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[ CAS No. 619-50-1 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 619-50-1
Chemical Structure| 619-50-1
Structure of 619-50-1 * Storage: {[proInfo.prStorage]}

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Product Citations

Product Citations

Jang, Mingyeong ; Lim, Taeho ; Park, Byoung Yong , et al. DOI: PubMed ID:

Abstract: In this study, we developed a metal-free and highly chemoselective method for the reduction of aromatic nitro compounds. This reduction was performed using tetrahydroxydiboron [B2(OH)4] as the reductant and 4,4'-bipyridine as the organocatalyst and could be completed within 5 min at room temperature. Under optimal conditions, nitroarenes with sensitive functional groups, such as vinyl, ethynyl, carbonyl, and halogen, were converted into the corresponding anilines with excellent selectivity while avoiding the undesirable reduction of the sensitive functional groups.

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Product Details of [ 619-50-1 ]

CAS No. :619-50-1 MDL No. :MFCD00007350
Formula : C8H7NO4 Boiling Point : No data available
Linear Structure Formula :- InChI Key :YOJAHJGBFDPSDI-UHFFFAOYSA-N
M.W : 181.15 Pubchem ID :12083
Synonyms :

Calculated chemistry of [ 619-50-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.12
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 46.54
TPSA : 72.12 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.06 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.66
Log Po/w (XLOGP3) : 1.89
Log Po/w (WLOGP) : 1.38
Log Po/w (MLOGP) : 0.84
Log Po/w (SILICOS-IT) : -0.45
Consensus Log Po/w : 1.06

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.3
Solubility : 0.913 mg/ml ; 0.00504 mol/l
Class : Soluble
Log S (Ali) : -3.03
Solubility : 0.17 mg/ml ; 0.00094 mol/l
Class : Soluble
Log S (SILICOS-IT) : -1.85
Solubility : 2.54 mg/ml ; 0.014 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.54

Safety of [ 619-50-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 619-50-1 ]

* 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.

  • Downstream synthetic route of [ 619-50-1 ]

[ 619-50-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 619-50-1 ]
  • [ 3847-57-2 ]
  • 2
  • [ 619-50-1 ]
  • [ 1202-25-1 ]
YieldReaction ConditionsOperation in experiment
95% With formaldehyd; hydrogen; propionic acid;aluminum nickel; In methanol; water; EXAMPLE 6 181 parts of 4-nitrobenzoic acid methyl ester are suspended in 475 parts of methanol and are hydrogenated at 60 C under 100 atmospheres hydrogen pressure, after addition of 225 parts of aqueous formaldehyde solution (40% strength by weight), 30 parts of propionic acid and 12 parts of Raney nickel. After 112 parts by volume of hydrogen have been taken up in the course of 6 hours, the mixture is separated from the catalyst. The solvent is then distilled off at the same time the decrease in volume is made up with water. 4-dimethylaminobenzoic acid methyl ester, which is insoluble in water, separates out as crystals on cooling. The end product is filtered off, washed with water and dried. 170 parts of 4-dimethylaminobenzoic acid methyl ester of melting point 95 to 98 C are obtained, corresponding to a yield of 95% of theory.
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