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339792

Sigma-Aldrich

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

98%

Sinónimos:

Dibutyl squarate

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About This Item

Fórmula lineal:
[CH3(CH2)3O]2C4(=O)2
Número de CAS:
2892-62-8
Peso molecular:
226.27
MDL number:
MFCD00037150
UNSPSC Code:
12352100
PubChem Substance ID:
24860681
NACRES:
NA.22

assay

98%

form

liquid

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

Categorías relacionadas

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

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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
Rachid Marhaba et al.
Journal of immunology (Baltimore, Md. : 1950), 179(8), 5071-5081 (2007-10-04)
Induction of a chronic eczema is a most efficient therapy for alopecia areata (AA). We had noted a reduction in regulatory T cells during AA induction and wondered whether regulatory T cells may become recruited or expanded during repeated skin
Cutaneous lymphoid hyperplasia related to squaric acid dibutyl ester.
Eric A Millican et al.
Journal of the American Academy of Dermatology, 65(1), 230-232 (2011-06-18)
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
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