Allyltributyltin

Allyltributyltin Basic information
Product Name:Allyltributyltin
Synonyms:Stannane, tributyl-2-propenyl-;ALLYLTRIBUTYLTIN;ALLYLTRIBUTYLTIN(IV);Allytri-N-Butyltin;Allyltri-n-butyltin,97%;(2-Propenyl)tributylstannane;Allyltributyltin,97%;Allyltributyltin(Ⅳ)
CAS:24850-33-7
MF:C15H32Sn
MW:331.12
EINECS:246-494-3
Product Categories:Organotins;Stannanes;Chemical Synthesis;Organometallic Reagents;Alkyl Metals;Sn (Tin) Compounds;Classes of Metal Compounds;Grignard Reagents & Alkyl Metals;Synthetic Organic Chemistry;Typical Metal Compounds;Organometallic Reagents;Organotin
Mol File:24850-33-7.mol
Allyltributyltin Structure
Allyltributyltin Chemical Properties
Melting point 134-135 °C
Boiling point 88-92 °C0.2 mm Hg(lit.)
density 1.068 g/mL at 25 °C(lit.)
refractive index n20/D 1.486(lit.)
Fp >230 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
color Clear colorless
Specific Gravity1.068
Water Solubility Immiscible with water.
Sensitive Air Sensitive
Hydrolytic Sensitivity1: no significant reaction with aqueous systems
BRN 3588340
Exposure limitsACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3
Stability:Air Sensitive
InChIKeyYLGRTLMDMVAFNI-UHFFFAOYSA-N
CAS DataBase Reference24850-33-7(CAS DataBase Reference)
NIST Chemistry ReferenceAllyltributyltin(24850-33-7)
Safety Information
Hazard Codes T,N
Risk Statements 21-25-36/38-48/23/25-50/53-23/24/25
Safety Statements 35-36/37/39-45-60-61-28-27-26
RIDADR UN 2788 6.1/PG 2
WGK Germany 3
13
TSCA No
HazardClass 6.1
PackingGroup II
HS Code 29319019
MSDS Information
ProviderLanguage
Tributyl-2-propenylstannane English
SigmaAldrich English
ACROS English
ALFA English
Allyltributyltin Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS LIQUID
UsesAllylation 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.
UsesAllylation 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
Purification MethodsA possible impurity is tributylchlorostannane — test for Cl as Cl ion after hydrolysing. Dissolve it in *C6H6 (or toluene), shake this with dilute aqueous NaOH, dry (CaCl2), filter, evaporate and distil the residue in a vacuum [Jones et al. J Chem Soc 1446 1947, Bristow Aldrichimica Acta 17 75 1984, Yamamoto Aldrichimica Acta 20 45 1987]. [Beilstein 4 IV 4317.]
Allyltributyltin Preparation Products And Raw materials
Preparation ProductsEthyl 2-methyl-4-pentenoate-->3-(4-TERT-BUTYLPHENYL)-1-PROPENE-->TRI-N-BUTYLTIN METHOXIDE-->Benzenamine, 4-(2-propen-1-yl)--->N-Benzyl-N-(but-3-en-1-yl)but-3-en-1-aMine-->3-(4-METHOXY-2-METHYLPHENYL)-1-PROPENE-->3-(3-CYANO-4-FLUOROPHENYL)-1-PROPENE
ALLYLTRIS(TRIMETHYLSILOXY)SILANE ALLYLTRIISOPROPYLSILANE allyltrimethylammonium chloride ALLYLTRIETHOXYSILANE ALLYLCHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]PALLADIUM (II), 98 Allyltriethylsilane Sodium allylsulfonate CERIUM ACETYL ACETONATE ALLYL TRIBUTYLPHOSPHONIUM BROMIDE Sodium methylene dimethyl naphthalene sulfonate 3-Allyloxy-2-Hydroxy-1-Propane,Sodium Salt POTASSIUM ALLYLTRIFLUOROBORATE Sodium 2-ethylhexyl sulfate ALLYL ISOPROPYL ACETYLUREA TRIS[3-(PERFLUOROHEXYL)PROPYL]ALLYL TIN TRIS(1H,1H,2H,2H-PERFLUOROHEXYL)ALLYLTIN TRIS(1H,1H,2H,2H-PERFLUOROOCTYL)ALLYLTIN TRIS[3-(PERFLUOROBUTYL)PROPYL]ALLYL TIN

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