Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

310778

Sigma-Aldrich

3,4-Diethoxy-3-cyclobutene-1,2-dione

98%

Synonym(s):

Diethyl squarate, Squaric acid diethyl ester

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

About This Item

Linear Formula:
(C2H5O)2C4(=O)2
CAS Number:
5231-87-8
Molecular Weight:
170.16
Beilstein:
640626
MDL number:
MFCD00001333
UNSPSC Code:
12352100
PubChem Substance ID:
24858814
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.509 (lit.)

bp

95 °C/0.1 mmHg (lit.)

density

1.15 g/mL at 25 °C (lit.)

functional group

ether
ketone

SMILES string

CCOC1=C(OCC)C(=O)C1=O

InChI

1S/C8H10O4/c1-3-11-7-5(9)6(10)8(7)12-4-2/h3-4H2,1-2H3

InChI key

DFSFLZCLKYZYRD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

The reaction of 3,4-diethoxy-3-cyclobutene-1,2-dione (squaric acid diethyl ester) with glycosylamines (formed by reducing oligosaccharides) was studied. The derivatives formed were linked to amino-functionalized lipids, solids or proteins.[1]

Application

3,4-Dethoxy-3-cyclobutene-1,2-dione is used as a starting material for synthesis of furanones[2] and quinones.[3] It undergoes ethoxy substitution with amines[4] and unsaturated organosilanes.[5]

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H315,H317,H319,H334,H335

Hazard Classifications

Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL8393
BCCJ7595
BCCG4578
BCCD6924
BCBZ8850

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

Customers Also Viewed

Slide 1 of 1

1 of 1

AmberLite™ FPA66 Anion Exchange Resin free base

Supelco

436674

AmberLite™ FPA66 Anion Exchange Resin free base

Journal of the Chemical Society. Perkin Transactions 1, 263-263 (1993)
Organic Syntheses, 69, 220-220 (1990)
W A Kinney et al.
Journal of medicinal chemistry, 35(25), 4720-4726 (1992-12-21)
In this report, a novel bioisostere of the alpha-amino acid, 3,4-diamino-3-cyclobutene-1,2-dione, has been incorporated into a series of compounds which are NMDA antagonists. These compounds, which are achiral and easily prepared, demonstrated good affinity at the NMDA receptor by their
Sinthuja Jegatheeswaran et al.
Vaccines, 8(3) (2020-09-23)
The carbohydrate antigen dimeric Lewis X (DimLex), which accumulates in colonic and liver adenocarcinomas, is a valuable target to develop anti-cancer therapeutics. Using the native DimLex antigen as a vaccine would elicit an autoimmune response against the Lex antigen found
The Journal of Organic Chemistry, 59, 4707-4707 (1994)
View All Related Papers

Questions

  1. Hello, What is the MW for 3,4 Diethoxy-3-cyclobutene 1,2 Dione in Kilo Dalton's?

    1 answer

    1. The molecular weight of item 310778 is 170.16 g/mole. A dalton is a g/mole. The weight in kDa would be 0.17016.

      Helpful?

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