762-73-2

Basic information

• Product Name: ALLYLTRIMETHYLTIN
• Synonyms: ALLYLTRIMETHYLTIN;trimethyl(prop-2-enyl)stannane;ALLYLTRIMETHYLTIN, tech-95
• CAS NO: 762-73-2
• Molecular Formula: C₆H₁₄Sn
• Molecular Weight: 204.89
• Mol File: 762-73-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 125-129°C
• Flash Point: 23°C
• Appearance: /
• Density: 1,255 g/cm3
• Vapor Pressure: 9.03mmHg at 25°C
• Refractive Index: 1.4734
• CAS DataBase Reference: ALLYLTRIMETHYLTIN(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYLTRIMETHYLTIN(762-73-2)
• EPA Substance Registry System: ALLYLTRIMETHYLTIN(762-73-2)

Safety Data

• Statements: 10-20/21/22
• Safety Statements: 16-23-26-36
• RIDADR: 2929
• TSCA: No
• Hazardous Substances Data: 762-73-2(Hazardous Substances Data)

Usage

General Description

Allyltrimethyltin is an organotin compound consisting of a tin atom bonded to three methyl groups and one allyl group. It is used as a reagent in organic synthesis, particularly in the formation of carbon-carbon bonds. Allyltrimethyltin is highly toxic and can cause severe health effects if ingested or inhaled. It is also known to be harmful to aquatic organisms and the environment. Due to its toxicity, there are strict regulations and safety measures in place for handling and disposing of allyltrimethyltin.

InChI:InChI=1/C3H5.3CH3.Sn/c1-3-2;;;;/h3H,1-2H2;3*1H3;/rC6H14Sn/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3

Upstream product

• 16643-09-7 trimethylstannyl sodium 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 917-54-4 methyllithium 
• 76-63-1 allytriphenyltin 

Downstream Products

• 764-49-8 allyl thiocyanate 
• 56644-04-3 (E)-1-phenyl-1,5-hexadiene 
• 66498-87-1 S-allyl O,O-dimethyl phosphorothioate 
• 1066-45-1 trimethyltin(IV)chloride 
• 99668-81-2 1,4-diacetoxy-2-acetyl-3-allylbenzene 
• 27962-47-6 2-hydroxy-1,2-bis-(4-methoxy-phenyl)-pent-4-en-1-one 
• 85234-21-5 1-(4-methoxyphenyl)but-3-en-1-one 
• 123507-41-5 2-Hydroxy-2-methyl-1-phenyl-pent-4-en-1-one 
• 87258-91-1 3-hydroxy-3-phenylhex-5-en-2-one 
• 300-57-2 allylbenzene 
• 38227-30-4 4,8-dimethyl-4-vinyl-1,7-nonadiene 
• 24120-53-4 2,6-Dimethyl-2,6-undecadiene-10-ene 
• 40815-79-0 2-acetyl-3-prop-2'-enyl-1,4-hydroquinone 
• 490-78-8 2,5-Dihydroxyacetophenone 

Relevant articles and documents

Alkyl-substituted allylic lithium compounds: Structure and dynamic behavior

Several methyl-substituted allylic lithium compounds have been prepared by CH3Li cleavage of their corresponding bis(methyl)bis(allylic)stannanes. Low-temperature 13C and proton NMR studies of 1:1 complexes of these allylic lithium compounds with TMEDA establish their structures. NMR line shape changes with temperature provide barriers to rotation. Results are listed in order as follows (allyl substituents, compound number, barrier to rotation in kcal·mol-1, and bonds undergoing rotation): 1,1-dimethyl, 26, 18, 2-3; endo-1-methyl, 27, 19, 2-3; endo-1-exo-3-dimethyl, 28, 21, 1-2 and 2-3. These observations together with the allylic 13C NMR chemical shifts indicate that in the case of unsymmetrical alkyl substitution at the termini the allyl C-C bond to the more substituted terminus is of higher bond order than that to the less substituted terminus. Unsymmetrical substitution is proposed to reduce the degree of delocalization compared to the symmetrically substituted allylic lithium compounds. A mechanism is proposed for the rotation process which is consistent with the Eyring activation parameters.