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42074-68-0 molecular structure
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1-chloro-2-(chlorodiphenylmethyl)benzene

ChemBase ID: 147969
Molecular Formular: C19H14Cl2
Molecular Mass: 313.22046
Monoisotopic Mass: 312.04725581
SMILES and InChIs

SMILES:
c1ccc(cc1)C(c1ccccc1)(c1ccccc1Cl)Cl
Canonical SMILES:
Clc1ccccc1C(c1ccccc1)(c1ccccc1)Cl
InChI:
InChI=1S/C19H14Cl2/c20-18-14-8-7-13-17(18)19(21,15-9-3-1-4-10-15)16-11-5-2-6-12-16/h1-14H
InChIKey:
JFLSOKIMYBSASW-UHFFFAOYSA-N

Cite this record

CBID:147969 http://www.chembase.cn/molecule-147969.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-chloro-2-(chlorodiphenylmethyl)benzene
IUPAC Traditional name
1-chloro-2-(chlorodiphenylmethyl)benzene
Synonyms
2,α-Dichlorobenzhydryl-polystyrene crosslinked with divinylbenzene
2-Chlorotrityl chloride, polymer-bound
Chloro(2-chlorophenyl)diphenylmethane
2-Chlorotrityl chloride
2-Chlorotrityl chloride, polymer-bound
StratoSpheres™ PL-Cl-Trt-Cl (2-chlorotrityl Cl) resin
1-Chloro-2-(chlorodiphenylmethyl)benzene
2-Chlorophenyldiphenylchloromethane
2-Chlorophenyldiphenylmethyl Chloride
Diphenyl-2-chlorophenylmethyl Chloride
o-Chlorotriphenylchloromethane
2-Chlorotrityl Chloride
聚合物键合型 2-氯代三苯甲基氯
氯(2-氯苯基)二苯甲烷
2-氯代三苯甲基氯
聚合物键合型 2-氯代三苯甲基氯
StratoSpheres™ PL-Cl-Trt-Cl(2-氯三苯甲基氯)树脂
CAS Number
42074-68-0
EC Number
255-647-3
MDL Number
MFCD00040399
Beilstein Number
1983914
PubChem SID
24886538
24856099
162242149
24877876
24877877
24877874
24879431
24856098
PubChem CID
94524

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 6.5970144  LogD (pH = 7.4) 6.5970144 
Log P 6.5970144  Molar Refractivity 91.1673 cm3
Polarizability 35.0477 Å3 Polar Surface Area 0.0 Å2
Rotatable Bonds Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
130-135 °C expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥97.0% (AT) expand Show data source
Particle Size
100-200 mesh expand Show data source
100-300 mesh expand Show data source
200-400 mesh expand Show data source
50-100 mesh expand Show data source
Certificate of Analysis
Download expand Show data source
Extent of Labeling
~1.6 mmol/g Cl loading expand Show data source
0.3-0.8 mmol/g Cl loading expand Show data source
1.0-1.5 mmol/g expand Show data source
1.0-1.5 mmol/g Cl loading expand Show data source
1.0-1.6 mmol/g loading expand Show data source
1.5 mmol/g loading expand Show data source
Matrix
crosslinked with 1% DVB expand Show data source
polystyrene, crosslinked with 1% DVB expand Show data source
Crosslinking
1 % cross-linked expand Show data source
2 % cross-linked expand Show data source
Empirical Formula (Hill Notation)
C19H14Cl2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - 26569 external link
Other Notes
Protecting group reagent for carboxylic acids forming esters which are cleaved mildly.1
Packaging
10 g in poly bottle
Sigma Aldrich - 554790 external link
Packaging
5 g in glass bottle
Legal Information
StratoSpheres is a trademark of Agilent Technologies, Inc.
Sigma Aldrich - 532282 external link
Packaging
5 g in glass bottle
Application

• Acid labile resin used in Fmoc-based solid phase peptide synthesis.
• Mild acidic cleavage conditions lead to the release of the peptide acid where fully protected peptides can be released if desired.
• 2-Chlorotrityl chloride resins prevent racemization of the first amino acid and are thus very useful when racemic mixtures are forming (common with residues such as His or Cys).
• This resin also prevents diketopiperazide formation, which can be an issue with proline C-terminal peptide sequences. Use:
• Attachment of the first amino acid residue is effected by stirring the resin, the protected amino acid, and excess diisopropylethylamine (DIEA) in dichloromethane.
• Cleavage of the final protected peptide fragment is achieved under very mild conditions using either acetic acid/trifluoroethanol (TFE)/dichloromethane (1:1:8; v/v/v), hexafluoroisopropanol (HFIP)/dichloromethane (1:4; v/v) or simply 0.5% trifluoroacetic acid/dichloromethane (v/v).
• Higher concentrations of TFA can be used if retention of peptide side chaing protecting groups is unimportant. Note that trityl chloride is moisture-sensitive, and, therefore, should be stored and handled appropriately.
• If the resin becomes deactivated, treatment with acetyl chloride or SOCl2 in toluene before use is recommended to restore its activity.
Sigma Aldrich - 532304 external link
Packaging
1, 5 g in glass bottle
Application

• Acid labile resin used in Fmoc-based solid phase peptide synthesis.
• Mild acidic cleavage conditions lead to the release of the peptide acid where fully protected peptides can be released if desired.
• 2-Chlorotrityl chloride resins prevent racemization of the first amino acid and are thus very useful when racemic mixtures are forming (common with residues such as His or Cys).
• This resin also prevents diketopiperazide formation, which can be an issue with proline C-terminal peptide sequences. Use:
• Attachment of the first amino acid residue is effected by stirring the resin, the protected amino acid, and excess diisopropylethylamine (DIEA) in dichloromethane.
• Cleavage of the final protected peptide fragment is achieved under very mild conditions using either acetic acid/trifluoroethanol (TFE)/dichloromethane (1:1:8; v/v/v), hexafluoroisopropanol (HFIP)/dichloromethane (1:4; v/v) or simply 0.5% trifluoroacetic acid/dichloromethane (v/v).
• Higher concentrations of TFA can be used if retention of peptide side chaing protecting groups is unimportant. Note that trityl chloride is moisture-sensitive, and, therefore, should be stored and handled appropriately.
• If the resin becomes deactivated, treatment with acetyl chloride or SOCl2 in toluene before use is recommended to restore its activity.
Sigma Aldrich - 26568 external link
Other Notes
Carrier used for solid phase peptide synthesis with FMOC-amino acids.1,2,3
Packaging
5 g in glass bottle
Application

• Acid labile resin used in Fmoc-based solid phase peptide synthesis.
• Mild acidic cleavage conditions lead to the release of the peptide acid where fully protected peptides can be released if desired.
• 2-Chlorotrityl chloride resins prevent racemization of the first amino acid and are thus very useful when racemic mixtures are forming (common with residues such as His or Cys).
• This resin also prevents diketopiperazide formation, which can be an issue with proline C-terminal peptide sequences. Use:
• Attachment of the first amino acid residue is effected by stirring the resin, the protected amino acid, and excess diisopropylethylamine (DIEA) in dichloromethane.
• Cleavage of the final protected peptide fragment is achieved under very mild conditions using either acetic acid/trifluoroethanol (TFE)/dichloromethane (1:1:8; v/v/v), hexafluoroisopropanol (HFIP)/dichloromethane (1:4; v/v) or simply 0.5% trifluoroacetic acid/dichloromethane (v/v).
• Higher concentrations of TFA can be used if retention of peptide side chaing protecting groups is unimportant. Note that trityl chloride is moisture-sensitive, and, therefore, should be stored and handled appropriately.
• If the resin becomes deactivated, treatment with acetyl chloride or SOCl2 in toluene before use is recommended to restore its activity.
Sigma Aldrich - 532290 external link
Packaging
1, 5 g in glass bottle
Application

• Acid labile resin used in Fmoc-based solid phase peptide synthesis.
• Mild acidic cleavage conditions lead to the release of the peptide acid where fully protected peptides can be released if desired.
• 2-Chlorotrityl chloride resins prevent racemization of the first amino acid and are thus very useful when racemic mixtures are forming (common with residues such as His or Cys).
• This resin also prevents diketopiperazide formation, which can be an issue with proline C-terminal peptide sequences. Use:
• Attachment of the first amino acid residue is effected by stirring the resin, the protected amino acid, and excess diisopropylethylamine (DIEA) in dichloromethane.
• Cleavage of the final protected peptide fragment is achieved under very mild conditions using either acetic acid/trifluoroethanol (TFE)/dichloromethane (1:1:8; v/v/v), hexafluoroisopropanol (HFIP)/dichloromethane (1:4; v/v) or simply 0.5% trifluoroacetic acid/dichloromethane (v/v).
• Higher concentrations of TFA can be used if retention of peptide side chaing protecting groups is unimportant. Note that trityl chloride is moisture-sensitive, and, therefore, should be stored and handled appropriately.
• If the resin becomes deactivated, treatment with acetyl chloride or SOCl2 in toluene before use is recommended to restore its activity.
Toronto Research Chemicals - C422260 external link
2-Chlorotrityl Chloride is used in convergent peptide synthesis. 2-Chlorotrityl Chloride is also used in the preparation of modified trityl nucleosides as inhibitors of P. falciparum dUTPase.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Ruda, G.F. et al.: ChemMedChem, 6, 309 (2011)
  • • Athanassopoulos, P. et al.: Tetrahed. Lett., 36, 5645 (2011)
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PATENTS

PATENTS

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INTERNET

INTERNET

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