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446822-71-5 molecular structure
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1-{[(diphenylphosphanyl)methyl]sulfanyl}ethan-1-one borane

ChemBase ID: 141003
Molecular Formular: C15H18BOPS
Molecular Mass: 288.152581
Monoisotopic Mass: 288.09090323
SMILES and InChIs

SMILES:
B.CC(=O)SCP(c1ccccc1)c1ccccc1
Canonical SMILES:
CC(=O)SCP(c1ccccc1)c1ccccc1.B
InChI:
InChI=1S/C15H15OPS.BH3/c1-13(16)18-12-17(14-8-4-2-5-9-14)15-10-6-3-7-11-15;/h2-11H,12H2,1H3;1H3
InChIKey:
MXPNVFCCEGQGEN-UHFFFAOYSA-N

Cite this record

CBID:141003 http://www.chembase.cn/molecule-141003.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-{[(diphenylphosphanyl)methyl]sulfanyl}ethan-1-one borane
IUPAC Traditional name
1-{[(diphenylphosphanyl)methyl]sulfanyl}ethanone borane
Synonyms
Acetylthiomethyl-diphenylphosphine borane complex
乙酰基硫甲基-硼烷二苯基膦复合物
CAS Number
446822-71-5
PubChem SID
162235239
PubChem CID
11266195

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
670359 external link Add to cart Please log in.
Data Source Data ID
PubChem 11266195 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 4.0731  LogD (pH = 7.4) 4.0731 
Log P 4.0731  Molar Refractivity 78.6303 cm3
Polarizability 31.359432 Å3 Polar Surface Area 17.07 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
52-55 °C expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
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
Storage Temperature
2-8°C expand Show data source
Purity
≥98.0% expand Show data source
Empirical Formula (Hill Notation)
C15H18BOPS expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 670359 external link
Packaging
1 g in glass bottle
250 mg in glass bottle
Legal Information
Sold under license for research and development purposes only. US Patent 6,974,884 and related patents apply
Application

• Traceless Staudinger ligation reagent with borane protecting group.
• The borane group stabilizes the phosphine against oxidation and can be easily removed with mild basic or acidic conditions to yield the active phosphine.1
• After reaction with an azide, the phosphine is eliminated in the presence of water to yield a native amide bond.2
• Used in the synthesis of cyclic peptides.2

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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