339792
3,4-Dibutoxy-3-cyclobutene-1,2-dione
98%
Synonym(s):
Dibutyl squarate
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About This Item
Linear Formula:
[CH3(CH2)3O]2C4(=O)2
CAS Number:
Molecular Weight:
226.27
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.)
functional group
ether
ketone
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - 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)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Amy J McMichael et al.
Dermatology nursing, 16(4), 333-336 (2004-10-09)
Though many therapies exist for alopecia areata, one of the most unique is topical sensitization. By altering the pathogenic inflammatory response with few side effects, sensitizers offer an attractive treatment option for many patients with alopecia areata, including those who
Molecular and crystal structure of 3-butoxy-4-(1, 3, 3-trimethyl-2, 3-dihydro-1H-2-indolylidenemethyl)-3-cyclobutene-1, 2-dione and its thio analog.
Shishkina SV, et al.
Journal of Structural Chemistry, 46(1), 154-158 (2005)
Seventeen cases of alopecia areata: combination of SADBE topical immunotherapy with other therapies.
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)
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
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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