Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

427292

Sigma-Aldrich

1-Bromo-2-butyne

≥98%

Synonym(s):

1-(Bromomethyl)-2-methylacetylene, 2-Butyn-1-yl bromide, 2-Butynyl bromide, 4-Bromobut-2-yne

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
CH3C≡CCH2Br
CAS Number:
3355-28-0
Molecular Weight:
132.99
Beilstein:
605306
MDL number:
MFCD00190233
UNSPSC Code:
12352100
PubChem Substance ID:
24866752
NACRES:
NA.22

Assay

≥98%

form

liquid

refractive index

n20/D 1.508 (lit.)

bp

40-41 °C/20 mmHg (lit.)

density

1.519 g/mL at 25 °C (lit.)

SMILES string

CC#CCBr

InChI

1S/C4H5Br/c1-2-3-4-5/h4H2,1H3

InChI key

LNNXOEHOXSYWLD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

General description

1-Bromo-2-butyne is a propargyl bromide derivative. It is one of the constitutional isomer of bromo butyne. Its Br-loss threshold photoionization breakdown diagram has been analyzed to derive dissociative photoionization thresholds to C4H5+ production. It participates in the preparation of linagliptin.

Application

1-Bromo-2-butyne was used in the alkylation of L-tryptophan methyl ester. It was used as a source to generate CH3CCCH2 radicals to investigate the reaction kinetics of these radicals with NO and NO2.
It may be used in the synthesis of the following:
  • 4-butynyloxybenzene sulfonyl chloride
  • mono-propargylated diene derivative
  • isopropylbut-2-ynylamine
  • allenylcyclobutanol derivatives
  • allyl-[4-(but-2-ynyloxy)phenyl]sulfane
  • allenylindium
  • alkynyl alcohols
  • axially chiral teranyl compounds
Exploited in the synthesis of axially chiral teranyl compounds.

Pictograms

Flame
GHS02

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

96.8 °F - closed cup

Flash Point(C)

36 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Stereoselective synthesis of a-disubstituted cyclopentanones by palladium-catalyzed rearrangement of allenylcyclobutanols with aryl halides.
Yoshida M, et al.
Tetrahedron, 58(39), 7839-7846 (2002)
Jimin Kim et al.
Chemical science, 3(9), 2849-2852 (2013-07-24)
A synthesis of 11-methoxy mitragynine pseudoindoxyl, a new member of the mitragynine class of opioid agonists, from a derivative of the Geissman-Waiss lactone is described. An internal attack of an electron-rich aromatic ring on an electrophilic nitrilium ion and a
Strained, Stable 2-Aza-1-Phosphabicyclo [n.1.0] alkane and-alkene Fe(CO)4 Complexes with Dynamic Phosphinidene Behavior.
Borst MLG, et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 11(12), 3631-3642 (2005)
Exploring the functional space of thiiranes as gelatinase inhibitors using click chemistry.
Testero SA, et al.
ARKIVOC (Gainesville, FL, United States), 7, 221-236 (2011)
Reaction of zirconacyclopentadienes with electrophiles such as benzaldehyde, methyl methacrylate and 1-bromo-2-butyne after treatment with RLi.
Seki T, et al.
Tetrahedron Letters, 45(49), 9041-9043 (2004)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service