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[ CAS No. 107-86-8 ] {[proInfo.proName]}

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Chemical Structure| 107-86-8
Chemical Structure| 107-86-8
Structure of 107-86-8 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 107-86-8 ]

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Product Citations

Product Citations

Zhang, Yueteng ; Ji, Peng ; Meng, Xiang , et al. DOI: PubMed ID:

Abstract: A simple arylamine-catalyzed Mannich-cyclization cascade reaction was developed for facile synthesis of substituted 2H-benzo[h]chromenes, e.g., I (R1 = Ph, 2-MeOC6H4, furan-2-yl, 2-bromopyridin-3-yl, etc.; R2 = H, Cl, O2N, AcNH, etc.). The notable feature of the process includes the efficient generation of ortho-quinone methides (o-QMs) catalyzed by o-phenylenediamine. The mild reaction conditions allows for a broad spectrum of 1- and 2-naphthols and trans-cinnamaldehydes R1CH:CHCHO to engage in the cascade sequence with high efficiency.

Keywords: aminocatalysis ; cascade reaction ; chromenes ; organocatalysis ; quinone methide

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Product Details of [ 107-86-8 ]

CAS No. :107-86-8 MDL No. :MFCD00010291
Formula : C5H8O Boiling Point : -
Linear Structure Formula :HOCCHC(CH3)2 InChI Key :SEPQTYODOKLVSB-UHFFFAOYSA-N
M.W : 84.12 Pubchem ID :61020
Synonyms :

Calculated chemistry of [ 107-86-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 6
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.4
Num. rotatable bonds : 1
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 25.87
TPSA : 17.07 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.98 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.48
Log Po/w (XLOGP3) : 1.17
Log Po/w (WLOGP) : 1.15
Log Po/w (MLOGP) : 0.9
Log Po/w (SILICOS-IT) : 0.83
Consensus Log Po/w : 1.11

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -1.03
Solubility : 7.8 mg/ml ; 0.0928 mol/l
Class : Very soluble
Log S (Ali) : -1.12
Solubility : 6.33 mg/ml ; 0.0752 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.58
Solubility : 22.0 mg/ml ; 0.261 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.55

Safety of [ 107-86-8 ]

Signal Word:Danger Class:8,3
Precautionary Statements:P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P272-P273-P280-P301+P312+P330-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P312-P333+P313-P362+P364-P370+P378-P403+P233-P403+P235-P405-P501 UN#:2920
Hazard Statements:H226-H302-H313-H314-H317-H331-H402 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 107-86-8 ]

* 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 [ 107-86-8 ]

[ 107-86-8 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 52851-41-9 ]
  • [ 107-86-8 ]
  • [ 523-64-8 ]
  • 2
  • [ 107-86-8 ]
  • [ 41602-56-6 ]
  • (1RS,9RS,11RS)-5-N,N-dimethylamino-9-methyl-8,12-dioxatricyclo[7.3.1.02,7]tri-deca-2,4,6-trien-11-ol [ No CAS ]
  • 3
  • [ 107-86-8 ]
  • [ 19013-07-1 ]
  • 4
  • [ 107-86-8 ]
  • [ 55876-82-9 ]
  • 5
  • [ 107-86-8 ]
  • [ 51746-85-1 ]
  • [ 261765-52-0 ]
YieldReaction ConditionsOperation in experiment
With acetic acid; In tetrahydrofuran; for 24h;Heating / reflux; To a solution of 4-pyridin-3-yl-imidazole (1 g) in THF (34 ML) was added acetic acid (1.6 ML) and 3-methyl-2-butenal (3.3 ML) and the resulting solution was heated under gentle reflux for 24 hours. THF was then removed in vacuo and the residue was purified on a Flash 75 long column eluding with MeOH-CH2Cl2 to give the title compound as slightly yellow oil. MS: m/z 230 (M+H).
With acetic acid; In tetrahydrofuran; EXAMPLE 15 3,3-Dimethyl-3(4-Pyridin-3-yl-imidazol-1-yl)-propioaldehyde To a solution of 4-pyridin-3-yl-imidazole (1 g) in THF (34 mL) was added acetic acid (1.6 mL) and 3-methyl-2-butenal (3.3 mL) and the resulting solution was heated under gentle reflux for 24 hours. THF was then removed in vacuo and the residue was purified on a Flash 75 (silica gel column made by Biotage Division of Dyax Corp, U.S.) long column eluding with MeOH-CH2Cl2 to give the title compound as slightly yellow oil. MS: m/z 230 (M+H).
With acetic acid; In tetrahydrofuran; Example 15 3,3-Dimethyl-3-(4-pyridin-3-yl-imidazol-1-yl)-propioaldehyde To a solution of 4-pyridin-3-yl-imidazole (1 g) in THF (34 mL) was added acetic acid (1.6 mL) and 3-methyl-2-butenal (3.3 mL) and the resulting solution was heated under gentle reflux for 24 hours. THF was then removed in vacuoand the residue was purified on a Flash 75 long column eluding with MeOH-CH2Cl2to give the title compound as slightly yellow oil. MS: m/z 230 (M+H).
  • 6
  • [ 107-86-8 ]
  • [ 122-51-0 ]
  • [ 99-93-4 ]
  • [ 19013-07-1 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In ethanol; para-xylene; Production of 6-acetyl-2,2-dimethyl-2H-1-benzopyran 60 mg undried catalyst KP-10 (Sud-Chemie) and 35.8 g triethyl orthoformate were placed in a flask in 45 ml absolute ethanol in an argon atmosphere. While cooling 19.56 g 3-methyl-crotonaldehyde was added in drops over 30 minutes at 5 C. Then the reaction mixture was stirred for a further hour at 5 C. After adding 195 mg potassium carbonate, 100 ml xylol and 20.95 g 4-hydroxy-acetophenone, the reaction mixture was heated for an hour to 140 C. and the ethanol formed was continuously distilled off. The solution was stirred for a further 4 hours at 140 C. After cooling, the organic phase was washed with NaOH (5%) and concentrated. The raw product was distilled under high vacuum (0.5mbar/98 C.). The fractions of the said compound obtained had a content of 76.4% (0.91 g) and 94.3% (15.8 g) (51.8% yield).
  • 7
  • [ 107-86-8 ]
  • [ 1080-12-2 ]
  • (1E,4E)-1-(4-hydroxy-3-methoxyphenyl)-7-methylocta-1,4,6-trien-3-one [ No CAS ]
  • 8
  • [ 107-86-8 ]
  • [ 42059-80-3 ]
  • (2-hydroxy-5-nitrophenyl)(p-tolyl)methanone [ No CAS ]
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