2-Chloro-1-(4-methylphenyl)-1-propanone [C10H11ClO]

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2 substances in Reaxys

2018-05-13 18h:45m:48s (UTC)

O

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Cl

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Reaxys ID 3239435 View in Reaxys

1/2 CAS Registry Number: 69673-92-3 Chemical Name: α-chloro-4-methyl propiophenone; α-chloro-4-methylpropiophenone; 2-chloro-1-(4-methylphenyl)propanone; α-chloro-4methylpropiophenone; 2-chloro-1-(p-tolyl)-1-propanone; 1-p-tolyl-2chloro-1-propanone; 2-chloro-1-p-tolyl-propan-1-one Linear Structure Formula: C10H11ClO Molecular Formula: C10H11ClO Molecular Weight: 182.65 Type of Substance: isocyclic InChI Key: AVMPEHALQVCQQQ-UHFFFAOYSA-N Note:

Cl

O

Substance Label (8) Label References 2i

Jobin-Des Lauriers, Antoine; Legault, Claude Y.; Organic Letters; vol. 18; nb. 1; (2016); p. 108 - 111, View in Reaxys

4

Chavan, Subhash P.; Ravindranathan; Patil, Sachindra S.; Dhondge, Vijay D.; Dantale, Shuhhada W.; Tetrahedron Letters; vol. 37; nb. 15; (1996); p. 2629 - 2630, View in Reaxys

5b

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys

3 (run 6)

Kim, Yong Hae; Lee, In Sang; Lim, Sang Chul; Chemistry Letters; nb. 7; (1990); p. 1125 - 1128, View in Reaxys

1b

Sonawane, Harikisan R.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron Letters; vol. 31; nb. 51; (1990); p. 7495 - 7496, View in Reaxys

1 R=Me X=Cl

Yamauchi, Takayoshi; Nakao, Kenji; Fujii, Kyoichi; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1987); p. 1255 - 1258, View in Reaxys

1; R1=CH3, X=Cl

Fujii, Kyoichi; Nakao, Kenji; Yamauchi, Takayoshi; Synthesis; nb. 6; (1983); p. 444 - 445, View in Reaxys

5 (R'=p-Me-Ph R"=CH3)

Kulka, Marshall; Canadian Journal of Chemistry; vol. 59; (1981); p. 1557 - 1559, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.866

H Bond Donors

0

H Bond Acceptors

1

Rotatable Bonds

2

TPSA

17.07

Lipinski Number

4

Veber Number

2

Melting Point (2) 1 of 2

Melting Point [°C]

46 - 48

Location

supporting information

Mayer; Wimmer; Dillon-Carter; Partilla; Burchardt; Mihovilovic; Baumann; Sitte; British Journal of Pharmacology; (2016); p. 2657 - 2668, View in Reaxys 2 of 2

Melting Point [°C]

50

Dhami et al.; Journal of Scientific and Industrial Research; vol. 18B; (1959); p. 393, View in Reaxys Boiling Point (2) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

References

87 - 89

2-3

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys

92

2

Yamauchi, Takayoshi; Nakao, Kenji; Fujii, Kyoichi; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1987); p. 1255 - 1258, View in Reaxys

Chromatographic Data (1)

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Chromatographic data

Location

TLC (Thin layer chromatography)

supporting informa- Jobin-Des Lauriers, Antoine; Legault, Claude Y.; Organic Letters; vol. 18; nb. 1; (2016); p. 108 tion - 111, View in Reaxys

Crystal Property Description (3) Colour & Other Location Properties

References

References

yellow

supporting informa- Jobin-Des Lauriers, Antoine; Legault, Claude Y.; Organic Letters; vol. 18; nb. 1; (2016); p. 108 tion - 111, View in Reaxys

colourless

supporting informa- Mayer; Wimmer; Dillon-Carter; Partilla; Burchardt; Mihovilovic; Baumann; Sitte; British tion Journal of Pharmacology; (2016); p. 2657 - 2668, View in Reaxys

white

Paragraph 0015; 0016

Patent; Chengdu East Power Technology Co., Ltd. Al; Chu, donghong; (5 pag.); CN105481665; (2016); (A) Chinese, View in Reaxys

NMR Spectroscopy (7) 1 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Jobin-Des Lauriers, Antoine; Legault, Claude Y.; Organic Letters; vol. 18; nb. 1; (2016); p. 108 - 111, View in Reaxys 2 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Jobin-Des Lauriers, Antoine; Legault, Claude Y.; Organic Letters; vol. 18; nb. 1; (2016); p. 108 - 111, View in Reaxys 3 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Mayer; Wimmer; Dillon-Carter; Partilla; Burchardt; Mihovilovic; Baumann; Sitte; British Journal of Pharmacology; (2016); p. 2657 - 2668, View in Reaxys 4 of 7

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 100 scopy) [MHz]

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Location

supporting information

Mayer; Wimmer; Dillon-Carter; Partilla; Burchardt; Mihovilovic; Baumann; Sitte; British Journal of Pharmacology; (2016); p. 2657 - 2668, View in Reaxys 5 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys 6 of 7

Description (NMR Spectroscopy)

Spin-spin coupling constants

Comment (NMR Spectroscopy)

1H-1H

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys 7 of 7

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Yamauchi, Takayoshi; Nakao, Kenji; Fujii, Kyoichi; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1987); p. 1255 - 1258, View in Reaxys IR Spectroscopy (2) 1 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent, solid phase)

Location

supporting information

Jobin-Des Lauriers, Antoine; Legault, Claude Y.; Organic Letters; vol. 18; nb. 1; (2016); p. 108 - 111, View in Reaxys 2 of 2

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Comment (IR Spectroscopy)

1690 - 775 cm**(-1)

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys Mass Spectrometry (2) Description (Mass Location Spectrometry) high resolution mass spectrometry (HRMS); electrospray ionisation (ESI); time-offlight mass spectra (TOFMS); spectrum

References

supporting informa- Jobin-Des Lauriers, Antoine; Legault, Claude Y.; Organic Letters; vol. 18; nb. 1; (2016); p. 108 tion - 111, View in Reaxys

spectrum

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys

UV/VIS Spectroscopy (1) 1 of 1

Description (UV/VIS Spectroscopy)

Absorption maxima

Absorption Maxima (UV/ VIS) [nm]

324

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Ext./Abs. Coefficient [l·mol-1cm-1]

86

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys

Reaxys ID 6683767 View in Reaxys

2/2 Linear Structure Formula: C10H11ClO Molecular Formula: C10H11ClO Molecular Weight: 182.65 Type of Substance: isocyclic InChI Key: AVMPEHALQVCQQQ-QMMMGPOBSA-N Note:

Cl

O

Substance Label (1) Label References (S)-(+)-5b

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys

Druglikeness (1) 1 of 1

LogP

2.866

H Bond Donors

0

H Bond Acceptors

1

Rotatable Bonds

2

TPSA

17.07

Lipinski Number

4

Veber Number

2

Optical Rotatory Power (1) 1 of 1

Type (Optical Rotatory Power)

[alpha]

Concentration (Optical Rotatory Power)

1.00 g/100ml

Solvent (Optical Rotatory Power)

CHCl3

Optical Rotatory Power [deg]

39.2

Wavelength (Optical Rota- 589 tory Power) [nm] Temperature (Optical Rotatory Power) [°C]

25

Sonawane, Harikisan; Bellur, Nanjundiah S.; Kulkarni, Dilip G.; Ayyangar, Nagaraj R.; Tetrahedron; vol. 50; nb. 4; (1994); p. 1243 - 1260, View in Reaxys

Copyright © 2018 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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