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475335

1,4-Dimethoxy-2-butyne

Name: 1,4-Dimethoxy-2-butyne
Brand: ALDRICH

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About This Item

Linear Formula:

CH₃OCH₂C≡CCH₂OCH₃

CAS Number:

16356-02-8

Molecular Weight:

114.14

NACRES:

NA.22

PubChem Substance ID:

24871113

UNSPSC Code:

12352100

MDL number:

MFCD00048069

Assay:

97%

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Properties

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

Description

General description

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

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. It may also be used to synthesize benzonaphthosiline.

Hazard Classifications

Flam. Liq. 3

pictograms

GHS02

signalword

Warning

hcodes

H226

pcodes

P210 - P233 - P240 - P241 - P242 - P243

Storage Class

3 - Flammable liquids

wgk

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

Regulatory Information

危险化学品

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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)

Rhodium-catalyzed intramolecular alkynylsilylation of alkynes.

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)

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Global Trade Item Number

SKU	GTIN
475335-5ML	04061837581656