339792

Sigma-Aldrich

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

98%

Synonym(s):
Dibutyl squarate
Linear Formula:
[CH3(CH2)3O]2C4(=O)2
CAS Number:
Molecular Weight:
226.27
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

refractive index

n20/D 1.494 (lit.)

bp

139 °C/0.5 mmHg (lit.)

density

1.047 g/mL at 25 °C (lit.)

SMILES string

CCCCOC1=C(OCCCC)C(=O)C1=O

InChI

1S/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3

InChI key

XBRWELTXMQSEIN-UHFFFAOYSA-N

Related Categories

General description

3,4-Dibutoxy-3-cyclobutene-1,2-dione is the dialkyl ester of squaric acid.

Application

3,4-Dibutoxy-3-cyclobutene-1,2-dione was used in the synthesis of novel semisquarylium dye, useful for highly selective Hg2+ sensing in aqueous media. It was also employed in the synthesis of 3-butoxy-4-(1,3,3-trimethyl-2,3-dihydro-1H-2-indolylidenemethyl)-3-cyclobutene-1,2-dione, intermediate for the synthesis of squaryl dyes.

Packaging

5, 25 g in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

36/37/38-42/43

Safety Statement

26-27-36/37/39-45

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

C Ajith et al.
Journal of drugs in dermatology : JDD, 5(3), 262-266 (2006-04-01)
Immunotherapy with sqauric acid dibutyl ester (SADBE) is a well-accepted therapy for alopecia areata. To study efficacy, safety, and factors influencing the outcome in the treatment of alopecia areata. During a 4-year period, 70 patients of alopecia areata, unresponsive to...
F Dall'oglio et al.
The Journal of dermatological treatment, 16(1), 10-14 (2005-05-18)
Severe alopecia areata (AA) may have a chronic relapsing course and is often resistant to current treatments. The aim of our study was to evaluate whether topical immunotherapy with squaric acid dibutylester (SADBE) is able to improve the course of...
Aaron E Scott et al.
Toxicology and applied pharmacology, 183(1), 66-70 (2002-09-10)
The ability of chemical or pharmaceutical agents to induce allergic contact dermatitis (ACD) is of major health and regulatory concern. As such, tests to identify their sensitizing capacity, such as the guinea pig maximization test and the more recently developed...
Kazumasa Morita et al.
The Journal of dermatology, 29(10), 661-664 (2002-11-16)
Topical immunotherapy is effective for severe alopecia areata. However, there are patients with alopecia areata refractory to topical immunotherapy alone. We tried SADBE (squaric acid dibutylester) topical immunotherapy combined with topical dry ice cryotherapy, carpronium chloride (a parasympathetic nerve stimulant)...
Eileen Tan et al.
International journal of dermatology, 41(11), 748-753 (2002-11-28)
Alopecia areata is believed to be an autoimmune condition with a worldwide occurrence. It usually presents as patchy, nonscarring hair loss. There is a paucity of clinical data in Asians. To study the epidemiology, clinical aspects, associations, and treatment of...

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

Social Media

LinkedIn icon
Twitter icon
Facebook Icon
Instagram Icon

MilliporeSigma

Research. Development. Production.

We are a leading supplier to the global Life Science industry with solutions and services for research, biotechnology development and production, and pharmaceutical drug therapy development and production.

© 2021 Merck KGaA, Darmstadt, Germany and/or its affiliates. All Rights Reserved.

Reproduction of any materials from the site is strictly forbidden without permission.