17314-38-4

Basic information

• Product Name: but-3-en-1-yl(trimethyl)stannane
• Synonyms: Stannane, 3-butenyltrimethyl-
• CAS NO: 17314-38-4
• Molecular Formula: C₇H₁₆Sn
• Molecular Weight: 218.9119
• Mol File: 17314-38-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 157.1°C at 760 mmHg
• Flash Point: 42.3°C
• Vapor Pressure: 3.61mmHg at 25°C
• CAS DataBase Reference: but-3-en-1-yl(trimethyl)stannane(CAS DataBase Reference)
• NIST Chemistry Reference: but-3-en-1-yl(trimethyl)stannane(17314-38-4)
• EPA Substance Registry System: but-3-en-1-yl(trimethyl)stannane(17314-38-4)

Safety Data

• Hazardous Substances Data: 17314-38-4(Hazardous Substances Data)

Upstream product

• 33574-02-6 cyclopropylmethyl iodide 
• 17946-71-3 lithium trimethylstannyl 
• 16643-09-7 trimethylstannyl sodium 
• 38423-82-4 potassium trimethylstannate 

Downstream Products

• 105261-48-1 <3-chloro-4-(phenylthio)butyl>trimethylstannane 
• 105261-49-2 <4-chloro-3-(phenylthio)butyl>trimethylstannane 
• 53911-82-3 (cyclopropylmethyl)(phenyl)sulfane 
• 1066-45-1 trimethyltin(IV)chloride 
• 71098-98-1 6-iodo-1-hexene 

Relevant articles and documents

Reactions of Cyclopropylcarbinyl Halides with (Trimethylstannyl)alkalis.Evidence That Kinetically Free Intermediates Need Not Be Involved in Cyclopropylcarbinyl to 3-Butenyl Rearrangements

Studies on the reactions of cyclopropylcarbinyl bromide and iodide with trimethylstannyl anionoids have been made with emphasis on counterion, solvent, and addend (tert-butylamine and dicyclohexylphosphine) effects.Both halides yield cyclopropylcarbinyl- and 3-butenyltrimethylstannanes as major products.Depending upon reaction parameters much or all of the latter is shown to be formed by a mechanism or mechanisms which do not involve kinetically free radical or ionic intermediates.With cyclopropylcarbinyl bromide no electron transfer (ET) (free radical) component isobserved in THF or in THF containing 18-crown-6.However, in 20 percent THF- 80 percent benzene a small extent of the ET mechanism is observed in the presence of DCPH.The iodide reacts in THF via SN2 (or equivalent) and halogen-metal exchange (HME) mechanisms leading to the formation of both methylcyclopropane and 1-butene in the presence of traps, indicating that the cyclopropylcarbinyl anion can undergo rearrangement to the 3-butenyl anion in competition with other processes.In the presence of 18-crown-6 and DCPH a small ET component is observed with the iodide.