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24850-33-7 molecular structure
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tributyl(prop-2-en-1-yl)stannane

ChemBase ID: 65051
Molecular Formular: C15H32Sn
Molecular Mass: 331.11558
Monoisotopic Mass: 332.15259502
SMILES and InChIs

SMILES:
C=CC[Sn](CCCC)(CCCC)CCCC
Canonical SMILES:
C=CC[Sn](CCCC)(CCCC)CCCC
InChI:
InChI=1S/3C4H9.C3H5.Sn/c3*1-3-4-2;1-3-2;/h3*1,3-4H2,2H3;3H,1-2H2;
InChIKey:
YLGRTLMDMVAFNI-UHFFFAOYSA-N

Cite this record

CBID:65051 http://www.chembase.cn/molecule-65051.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
tributyl(prop-2-en-1-yl)stannane
IUPAC Traditional name
tributyl(prop-2-en-1-yl)stannane
Synonyms
Allyltributylstannane
Allyltri-n-butyltin
Allyltributyltin
Tributyl-2-propenylstannane
Allyltributylstannane
Allyltri-n-butylstannane
Tri-n-butyl-2-propenylstannane
Allyltri-n-butyltin
Allyltributylstannane
Allyltributyltin
烯丙基三丁基锡
丙烯基三丁基锡
CAS Number
24850-33-7
EC Number
246-494-3
MDL Number
MFCD00010346
Beilstein Number
3588340
PubChem SID
24856436
162030790
PubChem CID
90628

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 7.4548  LogD (pH = 7.4) 7.4548 
Log P 7.4548  Molar Refractivity 73.1767 cm3
Polarizability 33.411934 Å3 Polar Surface Area 0.0 Å2
Rotatable Bonds 11  Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Boiling Point
100-102°C/0.5mm expand Show data source
88-92 °C/0.2 mmHg(lit.) expand Show data source
88-92°C/0.2mm expand Show data source
Flash Point
>110°C expand Show data source
103 °C expand Show data source
103°C(217°F) expand Show data source
217.4 °F expand Show data source
Density
1.068 expand Show data source
1.068 g/mL at 25 °C(lit.) expand Show data source
1.079 expand Show data source
Refractive Index
1.4860 expand Show data source
n20/D 1.486 expand Show data source
n20/D 1.486(lit.) expand Show data source
Storage Warning
Air Sensitive expand Show data source
IRRITANT expand Show data source
Toxic expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
Toxic Toxic (T) expand Show data source
UN Number
2788 expand Show data source
UN2788 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
3 expand Show data source
III expand Show data source
Risk Statements
21-25-36/38-48/23/25-50/53 expand Show data source
Safety Statements
35-36/37/39-45-60-61 expand Show data source
36/37/39-45-60-61 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS08 expand Show data source
GHS09 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H301-H312-H315-H319-H372-H400-H410 expand Show data source
H301-H312-H315-H319-H372-H410 expand Show data source
GHS Precautionary statements
P260-P301+P310-P305+P351+P338-P302+P352-P405-P501A expand Show data source
P273-P280-P301 + P310-P305 + P351 + P338-P314-P501 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 2788 6.1/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥95.0% (GC) expand Show data source
97% expand Show data source
Grade
purum expand Show data source
Linear Formula
CH2=CHCH2Sn(CH2CH2CH2CH3)3 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 271411 external link
Packaging
5, 25, 100 g in glass bottle
Application
Allylation reagent for aldehydes catalyzed by chiral Lewis acids1,2 and ytterbium(III) trifluoromethanesulfonate (cat. no. 430595).3 Undergoes tetrakis(triphenylphosphine)palladium(0) (cat. no. 216666) catalyzed coupling with iodoquinones4 and allyl acetates.5,6Efficient allylation of aldehydes leading to homoallylic alcohols with trichloro-1,3,5-triazene.7
Sigma Aldrich - 06068 external link
Other Notes
Reagent for allylation reactions1,2,3

REFERENCES

REFERENCES

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  • • Widely used nucleophilic, non-basic allylating agent.
  • • Couples with primary or secondary alkyl halides under free-radical conditions: J. Am. Chem. Soc., 104, 5829 (1982); Bull. Chem. Soc. Jpn., 56, 24801 (1983).
  • • Lewis acid-catalyzed stereoselective addition to aldehydes gives homoallylic alcohols: Chem. Lett., 919 (1979); Tetrahedron Lett., 25, 265, 1879 (1984); Synlett, 1694 (2002). For chemoselective allylation of aldehydes in the presence of ketones, see: Tetrahedron Lett., 36, 3723 (1995). In the presence of TI(O-i-Pr)4 and BINOL, enantioselective allylation of ketones can be accomplished with high ee: Tetrahedron: Asym., 11, 4163 (2000).
  • • Similarly, homoallylamines are formed from aldimines with TiCl4 or BF3 etherate: J. Org. Chem., 50, 146 (1985). For allylation of quinones, see p-Benzoquinone, A13162.
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PATENTS

PATENTS

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INTERNET

INTERNET

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