Dibutyl squarate
- Product Name
- Dibutyl squarate
- CAS No.
- 2892-62-8
- Chemical Name
- Dibutyl squarate
- Synonyms
- SADBE;SQUARIC ACID DIBUTYL ESTER;DIBUTYL SQUARATE;di-n-butyl squarate;TIMTEC-BB SBB007902;SQUARIC ACID DI-N-BUTYL ESTER;Squaric acid dibutyl ester,97%;Di-n-butyl squarate~Squaric ac;3,4-DIBUTOXYCYCLOBUT-3-ENE-1,2-DIONE;3,4-DIBUTOXY-3-CYCLOBUTENE-1,2-DIONE
- CBNumber
- CB5400591
- Molecular Formula
- C12H18O4
- Formula Weight
- 226.27
- MOL File
- 2892-62-8.mol
Dibutyl squarate Property
- Boiling point:
- 139 °C0.5 mm Hg(lit.)
- Density
- 1.047 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.494(lit.)
- Flash point:
- >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- form
- Liquid
- color
- Clear colorless to yellow
- Water Solubility
- INSOLUBLE
- BRN
- 1968189
- InChI
- InChI=1S/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3
- InChIKey
- XBRWELTXMQSEIN-UHFFFAOYSA-N
- SMILES
- C1(=O)C(OCCCC)=C(OCCCC)C1=O
- CAS DataBase Reference
- 2892-62-8(CAS DataBase Reference)
- NIST Chemistry Reference
- Dibutyl squarate(2892-62-8)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 36/37/38-42/43
- Safety Statements
- 26-27-36/37/39-45
- WGK Germany
- 3
- RTECS
- GU1772066
- HS Code
- 29145090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H317May cause an allergic skin reaction
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 339792
- Product name
- 3,4-Dibutoxy-3-cyclobutene-1,2-dione
- Purity
- 98%
- Packaging
- 5g
- Price
- $100
- Updated
- 2025/07/31
- Product number
- 339792
- Product name
- 3,4-Dibutoxy-3-cyclobutene-1,2-dione
- Purity
- 98%
- Packaging
- 25g
- Price
- $444
- Updated
- 2025/07/31
- Product number
- D2203
- Product name
- 3,4-Dibutoxy-3-cyclobutene-1,2-dione
- Purity
- >97.0%(GC)
- Packaging
- 5g
- Price
- $68
- Updated
- 2025/07/31
- Product number
- D2203
- Product name
- 3,4-Dibutoxy-3-cyclobutene-1,2-dione
- Purity
- >97.0%(GC)
- Packaging
- 25g
- Price
- $267
- Updated
- 2025/07/31
- Product number
- B415698
- Product name
- 3,4-Dibutoxycyclobut-3-ene-1,2-dione
- Packaging
- 50mg
- Price
- $45
- Updated
- 2021/12/16
Dibutyl squarate Chemical Properties,Usage,Production
Chemical Properties
clear colorless to yellow liquid
Uses
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.
Uses
Squaric acid and its derivatives (Dibutyl squarate) are used in synthesis of pharmaceutical intermediates, squarylium dyes, and photoconducting squaraines.
Definition
ChEBI: A cyclic ketone and diether that is a dibutyl ether derivative of squaric acid.
General Description
3,4-Dibutoxy-3-cyclobutene-1,2-dione is the dialkyl ester of squaric acid.
Synthesis
2892-51-5
71-36-3
2892-62-8
General procedure for the synthesis of di-n-butyl squarate from squaric acid (1) (2.00 g, 17.54 mmol) and n-butanol: Squaric acid (1) was dissolved in n-butanol (50 mL) and the reaction was carried out under stirring conditions at reflux for 3 hours. After completion of the reaction, the mixture was cooled in an ice bath, followed by the addition of diethyl ether (Et2O, 50 mL). The mixture was washed sequentially with cold distilled water, cold saturated aqueous NaHCO3 solution and cold distilled water. The organic layer was separated and dried with anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give the brown oily product di-n-butyl squarate (2.92 g, 74% yield). The product was chromatographically pure and could be used in subsequent reactions without further purification.
References
[1] Canadian Journal of Chemistry, 1986, vol. 64, p. 2267 - 2273
[2] Bulletin de la Societe Chimique de France, 1990, # 3, p. 367 - 374
[3] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 14, p. 3803 - 3814
[4] Journal of Molecular Structure, 2009, vol. 936, # 1-3, p. 239 - 249
[5] Comptes Rendus Chimie, 2012, vol. 15, # 5, p. 454 - 462
Dibutyl squarate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Dibutyl squarate manufacturers
- Product
- Dibutyl squarate 2892-62-8
- Price
- US $2.00-5.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2025-06-27
- Product
- Dibutyl squarate 2892-62-8
- Price
- US $30.00-10.00/KG
- Min. Order
- 50KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-24
- Product
- Dibutyl Squarate 2892-62-8
- Price
- US $75.00-25.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-05-27