Dimethyl squarate

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Names

[ CAS No. ]:
5222-73-1

[ Name ]:
Dimethyl squarate

[Synonym ]:
Dimethyl squarate
EINECS 220-761-4
3,4-dimethoxycyclobut-3-ene-1,2-dione
3-Cyclobutene-1,2-dione, 3,4-dimethoxy-
MFCD00101316
3,4-Dimethoxy-3-cyclobutene-1,2-dione
Squaric acid dimethyl ester

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
286.1±50.0 °C at 760 mmHg

[ Melting Point ]:
55-57 °C(lit.)

[ Molecular Formula ]:
C6H6O4

[ Molecular Weight ]:
142.109

[ Flash Point ]:
128.0±30.2 °C

[ Exact Mass ]:
142.026611

[ PSA ]:
52.60000

[ LogP ]:
-1.21

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.478

[ Storage condition ]:
0-6°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H317-H334

[ Precautionary Statements ]:
P261-P280-P342 + P311

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R42/43

[ Safety Phrases ]:
S22-S24/25-S26-S36/37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2914509090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Triethyl orthoformate
  • Squaric acid
  • Trimethyl orthoformate
  • Diazald
  • Methanol
  • 2,3-Dimethoxy-4-hydroxy-4-(2-phenyloxiranyl)-2-cyclobuten-1-one
  • Diisopropyl squarate
  • Diethyl squarate
  • 2,3-dimethoxy-1,3-butadiene-1,4-dione

DownStream

  • 3,4,4-trimethoxy-2-methylcyclobut-2-en-1-one
  • 4-hydroxy-2,3-dimethoxy-4-(2-methoxyphenyl)cyclobut-2-en-1-one
  • 4-hydroxy-2,3-dimethoxy-4-(3-phenylprop-1-ynyl)cyclobut-2-en-1-one
  • 3-ethenyl-4-methoxycyclobut-3-ene-1,2-dione
  • 3-methoxy-4-(methylamino)cyclobut-3-ene-1,2-dione

Customs

[ HS Code ]: 2914509090

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Articles

A Cholera Conjugate Vaccine Containing O-specific Polysaccharide (OSP) of V. cholerae O1 Inaba and Recombinant Fragment of Tetanus Toxin Heavy Chain (OSP:rTTHc) Induces Serum, Memory and Lamina Proprial Responses against OSP and Is Protective in Mice.

PLoS Negl. Trop. Dis. 9 , e0003881, (2015)

Vibrio cholerae is the cause of cholera, a severe watery diarrhea. Protection against cholera is serogroup specific. Serogroup specificity is defined by the O-specific polysaccharide (OSP) component o...

Squaric acid-based peptidic inhibitors of matrix metalloprotease-1.

J. Org. Chem. 70(26) , 10792-802, (2005)

[structure: see text] A series of squaric acid-peptide conjugates were synthesized and evaluated as inhibitors of MMP-1. The cyclobut-3-enedione core was substituted at the 3-position with several fun...

Tetrahedron Lett. 34 , 6177, (1993)


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