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271411

Sigma-Aldrich

Allyltributylstannane

97%

Synonym(s):

Allyltri-n-butyltin, Allyltributyltin, Tributyl-2-propenylstannane

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About This Item

Linear Formula:
CH2=CHCH2Sn(CH2CH2CH2CH3)3
CAS Number:
Molecular Weight:
331.12
Beilstein:
3588340
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.486 (lit.)

bp

88-92 °C/0.2 mmHg (lit.)

density

1.068 g/mL at 25 °C (lit.)

SMILES string

CCCC[Sn](CCCC)(CCCC)CC=C

InChI

1S/3C4H9.C3H5.Sn/c3*1-3-4-2;1-3-2;/h3*1,3-4H2,2H3;3H,1-2H2;

InChI key

YLGRTLMDMVAFNI-UHFFFAOYSA-N

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Application

Allylation reagent for aldehydes catalyzed by chiral Lewis acids and ytterbium(III) trifluoromethanesulfonate (cat. no. 430595). Undergoes tetrakis(triphenylphosphine)palladium(0) (cat. no. 216666) catalyzed coupling with iodoquinones and allyl acetates.
Efficient allylation of aldehydes leading to homoallylic alcohols with trichloro-1,3,5-triazene.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

217.4 °F - closed cup

Flash Point(C)

103 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aldrichimica Acta, 20, 45-45 (1987)
Tetrahedron Letters, 47, 9103-9103 (2006)
Journal of the American Chemical Society, 115, 8467-8467 (1993)
Tetrahedron Letters, 34, 7827-7827 (1993)
Journal of the American Chemical Society, 35, 4639-4639 (1994)

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