Home Cart 0 Sign in  
X

[ CAS No. 5222-73-1 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
3d Animation Molecule Structure of 5222-73-1
Chemical Structure| 5222-73-1
Chemical Structure| 5222-73-1
Structure of 5222-73-1 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 5222-73-1 ]

Related Doc. of [ 5222-73-1 ]

Alternatived Products of [ 5222-73-1 ]

Product Details of [ 5222-73-1 ]

CAS No. :5222-73-1 MDL No. :MFCD00101316
Formula : C6H6O4 Boiling Point : -
Linear Structure Formula :- InChI Key :SZBNZTGCAMLMJY-UHFFFAOYSA-N
M.W : 142.11 Pubchem ID :123227
Synonyms :

Calculated chemistry of [ 5222-73-1 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.33
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 30.94
TPSA : 52.6 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.26
Log Po/w (XLOGP3) : -0.07
Log Po/w (WLOGP) : -0.36
Log Po/w (MLOGP) : -1.87
Log Po/w (SILICOS-IT) : 0.73
Consensus Log Po/w : -0.06

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -0.54
Solubility : 40.5 mg/ml ; 0.285 mol/l
Class : Very soluble
Log S (Ali) : -0.58
Solubility : 37.1 mg/ml ; 0.261 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.97
Solubility : 15.3 mg/ml ; 0.108 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 1.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.63

Safety of [ 5222-73-1 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P302+P352-P333+P313-P337+P313-P304+P340-P312-P280-P332+P313 UN#:2811
Hazard Statements:H315-H317-H319-H334-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 5222-73-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 5222-73-1 ]
  • Downstream synthetic route of [ 5222-73-1 ]

[ 5222-73-1 ] Synthesis Path-Upstream   1~12

  • 1
  • [ 2892-51-5 ]
  • [ 149-73-5 ]
  • [ 5222-73-1 ]
YieldReaction ConditionsOperation in experiment
89.4% at 56℃; for 24 h; Compound 30 was synthesized using a modification of the procedure reported by Liu et al. [7]. 3,4-Dihydroxy-3-cyclobutene-1,2-dione (squaric acid, 2.053 g, 18 mmol) was dissolved in anhydrous methanol (18 ml), and trimethyl orthoformate (4 ml, 36.5 mmol) was added to the solution. The reaction mixture was refluxed at 56 °C for 24 h. The crude product was then concentrated under reduced pressure. The pale yellow solid was dissolved in methylene chloride and purified on a silica gel column (EtOAc: Hexanes 1:2) to give 3,4-dimethoxycyclobut-3-ene-1,2-dione (2.29 g, 89.4percent) as a white solid.   mp 55-57 °C (lit. 56-58 °C) [7, 8]1H NMR (300 MHz, CD2Cl2) δ 4.34 (6H, s, OCH3) 13C NMR (75 MHz, CD3OD) δ 189.35 (C2, C=O), 189.35 (C1, C=O), 184.35 (C3), 184.35 (C4), 60.29 (OCH3), 60.29 (OCH3) LRMS (EI): 142.03 (100), 114.03 (18), 99.01 (16), 86.01 (54), 67.99 (8), 56.25 (7)  
Reference: [1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 2, p. 282 - 287
[2] Organic Syntheses, 1999, vol. 76, p. 189 - 189
[3] Chemistry - A European Journal, 2011, vol. 17, # 49, p. 13698 - 13705
[4] Chemistry - A European Journal, 2017, vol. 23, # 47, p. 11234 - 11238
[5] Chemical Communications, 2018, vol. 54, # 26, p. 3231 - 3234
[6] Organic and Biomolecular Chemistry, 2015, vol. 13, # 22, p. 6225 - 6241
[7] Journal of Organic Chemistry, 2018, vol. 83, # 17, p. 10627 - 10635
[8] RSC Advances, 2018, vol. 8, # 54, p. 30761 - 30776
[9] Patent: WO2008/5570, 2008, A1, . Location in patent: Page/Page column 74-75
[10] Patent: WO2009/5802, 2009, A1, . Location in patent: Page/Page column 20-21
  • 2
  • [ 122-51-0 ]
  • [ 2892-51-5 ]
  • [ 5222-73-1 ]
Reference: [1] Patent: WO2009/5801, 2009, A1, . Location in patent: Page/Page column 30-31
  • 3
  • [ 2892-51-5 ]
  • [ 74-88-4 ]
  • [ 5222-73-1 ]
Reference: [1] Organic Letters, 2015, vol. 17, # 9, p. 2150 - 2153
  • 4
  • [ 80-11-5 ]
  • [ 2892-51-5 ]
  • [ 5222-73-1 ]
Reference: [1] Tetrahedron, 2001, vol. 57, # 27, p. 5769 - 5772
  • 5
  • [ 67-56-1 ]
  • [ 2892-51-5 ]
  • [ 5222-73-1 ]
Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 49, p. 13076 - 13079[2] Angew. Chem., 2013, vol. 125, # 49, p. 13314 - 13317,4
[3] Angewandte Chemie - International Edition, 2014, vol. 53, # 10, p. 2628 - 2632[4] Angew. Chem., 2014, vol. 126, # 10, p. 2666 - 2670,5
  • 6
  • [ 1027429-37-3 ]
  • [ 5222-73-1 ]
Reference: [1] Journal of Organic Chemistry, 1995, vol. 60, # 3, p. 735 - 738
  • 7
  • [ 67-56-1 ]
  • [ 2892-51-5 ]
  • [ 149-73-5 ]
  • [ 5222-73-1 ]
Reference: [1] Synthetic Communications, 1997, vol. 27, # 12, p. 2177 - 2180
[2] Organic and Biomolecular Chemistry, 2016, vol. 14, # 39, p. 9322 - 9330
  • 8
  • [ 67-56-1 ]
  • [ 61699-62-5 ]
  • [ 5222-73-1 ]
Reference: [1] Journal of Organic Chemistry, 2008, vol. 73, # 5, p. 1768 - 1773
  • 9
  • [ 67-56-1 ]
  • [ 5231-87-8 ]
  • [ 5222-73-1 ]
Reference: [1] Journal of Organic Chemistry, 1988, vol. 53, # 11, p. 2477 - 2482
  • 10
  • [ 2892-51-5 ]
  • [ 5222-73-1 ]
Reference: [1] Australian Journal of Chemistry, 2010, vol. 63, # 12, p. 1656 - 1664
  • 11
  • [ 1007834-23-2 ]
  • [ 5222-73-1 ]
Reference: [1] Journal of Organic Chemistry, 2008, vol. 73, # 5, p. 1768 - 1773
  • 12
  • [ 2892-51-5 ]
  • [ 149-73-5 ]
  • [ 67543-98-0 ]
  • [ 5222-73-1 ]
Reference: [1] Organic Syntheses, 1999, vol. 76, p. 189 - 189
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 5222-73-1 ]

Alkenes

Chemical Structure| 5231-87-8

[ 5231-87-8 ]

3,4-Diethoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 2892-62-8

[ 2892-62-8 ]

3,4-Dibutoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 61699-62-5

[ 61699-62-5 ]

3,4-Diisopropoxycyclobut-3-ene-1,2-dione

Similarity: 0.93

Chemical Structure| 303-98-0

[ 303-98-0 ]

(all-E)-2-(3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione

Similarity: 0.71

Chemical Structure| 10493-98-8

[ 10493-98-8 ]

2-Hydroxycyclopent-2-en-1-one

Similarity: 0.63

Aliphatic Cyclic Hydrocarbons

Chemical Structure| 5231-87-8

[ 5231-87-8 ]

3,4-Diethoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 2892-62-8

[ 2892-62-8 ]

3,4-Dibutoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 61699-62-5

[ 61699-62-5 ]

3,4-Diisopropoxycyclobut-3-ene-1,2-dione

Similarity: 0.93

Chemical Structure| 605-94-7

[ 605-94-7 ]

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione

Similarity: 0.74

Chemical Structure| 303-98-0

[ 303-98-0 ]

(all-E)-2-(3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione

Similarity: 0.71

Ethers

Chemical Structure| 5231-87-8

[ 5231-87-8 ]

3,4-Diethoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 2892-62-8

[ 2892-62-8 ]

3,4-Dibutoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 61699-62-5

[ 61699-62-5 ]

3,4-Diisopropoxycyclobut-3-ene-1,2-dione

Similarity: 0.93

Chemical Structure| 605-94-7

[ 605-94-7 ]

2,3-Dimethoxy-5-methylcyclohexa-2,5-diene-1,4-dione

Similarity: 0.74

Chemical Structure| 303-98-0

[ 303-98-0 ]

(all-E)-2-(3,7,11,15,19,23,27,31,35,39-Decamethyl-2,6,10,14,18,22,26,30,34,38-tetracontadecaenyl)-5,6-dimethoxy-3-methyl-2,5-cyclohexadiene-1,4-dione

Similarity: 0.71

Ketones

Chemical Structure| 5231-87-8

[ 5231-87-8 ]

3,4-Diethoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 2892-62-8

[ 2892-62-8 ]

3,4-Dibutoxycyclobut-3-ene-1,2-dione

Similarity: 0.95

Chemical Structure| 61699-62-5

[ 61699-62-5 ]

3,4-Diisopropoxycyclobut-3-ene-1,2-dione

Similarity: 0.93

Chemical Structure| 27538-09-6

[ 27538-09-6 ]

5-Ethyl-4-hydroxy-2-methylfuran-3(2H)-one

Similarity: 0.75

Chemical Structure| 3658-77-3

[ 3658-77-3 ]

4-Hydroxy-2,5-dimethylfuran-3(2H)-one

Similarity: 0.75