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690198

Sigma-Aldrich

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

Lonza quality, ≥98.0% (GC)

Synonym(s):

Diethyl squarate, Squaric acid diethyl ester

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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

grade

Lonza quality

Assay

≥98.0% (GC)

manufacturer/tradename

Lonza Ltd

refractive index

n20/D 1.509 (lit.)

bp

95 °C/0.1 mmHg (lit.)

density

1.15 g/mL at 25 °C (lit.)

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

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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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBJ0113V
BCBG5006V
BCBD2089V
1412669
1410546

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E F Sherertz et al.
Archives of dermatological research, 280(1), 57-60 (1988-01-01)
Squaric acid diethylester and squaric acid dibutylester have been used in contact sensitization therapy of alopecia areata. This study investigated the application of these esters or squaric acid alone to hairless mouse and human skin in vitro to determine squaric
Frederik Wurm et al.
Biomacromolecules, 13(4), 1161-1171 (2012-03-02)
Polymer-protein conjugates generated from side chain functional synthetic polymers are attractive because they can be easily further modified with, for example, labeling groups or targeting ligands. The residue specific modification of proteins with side chain functional synthetic polymers using the
L F Tietze et al.
Bioconjugate chemistry, 2(3), 148-153 (1991-05-01)
The coupling of p-aminophenyl 2-acetamido-2-deoxy-3-O-beta-D- galactopyranosyl-beta-D-galactopyranoside (gal-beta 1,3-galNAc) to bovine serum albumin (BSA) was achieved by using 1,2-diethoxycyclobutene-3,4-dione (squaric acid diester) as a new coupling reagent. Two selective consequential steps afforded the desired neoglycoprotein: reaction of the p-aminophenyl group of
M G Wilkerson et al.
Journal of the American Academy of Dermatology, 13(2 Pt 1), 229-234 (1985-08-01)
Two squaric acid diesters, squaric acid diethyl ester (SADEE) and squaric acid dibutyl ester (SADBE), have been suggested as replacements for 2,4-dinitrochlorobenzene in the treatment of alopecia areata and alopecia totalis. We synthesized these squaric acid diesters and examined them
Sensitizing potential of cyclobutenediones.
J Avalos et al.
Contact dermatitis, 21(5), 341-342 (1989-11-01)
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