Diethyl squarate
- Product Name
- Diethyl squarate
- CAS No.
- 5231-87-8
- Chemical Name
- Diethyl squarate
- Synonyms
- DIETHYL SQUARATE;3,4-DiethoxycycL;DIETHYL SUQUARATE;DiethylSquarate98%;Diethyl quadratate;TIMTEC-BB SBB008498;obut-3-ene-1,2-dione;DIETHOXYCYCLOBUTENEDIONE;SQUARIC ACID DIETHYL ESTER;SUQUARIC ACID DIETHYL ESTER
- CBNumber
- CB1106356
- Molecular Formula
- C8H10O4
- Formula Weight
- 170.16
- MOL File
- 5231-87-8.mol
Diethyl squarate Property
- Melting point:
- 13-18 °C
- Boiling point:
- 95 °C0.1 mm Hg(lit.)
- Density
- 1.15 g/mL at 25 °C(lit.)
- refractive index
- n20/D 1.509(lit.)
- Flash point:
- >230 °F
- storage temp.
- 2-8°C
- form
- Liquid
- color
- Clear yellow to light brownish
- Water Solubility
- insoluble
- BRN
- 640626
- InChIKey
- DFSFLZCLKYZYRD-UHFFFAOYSA-N
- CAS DataBase Reference
- 5231-87-8(CAS DataBase Reference)
- NIST Chemistry Reference
- 3,4-Diethoxy-3-cyclobutene-1,2-dione(5231-87-8)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 36/37/38-42/43
- Safety Statements
- 7-26-37/39-24-23
- WGK Germany
- 3
- RTECS
- GU1772466
- F
- 10
- Hazard Note
- Irritant
- HS Code
- 29145090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H315Causes skin irritation
H317May cause an allergic skin reaction
H319Causes serious eye irritation
H334May cause allergy or asthma symptoms or breathing difficulties if inhaled
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
- 310778
- Product name
- 3,4-Diethoxy-3-cyclobutene-1,2-dione
- Purity
- 98%
- Packaging
- 5g
- Price
- $136
- Updated
- 2025/07/31
- Product number
- D3253
- Product name
- 3,4-Diethoxy-3-cyclobutene-1,2-dione
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $78
- Updated
- 2025/07/31
- Product number
- D3253
- Product name
- 3,4-Diethoxy-3-cyclobutene-1,2-dione
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $314
- Updated
- 2025/07/31
- Product number
- D441978
- Product name
- 3,4-Diethoxycyclobut-3-ene-1,2-dione
- Packaging
- 100mg
- Price
- $40
- Updated
- 2021/12/16
- Product number
- D441978
- Product name
- 3,4-Diethoxycyclobut-3-ene-1,2-dione
- Packaging
- 500mg
- Price
- $60
- Updated
- 2021/12/16
Diethyl squarate Chemical Properties,Usage,Production
Chemical Properties
clear yellow to light brownish liquid
Uses
3,4-Dethoxy-3-cyclobutene-1,2-dione is used as a starting material for synthesis of furanones and quinones. It undergoes ethoxy substitution with amines and unsaturated organosilanes.
Uses
Diethyl squarate is an intermediate for pharma products, for photochemicals used in the dry-view process, in synthesis of photosensitive squaraine dyes (eg. laser dyes used in CD-Rom) and as intermediate for functional polymers.
General Description
The reaction of 3,4-diethoxy-3-cyclobutene-1,2-dione (squaric acid diethyl ester) with glycosylamines (formed by reducing oligosaccharides) was studied. The derivatives formed were linked to amino-functionalized lipids, solids or proteins.
Synthesis
64-17-5
2892-51-5
5231-87-8
1. Squaric acid (1.0023 g) was dissolved in 30 mL of anhydrous ethanol and heated to reflux overnight. After the reaction was completed, the reaction solution was concentrated and purified by fast column chromatography to give 0.7430 g of diethyl ester of squaric acid in 50% yield. 2. The resulting diethyl (ethyl) squarate, 2-aminopyridine (100 mg, 0.588 mmol) and triethylamine (10 drops) were dissolved in dichloromethane (10 mL) and stirred at room temperature overnight. After completion of the reaction, the reaction solution was concentrated under reduced pressure and purified by fast column chromatography (petroleum ether/ethyl acetate, 2:1) to afford compound 6 as a white solid in 73% yield. 3. The NMR data of compound 6 were as follows: 1H NMR (400 MHz, acetone-d6) δ 10.26 (s, 1H), 8.50-8.29 (m, 1H), 7.98-7.78 (m, 1H), 7.68 (d, J = 8.3 Hz, 1H), 7.14 (dd, J = 6.9, 5.3 Hz, 1H), 4.85 (q, J = 7.1 Hz, 2H), 1.48 (t, J = 7.1 Hz, 3H); 13C NMR (100 MHz, acetone-d6) δ 186.42, 180.83, 170.33, 166.86, 152.22, 149.33, 139.43, 120.17, 113.63, 70.65, 16.06.
References
[1] Journal of Materials Chemistry A, 2015, vol. 3, # 6, p. 2883 - 2894
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 22, p. 6181 - 6186
[3] Angew. Chem., 2017, vol. 129, # 22, p. 6277 - 6282,6
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1993, # 2, p. 263 - 272
[5] Chemical Communications, 2013, vol. 49, # 89, p. 10465 - 10467
Diethyl squarate Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Diethyl squarate manufacturers
- Product
- Diethyl squarate 5231-87-8
- Price
- US $2.00-5.00/KG
- Min. Order
- 0.1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons
- Release date
- 2025-07-10
- Product
- Diethyl squarate 5231-87-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-29
- Product
- Diethyl squarate 5231-87-8
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1ton
- Release date
- 2022-09-19