Basic Description

Synonyms	DA8159;DA 8159;DA-8159;Zydena \| Diethoxycyclobutenedione \| Squaric acid diethyl ester \| SY013529 \| 3,4-diethoxycyclobut-3-ene-1,2-dione;Diethyl squarate \| 3,4-diethoxy-3-cyclobuten-1,2-dione \| 3,4-Diethoxy-3-cyclobutene-1,2-dione \| 3-Cyclobutene-1,2-dione
Specifications & Purity	≥98%(GC)
Storage Temp	Store at 2-8°C,Argon charged
Shipped In	Wet ice
Product Description	Product Introduction The reaction of 3,4-diethoxy-3-cyclobutene-1,2-dione (diethyl squarate) with glycoamines (formed by reducing oligosaccharides) has been studied. The resulting derivatives are linked to amino functionalized lipids, solids or proteins. Application 3,4-diethoxy-3-cyclobutene-1,2-dione can be used as a starting material for the synthesis of furanone and quinone. It is substituted by the ethoxyl group of amine and unsaturated organosilane.

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Names and Identifiers

Pubchem Sid	504756908
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504756908
IUPAC Name	3,4-diethoxycyclobut-3-ene-1,2-dione
INCHI	InChI=1S/C8H10O4/c1-3-11-7-5(9)6(10)8(7)12-4-2/h3-4H2,1-2H3
InChi Key	DFSFLZCLKYZYRD-UHFFFAOYSA-N
Canonical SMILES	CCOC1=C(C(=O)C1=O)OCC
Isomeric SMILES	CCOC1=C(C(=O)C1=O)OCC
WGK Germany	3
RTECS	GU1772466
PubChem CID	123228
Molecular Weight	170.16
Beilstein	640626
Reaxy-Rn	640626

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

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13 results found

Lot Number	Certificate Type	Date	Item
C2517153	Certificate of Analysis	Mar 18, 2024	D154372
F2405351	Certificate of Analysis	Mar 18, 2024	D154372
F2405352	Certificate of Analysis	Mar 18, 2024	D154372
F2405353	Certificate of Analysis	Mar 18, 2024	D154372
F2405354	Certificate of Analysis	Mar 18, 2024	D154372
L2301185	Certificate of Analysis	Nov 17, 2023	D154372
L2301186	Certificate of Analysis	Nov 17, 2023	D154372
L2301187	Certificate of Analysis	Nov 17, 2023	D154372
E1922139	Certificate of Analysis	Mar 09, 2023	D154372
K1830108	Certificate of Analysis	Sep 21, 2022	D154372
J2213556	Certificate of Analysis	Jul 18, 2022	D154372
J2213568	Certificate of Analysis	Jul 18, 2022	D154372
J2213569	Certificate of Analysis	Jul 18, 2022	D154372

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Chemical and Physical Properties

Sensitivity	Hygroscopic and heat sensitive
Refractive Index	1.509
Flash Point(°F)	230 °F
Flash Point(°C)	110 °C
Boil Point(°C)	95 °C
Melt Point(°C)	13-18 °C
Molecular Weight	170.160 g/mol
XLogP3	0.700
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	170.058 Da
Monoisotopic Mass	170.058 Da
Topological Polar Surface Area	52.600 Å²
Heavy Atom Count	12
Formal Charge	0
Complexity	226.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Safety and Hazards(GHS)

Pictogram(s)	GHS06, GHS08, GHS07
Signal	Danger
Hazard Statements	H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation H301:Toxic if swallowed H317:May cause an allergic skin reaction H334:May cause allergy or asthma symptoms or breathing difficulties if inhaled H312:Harmful in contact with skin
Precautionary Statements	P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P284:[In case of inadequate ventilation] Wear respiratory protection. P271:Use only outdoors or in a well-ventilated area. P270:Do not eat, drink or smoke when using this product. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P272:Contaminated work clothing should not be allowed out of the workplace. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. P362+P364:Take off contaminated clothing and wash it before reuse. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P317:Get emergency medical help. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. P342+P316:If experiencing respiratory symptoms: Get emergence medical help immediately.
WGK Germany	3
RTECS	GU1772466
Reaxy-Rn	640626

Reviews

References

1. W A Kinney,N E Lee,D T Garrison,E J Podlesny,J T Simmonds,D Bramlett,R R Notvest,D M Kowal,R P Tasse. (1992-12-21) Bioisosteric replacement of the alpha-amino carboxylic acid functionality in 2-amino-5-phosphonopentanoic acid yields unique 3,4-diamino-3-cyclobutene-1,2-dione containing NMDA antagonists.. Journal of medicinal chemistry, 35 ((25)): (4720-4726). [PMID:1361582]
2. J Avalos,H W Moore,M W Reed,E Rodriguez. (1989-11-01) Sensitizing potential of cyclobutenediones.. Contact dermatitis, 21 ((5)): (341-342). [PMID:2620514]
3. E F Sherertz,K B Sloan. (1988-01-01) Percutaneous penetration of squaric acid and its esters in hairless mouse and human skin in vitro.. Archives of dermatological research, 280 ((1)): (57-60). [PMID:3355225]
4. O Blixt,T Norberg. (1999-10-16) Enzymatic glycosylation of reducing oligosaccharides linked to a solid phase or a lipid via a cleavable squarate linker.. Carbohydrate research, 319 ((1-4)): (80-91). [PMID:10520256]
5. M G Wilkerson,J Henkin,J K Wilkin,R G Smith. (1985-08-01) Squaric acid and esters: analysis for contaminants and stability in solvents.. Journal of the American Academy of Dermatology, 13 ((2 Pt 1)): (229-234). [PMID:4044949]
6. Frederik Wurm,Carsten Dingels,Holger Frey,Harm-Anton Klok. (2012-03-02) Squaric acid mediated synthesis and biological activity of a library of linear and hyperbranched poly(glycerol)-protein conjugates.. Biomacromolecules, 13 ((4)): (1161-1171). [PMID:22376203]
7. Sinthuja Jegatheeswaran,Ari Asnani,Adam Forman,Jenifer L Hendel,Christopher J Moore,Ali Nejatie,An Wang,Jo-Wen Wang,France-Isabelle Auzanneau. (2020-09-23) Recognition of Dimeric Lewis X by Anti-Dimeric Lex Antibody SH2.. Vaccines, 8 ((3)): [PMID:32957489]

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SKU	Size	Availability	Price	Qty
D154372-1g	1g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$9.90	+-
D154372-5g	5g	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$18.90	+-
D154372-25g	25g	3	$89.90	+-
D154372-100g	100g	3	$339.90	+-

3,4-Diethoxy-3-cyclobutene-1,2-dione - >98.0%(GC), high purity , CAS No.5231-87-8