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[ CAS No. 594-61-6 ] {[proInfo.proName]}

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Chemical Structure| 594-61-6
Chemical Structure| 594-61-6
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Product Details of [ 594-61-6 ]

CAS No. :594-61-6 MDL No. :MFCD00004459
Formula : C4H8O3 Boiling Point : -
Linear Structure Formula :HOC(CH3)2COOH InChI Key :BWLBGMIXKSTLSX-UHFFFAOYSA-N
M.W : 104.10 Pubchem ID :11671
Synonyms :

Calculated chemistry of [ 594-61-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 7
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.75
Num. rotatable bonds : 1
Num. H-bond acceptors : 3.0
Num. H-bond donors : 2.0
Molar Refractivity : 24.31
TPSA : 57.53 ?2

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) : -7.19 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.79
Log Po/w (XLOGP3) : -0.36
Log Po/w (WLOGP) : -0.16
Log Po/w (MLOGP) : -0.39
Log Po/w (SILICOS-IT) : -0.65
Consensus Log Po/w : -0.15

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -0.19
Solubility : 66.8 mg/ml ; 0.642 mol/l
Class : Very soluble
Log S (Ali) : -0.39
Solubility : 42.8 mg/ml ; 0.411 mol/l
Class : Very soluble
Log S (SILICOS-IT) : 0.57
Solubility : 387.0 mg/ml ; 3.72 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.0

Safety of [ 594-61-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H302 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 594-61-6 ]

* 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.

  • Downstream synthetic route of [ 594-61-6 ]

[ 594-61-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 7647-01-0 ]
  • [ 695-53-4 ]
  • [ 594-61-6 ]
  • [ 7664-41-7 ]
  • [ 15719-64-9 ]
  • 2
  • [ 695-53-4 ]
  • aq. barium hydroxide solution [ No CAS ]
  • [ 594-61-6 ]
  • [ 7664-41-7 ]
  • [ 15719-64-9 ]
  • 3
  • [ 594-61-6 ]
  • [ 80565-30-6 ]
  • [ 80565-31-7 ]
YieldReaction ConditionsOperation in experiment
With p-toluenesulfonic acid monohydrate; In toluene; EXAMPLE 1 A mixture of 4-(4-chlorophenyl)benzaldehyde (15.0 g.), 2-hydroxy-2-methylpropionic acid (10.0 g.) and p-toluenesulphonic acid monohydrate (0.2 g.) was heated in toluene (200 ml.) under reflux for 6 hours with continuous removal of water by azeotropic distillation. The solution was then cooled, washed with 10% w/v sodium hydrogen carbonate solution (100 ml.) and then with water (2*100 ml.) before it was dried (Na2 SO4). The dried toluene solution was filtered and evaporated to give 2-[4-(4-chlorophenyl)phenyl]-5,5-dimethyl-1,3-dioxolan-4-one (14.6 g.), m.p. 108-110 C. (after recrystallisation from cyclohexane and then from toluene). The 4-(4-chlorophenyl)benzaldehyde was obtained as follows:
With pyridine; In chlorobenzene; isopropyl alcohol; EXAMPLE 14 A mixture of 4-(4-chlorophenyl)benzaldehyde (21.6 g.), 2-hydroxy-2-methylpropionic acid (10.2 g.) and cationic sulphonated polystyrene ion exchange resin (`AMBERLITE` *IR 120, free acid form; 2.0 g.) in chlorobenzene (125 ml.) was heated under reflux for 24 hours with continuous removal of water by azeotropic distillation. The mixture was cooled and the resin was separated by filtration. Pyridine (3 ml.) was added to the filtrate which was then evaporated. The residue was dissolved in hot 2-propanol (200 ml.). A small quantity of insoluble material was removed by filtration and the subsequent filtrate was allowed to cool to give 2-[4-(4-chlorophenyl)phenyl]-5,5-dimethyl-1,3-dioxolan-4-one (11.8 g.), m.p. 108-110 C.
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