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3355-28-0

Basic Information
CAS No.: 3355-28-0
Name: 1-Bromo-2-butyne
Article Data: 47
Molecular Structure:
Molecular Structure of 3355-28-0 (1-Bromo-2-butyne)
Formula: C4H5Br
Molecular Weight: 132.988
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;
EINECS: -0
Density: 1.46 g/cm3
Boiling Point: 124.7 °C at 760 mmHg
Flash Point: 36.3 °C
Appearance: Clear pale yellow-greenish liquid
Hazard Symbols: R10:;
Risk Codes: 10
Safety: 16
Transport Information: UN 1993 3/PG 3
PSA: 0.00000
LogP: 1.40460
Synthetic route
764-01-2

methyl propargyl alcohol

3355-28-0

1-Bromo-2-butyne

Conditions
ConditionsYield
With bromine; triphenylphosphine In dichloromethane at 0℃; for 1h;100%
With phosphorus tribromide89%
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
(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
ConditionsYield
With pyridine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; pentane11.0 g (58%)
With pyridine In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; pentane11.0 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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With magnesium; mercury dichloride In tetrahydrofuran at 0℃; for 2h;100%
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  • 1-BROMO-2-BUTYNE CAS:3355-28-0

  • Casno:

    3355-28-0

    1-BROMO-2-BUTYNE CAS:3355-28-0

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    Product name: 1-Bromobut-2-Yne CAS No.: 3355-28-0 Molecule Formula:C4H5Br Molecule Weight:132.99 Purity: 99.0% Package: 25kg/drum Description:Slight yellow liquid Manufacture Standards:Enterprise Standard TESTING I

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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: 10.43×10-24 cm3; (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