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.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Liquid

color 

Clear colorless

Specific Gravity

1.068

Water Solubility 

Immiscible with water.

Hydrolytic Sensitivity

1: no significant reaction with aqueous systems

Sensitive 

Air Sensitive

BRN 

3588340

Exposure limits

ACGIH: TWA 0.1 mg/m3; STEL 0.2 mg/m3 (Skin)
NIOSH: IDLH 25 mg/m3; TWA 0.1 mg/m3

Stability:

Air Sensitive

InChIKey

YLGRTLMDMVAFNI-UHFFFAOYSA-N

CAS DataBase Reference

24850-33-7(CAS DataBase Reference)

NIST Chemistry Reference

Allyltributyltin(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

F 

13

TSCA 

No

HazardClass 

6.1

PackingGroup 

II

HS Code 

29319019

MSDS

• Language:English Provider:Tributyl-2-propenylstannane
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Allyltributyltin Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

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

Uses

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.

Purification Methods

A 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(24850-33-7)Related Product Information

• Allyl chloride
• Tributyltin chloride
• Diallylamine
• Allyl bromide
• Sodium allylsulfonate
• Allyl glycidyl ether
• ALLYLOXY-T-BUTYLDIMETHYLSILANE
• ALLYLOXYTRIMETHYLSILANE
• POTASSIUM ALLYLTRIFLUOROBORATE
• Allyl methyl sulfide
• Allyltrimethylsilane
• allyltrimethylammonium chloride
• Allyltriphenylphosphonium bromide
• 3-Allyloxy-2-Hydroxy-1-Propane,Sodium Salt
• Allyltrimethoxysilane
• ALLYLTRIS(TRIMETHYLSILOXY)SILANE
• ALLYLTRIISOPROPYLSILANE
• ALLYLTRIETHOXYSILANE