332364
烯丙基三苯基锡
97%
别名:
2-丙烯基-三苯基锡, 丙烯基三苯基锡
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线性分子式:
CH2=CHCH2Sn(C6H5)3
化学文摘社编号:
分子量:
391.09
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-975-4
Beilstein/REAXYS Number:
3612762
MDL number:
Assay:
97%
Form:
solid
InChI key
NDUYAGLANMHJHF-UHFFFAOYSA-N
InChI
1S/3C6H5.C3H5.Sn/c3*1-2-4-6-5-3-1;1-3-2;/h3*1-5H;3H,1-2H2;
SMILES string
C=CC[Sn](c1ccccc1)(c2ccccc2)c3ccccc3
assay
97%
form
solid
mp
71-74 °C (lit.)
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Application
Allyltriphenylstannane can be used:
- As a reagent in the C-H phenylation of azoles catalyzed by palladium.
- As an allylating reagent in the alkylidene Meldrum′s acids allylation catalyzed by Sc(OTf)3.
- As a reagent in the total synthesis of an antifungal molecule (+)-ambruticin S.
General description
Allyltriphenylstannane is an organotin compound, which is generally used as allylating and radical chain transfer reagent. It is also used as a source of allyl radicals.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
Allyltriphenylstannane
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Palladium-Catalyzed Direct Arylations of Azoles with Aryl Silicon and Tin Reagents
Han W, et al.
Chemistry?A European Journal , 17(25), 6904-6908 (2011)
Sc (OTf) 3-Catalyzed Conjugate Allylation of Alkylidene Meldrum′s Acids
Dumas AM and Fillion E
Organic Letters, 11(9), 1919-1922 (2009)
Total synthesis of (+)-ambruticin S: probing the pharmacophoric subunit
Hanessian S, et al.
The Journal of Organic Chemistry, 75(16), 5601-5618 (2010)
Journal of the American Chemical Society, 103, 1969-1969 (1981)
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