26981-77-1

Basic information

• Product Name: 1-tert-Butylpropadiene
• Synonyms: 1-tert-Butylpropadiene;4,4-Dimethyl-1,2-pentadiene
• CAS NO: 26981-77-1
• Molecular Formula: C₇H₁₂
• Molecular Weight: 96.1702
• Mol File: 26981-77-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 89.7°Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 0.697g/cm³
• Vapor Pressure: 65.4mmHg at 25°C
• Refractive Index: 1.409
• CAS DataBase Reference: 1-tert-Butylpropadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-tert-Butylpropadiene(26981-77-1)
• EPA Substance Registry System: 1-tert-Butylpropadiene(26981-77-1)

Safety Data

• Hazardous Substances Data: 26981-77-1(Hazardous Substances Data)

Usage

Physical state

Colorless liquid

Odor

Pungent

Reactivity

Highly reactive

Explosive potential

Potentially explosive

Flammability

Flammable

Industrial use

Not commonly used

Role in organic chemistry

Building block for the production of various other compounds

Precautions

Handle and dispose of with care to prevent accidents and environmental contamination.

InChI:InChI=1/C7H12/c1-5-6-7(2,3)4/h6H,1H2,2-4H3

Upstream product

• 60-29-7 diethyl ether 
• 999-79-1 4-chloro-4-methylpent-2-yne 
• 75-16-1 methylmagnesium bromide 
• 659-86-9 propargyl iodide 
• 88016-29-9 μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine] 
• 144241-73-6 4,4-dimethyl-1-(tributylstannyl)-2-pentyne 
• 84140-30-7 4,4-dimethyl-1-(trimethylsilyl)-2-pentyne 

Downstream Products

• 1000-87-9 2,4-dimethyl-2,3-pentadiene 
• 110547-62-1 1,1-dimesityl-2-methylene-3-tert-butylsilirane 
• 110547-63-2 (4,4-Dimethyl-pent-2-ynyl)-bis-(2,4,6-trimethyl-phenyl)-silane 
• 110547-61-0 (Z)-1,1-dimesityl-2-neopentylidenesilirane 
• 110547-67-6 1,1-dimesityl-2-E-neopentylidenesilirane 
• 122507-64-6 3-E-4-Z-bis(neopentylidene)-1-silacyclopentane 
• 122530-94-3 4-[2,2-Dimethyl-prop-(E)-ylidene]-1,1-bis-(2,4,6-trimethyl-phenyl)-4,5-dihydro-1H-silole-2,3-dicarboxylic acid dimethyl ester 
• 75-28-5 Isobutane 
• 129917-44-8 (E)-1-tert-Butyl-3-(2,2-dimethylpropyliden)-2-methylcyclobuten 
• 129917-43-7 1-Methyl-2,4-dineopentylbenzol 
• 129917-42-6 1,2,4-Trineopentylbenzol 
• 115-11-7 isobutene 
• 116270-35-0 (3,3-Dimethyl-1-methylene-butylselanyl)-benzene 
• 116270-33-8 ((E)-1,3,3-Trimethyl-but-1-enylselanyl)-benzene 

Relevant articles and documents

Reaction of μ-Oxobis with Group 14 Propargyl Derivatives and a Propargyl Ether

The treatment of 4,4-dimethyl-1-(trimethylsilyl)-2-pentyne (4a) or 4,4-dimethyl-1-(tributylstannyl)-2-pentyne (4b) with μ-oxobis (2) gives 4,4-dimethyl-1-(2-iodophenyl)-2-pentyne (9).Deuterium labeling has confirmed that propargylation of 2 occurs ortho to the position originally occupied by the I(III).The addition of 2 equiv of 4a to 2 at -80 deg C results in 2 equiv of 9, trimethylsilyl triflate (10), and tert-butylallene (11) and 1 equiv of hexamethyldisiloxane (12); in contrast, the addition of 2 equiv of 4b to 2 at -30 deg C results in 2 equiv each of 9 and tributylstannyl triflate (16).A mechanism that explains these product ratios is proposed.The reaction of 2-o,o'-d2 and 4b shows the negligible intramolecular kinetic isotope effect (0.99 +/- 0.01) expected for what is in effect a Claisen rearrangement.The addition of 2 to 2-butynyl (trimethylsilyl)methyl ether (20) affords the single product 21 resulting from anti addition and control of regiochemistry by the ether oxygen.Attempts to desilylate 21 to an allenyl triflate result in the regeneration of the propargyl ether 20.