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[ CAS No. 18506-04-2 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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Chemical Structure| 18506-04-2
Chemical Structure| 18506-04-2
Structure of 18506-04-2 * Storage: {[proInfo.prStorage]}
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Product Details of [ 18506-04-2 ]

CAS No. :18506-04-2 MDL No. :
Formula : C15H11Cl Boiling Point : -
Linear Structure Formula :- InChI Key :XUDMFUCJNFYMRZ-UHFFFAOYSA-N
M.W : 226.70 Pubchem ID :11075135
Synonyms :

Safety of [ 18506-04-2 ]

Signal Word:Danger Class:9
Precautionary Statements:P273-P301+P312+P330-P305+P351+P338-P314 UN#:3077
Hazard Statements:H302-H319-H372-H410 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 18506-04-2 ]

* 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 [ 18506-04-2 ]

[ 18506-04-2 ] Synthesis Path-Downstream   1~5

  • 2
  • [ 29841-69-8 ]
  • [ 18506-04-2 ]
  • [ 858370-95-3 ]
YieldReaction ConditionsOperation in experiment
97% With triethylamine In dichloromethane for 0.166667h; Heating;
97% Stage #1: (S,S)-1,2-diphenyl-1,2-diaminoethane; 5-chloro-5H-dibenzo[a,d]cycloheptene In dichloromethane at 20℃; for 2.16667h; Stage #2: With potassium carbonate In dichloromethane; water
97% In dichloromethane at 20℃; for 2.16667h; 1 Synthesis of (S,S)-1,2-bis(5H-dibenzo[a,d]cyclohepten-5-yl)-1,2-diphenylethanediamine (S,S-DPENtrop2) 667 mg of 5H-dibenzo[a,d]cyclohepten-5-yl chloride (2.95 mmol, 2 eq.) were added at room temperature to 313 mg of (S,S)-diphenylethanediamine (1.47 mmol) in 20 ml of CH2Cl2. After 10 min, a white precipitate formed. The suspension was stirred for a further 2 h and concentrated, and the residue was extracted with 10% by weight aqueous potassium carbonate solution and CH2Cl2. The organic phase was removed and the aqueous phase was extracted twice more with CH2Cl2. The collected organic phases were dried over sodium sulfate and concentrated. Chromatography on silica gel with hexane/diethyl ether (3:2 by volume) and subsequently diethyl ether as eluents gave rise to 846 mg of DPENtrop2 (1.43 mmol, 97%) as a colourless foam. In CDCl3, the compound is present in a symmetrical (approx. 68%) and an asymmetrical (approx. 32%) conformation. Symmetrical form:1H NMR (300 MHz, CDCl3): δ=2.48 (d, J=7.8 Hz, 2H, NH), 3.09 (s, 2H, CHNTrop), 4.49 (d, J=7.8 Hz, 2H, CH(Ph)(NHTrop)), 6.36 (d, J=11.8 Hz, 2H, CHolefin), 6.72 (d, J=11.8 Hz, 2H, CHolefin), 6.83-7.47 (m, 26H, CHaryl). 13C NMR (75 MHz, CDCl3):δ=65.4 (2C, CHNTrop), 66.4 (2C, CH(Ph)(NHTrop)), 126.7 (2C, CHaryl), 126.8 (2C, CHaryl), 126.9 (2C, CHaryl), 127.6 (2C, CHaryl), 128.0 (4C, CHaryl), 128.2 (4C, CHaryl), 128.6 (2C, CHaryl), 129.3 (2C, CHaryl), 129.8 (2C, CHaryl), 129.9 (2C, CHaryl), 130.0 (2C, CHaryl), 130.2 (2C, CHolefin), 130.3 (2C, CHolefin), 133.6 (2C, Cquart), 133.8 (2C, Cquart), 139.3 (2C, Cquart), 140.1 (2C, Cquart), 141.0 (2C, Cquart). IR: v=3317 m, (NH), 3020 m, 1599 w, 1489 m, 1451 s, 1436 s, 1071 m, 797 s, 760 s, 697 s. MS (70 eV, m/z, %): 538 (44), 476 (50), 296 (27), 207 (18), 191 (100). Selected data of asymmetrical form:1H NMR (300 MHz, CDCl3): δ=2.78 (br, 1H, NH), 3.13 (br, 1H, NH), 3.37 (d, J=7.0 Hz, 1H, CH(Ph)(NHTrop)), 3.74 (s, 1H, CHNTrop), 3.74 (d, J=7.0 Hz, 1H, CH(Ph)(NHTrop)), 4.74 (d, J=5.1 Hz, 1H, CHNTrop), 6.82-7.38 (m, 25H, CHaryl ) 7.7 (d, J=7.8 Hz, 1H, CHaryl).
  • 3
  • [ 5570-77-4 ]
  • [ 18506-04-2 ]
  • [ 3973-59-9 ]
YieldReaction ConditionsOperation in experiment
With magnesium; In tetrahydrofuran; water; benzene; EXAMPLE XV 4-(5H-Dibenzo[a,d]cyclohepten-5-yl)-1-methylpiperidine, equatorial isomer A Grignard solution prepared from 13.4 grams (0.1 mole) of <strong>[5570-77-4]1-methyl-4-chloropiperidine</strong>, 2.43 grams (0.1 gram atom) of magnesium and 100 milliliters of tetrahydrofuran is added dropwise with stirring to a cooled solution of 17.0 grams (0.075 mole) of 5-chloro-5H-dibenzo[a,d]cycloheptene in 100 milliliters of tetrahydrofuran. After completion of the addition, stirring is continued for several hours at ambient temperature. The solvent is then vaporized under reduced pressure to obtain a residue which is dissolved in a biphasic mixture of benzene and water. The benzene solution is washed, dried filtered and the solvent vaporized as previously described to obtain the desired 4-(5H-dibenzo[a,d]cyclohepten-5-yl)-1-methylpiperidine, equational isomer as residue.
  • 4
  • [ 18506-04-2 ]
  • [ 638-21-1 ]
  • [ 1204348-65-1 ]
YieldReaction ConditionsOperation in experiment
84% With 1,4-diaza-bicyclo[2.2.2]octane In toluene Inert atmosphere; Reflux;
  • 5
  • [ 22615-33-4 ]
  • [ 18506-04-2 ]
  • N-(cyclohex-3-en-1-yl)-5H-dibenzo[a,d]cyclohepten-5-ylamine [ No CAS ]
  • N-(cyclohex-3-en-1-yl)-5H-dibenzo[a,d]cyclohepten-5-ylamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 44% 2: 32% With triethylamine In dichloromethane at 0℃;
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