Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

475335

Sigma-Aldrich

1,4-Dimethoxy-2-butyne

97%

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

About This Item

Linear Formula:
CH3OCH2C≡CCH2OCH3
CAS Number:
16356-02-8
Molecular Weight:
114.14
MDL number:
MFCD00048069
UNSPSC Code:
12352100
PubChem Substance ID:
24871113
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.434 (lit.)

bp

70 °C/30 mmHg (lit.)

density

0.944 g/mL at 25 °C (lit.)

functional group

ether

SMILES string

COCC#CCOC

InChI

1S/C6H10O2/c1-7-5-3-4-6-8-2/h5-6H2,1-2H3

InChI key

YFUQYYGBJJCAPR-UHFFFAOYSA-N

General description

1,4-Dimethoxy-2-butyne is a symmetrical aliphatic alkyne.[1] Its reaction with Hg(OAc)2 (Mercury(II)acetate) has been investigated.[2]

Application

1,4-Dimethoxy-2-butyne may be used in the preparation of alkyne complexes: decacarbonyl(μ3;-η2-verbar-1,4-dimethoxy-2-butyne)triiron and nonacarbonyl(μ3;-η2;-⊥-1,4-dimethoxy-3-butyne)triiron.[3] It may also be used to synthesize benzonaphthosiline.[4]

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

127.4 °F - closed cup

flash_point_c

53 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCJ2358
MKBX3823V
MKBN4718V
01922DJ
07007JD

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Decacarbonyl (?3;-η2-ll-1, 4-dimethoxy-2-butyne) triiron, an Iron Cluster with Unusual Structure.
Lentz D and Reuter M.
Chemische Berichte, 124(4), 773-775 (1991)
Metalation of alkynes. 1. Effect of alkyne structure on the rate of acetoxymercuration.
Bassetti M and Floris B.
The Journal of Organic Chemistry, 51(22), 4140-4143 (1986)
Ryo Shintani et al.
Chemical communications (Cambridge, England), 51(57), 11378-11381 (2015-06-19)
Rhodium-catalyzed intramolecular alkynylsilylation of alkynes is described. The reaction proceeds through syn-insertion by a cationic rhodium/triarylphosphine catalyst, representing the first alkynylsilylation of alkynes via the cleavage of a C(sp)-Si bond by transition-metal catalysis. A highly enantioselective variant is also described
One-pot synthesis of isoquinolinium salts by rhodium-catalyzed C-H bond activation: application to the total synthesis of oxychelerythrine.
Jayachandran Jayakumar et al.
Angewandte Chemie (International ed. in English), 51(1), 197-200 (2011-11-17)

Questions

Reviews

No rating value

Active Filters

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