	99.6%
Stage #1: 3,5-dichlorosalicyclaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide at 20℃; Inert atmosphere;

: 100-52-7
benzaldehyde

: 3355-28-0
1-Bromo-2-butyne

: 78808-42-1
2-methyl-1-phenylbuta-2,3-dien-1-ol

Conditions

Conditions	Yield
With indium; ammonium chloride In tetrahydrofuran at 0 - 20℃;	99%
Stage #1: 1-Bromo-2-butyne With sodium iodide; tin(ll) chloride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: benzaldehyde In N,N-dimethyl-formamide at 0 - 20℃;	86%
Stage #1: 1-Bromo-2-butyne With sodium iodide; tin(ll) chloride In N,N-dimethyl-formamide at 0℃; for 1.5h; Stage #2: benzaldehyde In N,N-dimethyl-formamide	80%

: 124-19-6
nonan-1-al

: 3355-28-0
1-Bromo-2-butyne

: 78808-47-6
3-Methyl-dodeca-1,2-dien-4-ol

Conditions

Conditions	Yield
indium In water Ambient temperature;	99%
With gallium; indium In tetrahydrofuran at 25℃; for 1h;	75%

: 3355-28-0
1-Bromo-2-butyne

: 97-62-1
Ethyl isobutyrate

: 116252-14-3
ethyl 2,2-dimethylhex-4-ynoate

Conditions

Conditions	Yield
Stage #1: Ethyl isobutyrate With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.166667h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran; hexane at -78℃; for 0.75h;	99%
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium diisopropyl amide In tetrahydrofuran at -10℃;	95%
With lithium diisopropyl amide	76%
Stage #1: Ethyl isobutyrate With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 0.75h; Inert atmosphere; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran; hexane at -78 - 20℃; for 0.4h; Inert atmosphere;	61%

: 150-76-5
4-methoxy-phenol

: 3355-28-0
1-Bromo-2-butyne

: 41580-74-9
1-(but-2-yn-1-yloxy)-4-methoxybenzene

Conditions

Conditions	Yield
With potassium carbonate In acetone at 60℃; for 6h;	99%
With caesium carbonate In N,N-dimethyl-formamide at 20℃;
Stage #1: 4-methoxy-phenol With caesium carbonate In N,N-dimethyl-formamide for 0.333333h; Stage #2: 1-Bromo-2-butyne In N,N-dimethyl-formamide at 20℃;

: 3355-28-0
1-Bromo-2-butyne

: 287393-36-6
ethyl isopropyl [4-(hydroxyphenyl)sulfanyl]acetate

: 287393-37-7
ethyl-{[4-(2-butynyloxy)phenyl]sulfanyl}(isopropyl)acetate

Conditions

Conditions	Yield
	99%
With potassium carbonate In acetone Heating;

: 892495-95-3
3-(1-{6-[4-(2-ethoxycarbonyl-ethyl)-2,5-dioxo-imidazolidin-1-yl]-hexyl}-2,5-dioxoimidazolidin-4-yl)-propionic acid ethyl ester

: 3355-28-0
1-Bromo-2-butyne

: 3-(3-but-2-ynyl-1-{6-[3-but-2-ynyl-4-(2-ethoxycarbonyl-ethyl)-2,5-dioxo-imidazolidin-1-yl]hexyl}-2,5-dioxo-imidazolidin-4-yl)propionic acid ethyl ester

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	99%

1-Bromo-2-butyne Specification

The IUPAC name of this chemical is 1-bromobut-2-yne. With the CAS registry number 3355-28-0, it is also named as 2-Butyne, 1-bromo-. The product's categories are Acetylenes; Functionalized Acetylenes; Alkynyl; Halogenated Hydrocarbons; Organic Building Blocks. It is clear pale yellow-greenish liquid which is flammable, so keep it away from sources of ignition. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.79; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.78; (4)ACD/LogD (pH 7.4): 1.78; (5)ACD/BCF (pH 5.5): 13.38; (6)ACD/BCF (pH 7.4): 13.38; (7)ACD/KOC (pH 5.5): 222.82; (8)ACD/KOC (pH 7.4): 222.82; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.489; (13)Molar Refractivity: 26.31 cm³; (14)Molar Volume: 91 cm³; (15)Polarizability: 10.43×10^-24cm³; (16)Surface Tension: 35 dyne/cm; (17)Enthalpy of Vaporization: 34.76 kJ/mol; (18)Vapour Pressure: 15.2 mmHg at 25°C; (19)Exact Mass: 131.957463; (20)MonoIsotopic Mass: 131.957463; (21)Heavy Atom Count: 5; (22)Complexity: 62.2.

Preparation of 1-Bromo-2-butyne: It can be obtained by but-2-yn-1-ol. This reaction needs reagent PBr₃. The yield is 89 %.

Uses of 1-Bromo-2-butyne: It can react with 4-thioxo-3,4-dihydro-1H-pyrimidin-2-one to get 4-but-2-ynylsulfanyl-1H-pyrimidin-2-one. This reaction needs reagent NaOMe and solvent methanol at ambient temperature. The reaction time is 3 days. The yield is 62.2 %.

People can use the following data to convert to the molecule structure.
1. SMILES:BrCC#CC
2. InChI:InChI=1/C4H5Br/c1-2-3-4-5/h4H2,1H3
3. InChIKey:LNNXOEHOXSYWLD-UHFFFAOYAL

Product Name

1-Bromo-2-butyne

Synthetic route

1-Bromo-2-butyne Specification

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