1000-87-9

Basic information

• Product Name: TETRAMETHYLALLENE
• Synonyms: (CH3)2C=C=C(CH3)2;1,1,3,3-Tetramethylallene;2,3-pentadiene,2,4-dimethyl-;Allene, tetramethyl-;allene,tetramethyl-;2,4-DIMETHYL-2,3-PENTADIENE;TETRAMETHYLALLENE;2,4-dimethylpenta-2,3-diene
• CAS NO: 1000-87-9
• Molecular Formula: C7H12
• Molecular Weight: 96.17
• EINECS: 213-679-5
• Mol File: 1000-87-9.mol

Chemical Properties

• Melting Point: -105.67°C (estimate)
• Boiling Point: 87-88 °C(lit.)
• Flash Point: 10 °F
• Appearance: /
• Density: 0.701 g/mL at 25 °C(lit.)
• Vapor Pressure: 71.5mmHg at 25°C
• Refractive Index: n20/D 1.440(lit.)
• BRN: 1733258
• CAS DataBase Reference: TETRAMETHYLALLENE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAMETHYLALLENE(1000-87-9)
• EPA Substance Registry System: TETRAMETHYLALLENE(1000-87-9)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-36/37/38-65
• Safety Statements: 16-26-33-36-62-7/9
• RIDADR: UN 3295 3/PG 2
• WGK Germany: 3
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 1000-87-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 89, p. 2781, 1967 DOI: 10.1021/ja00987a077Tetrahedron Letters, 19, p. 1133, 1978 DOI: 10.1016/S0040-4039(01)94480-6

InChI:InChI=1/C7H12/c1-6(2)5-7(3)4/h1-4H3

Upstream product

• 1000-86-8 2,4-Dimethyl-1,3-pentadiene 
• 60-29-7 diethyl ether 
• 999-79-1 4-chloro-4-methylpent-2-yne 
• 75-16-1 methylmagnesium bromide 
• 23074-38-6 3-bromo-2,4-dimethyl-pent-2-ene 
• 26981-77-1 t-butylallene 
• 50-59-9 cefaloridine 
• 679836-91-0 3,4-dibromo-2,4-dimethyl-pent-2-ene 
• 35895-37-5 2,4-dimethyl-3-iodopent-2-ene 
• 59078-44-3 cyclopropylidenemethanone 
• 4023-34-1 cyclopropanecarboxylic acid chloride 
• 116435-67-7 3-chloro-2,4-dimethyl-2-pentene 
• 64-17-5 ethanol 
• 121-44-8 triethylamine 

Downstream Products

• 1000-86-8 2,4-Dimethyl-1,3-pentadiene 
• 1133-23-9 1,2-di-isopropylidene-3,3,4,4-tetramethylcyclobutane 
• 108-08-7 2,4-dimethylpentane 
• 4868-12-6 4-isopropylidene-2,2,3,3-tetramethyl-cyclobutanon 
• 27806-96-8 N-<1,2,3-Trimethyl-buten-(2)-yliden>-benzolsulfonamid 
• 19226-23-4 N-(1,2,3-Trimethyl-buten-2-yliden)-p-toluolsulfoamid 
• 1123-47-3 1,1-dibromo-2,2-dimethyl-3-isopropylidenecyclopropane 
• 1781-49-3 1,1-Dimethyl-2,3-bis-cyclopropan 
• 69787-97-9 C₁₃H₂₁NO 
• 68930-33-6 tetramethyl-limonene (3,3,5,5-tetramethyl-p-mentha-1,8-diene) 
• 6060-92-0 4-fluoro-2,4-dimethyl-pent-1-en-3-one 
• 6060-91-9 2,4-Difluor-2,4-dimethyl-pentan-3-on 
• 4868-09-1 4-Isopropyliden-3,3-dimethyl-2,2-diphenyl-cyclobutanon 
• 16723-43-6 anti-α-Isopropenyl-α-<1-methyl-1-(N-phenyl-hydroxylamino)-aethyl>-N-phenylnitron 

Relevant articles and documents

Photolysis of Matrix-Isolated Cyclopropylidene Ketene: Kinetic and Theoretical Studies of the Cyclopropylidene Formation

Cyclopropylidene ketene 2 is generated by ultraviolet irradiation (λ >/= 230 nm) of cyclopropanecarbonyl chloride isolated in argon matrices at 15 K.FT-IR spectra of the primary photolysis products (2 and HCl) trapped in the same cage show the formation o

Synthesis and X-ray crystal structure of a cationic gold (I) π-(1,3-diene) complex generated via isomerization of a gold π-allene complex

The cationic gold tetramethylallene complex {[P(t-Bu)2o- biphenyl]Au(η2-Me2CCCMe2)}+ SbF6- (1) underwent formal 1,3-hydrogen migration in CD2Cl2 solution at

Infrared, UV/Vis, and W-band EPR spectroscopic characterization and photochemistry of triplet mesitylphosphinidene

(Chemical Equation Presented) Monitoring the cleavage of phosphiranes 1 and 2 by using a variety of low-temperature and time-resolved spectroscopic techniques has shown that triplet mesitylphosphinidene (3) is the principal product of this photolytic reac

Competition of Mechanisms in Nucleophilic Substitution of Vinyl Halides. An Unequivocal Example of the Vinylic SRN1 Route

In a search for an unambiguous example of the vinylic SRN1 route, several vinyl bromides and iodides were reacted mostly with (-)CH2COCMe3, and sometimes with (-)CH2COPh, (-)CH(Me)COEt, and (EtO)2PO(-) ions, under Fe(2+)- or photostimulation in Me2SO.Vinyl halides having vinylic hydrogens, such as β-bromostyrene, gave acetylenic products, e.g., phenylacetylene or a tertiary PhCC-substituted alcohol, whereas vinyl halides with allylic hydrogens, such as Me2C=C(I)CHMe2, gave a substituted allene.Reduction products of the halogen, as well as substitution and rearranged substitution products, were also formed.The operation of ionic elimination-addition routes accounts for formation of most of the products, while the reduction products arise from an intermediate vinyl radical.Ph2C=C(Br)Ph (20) and Me2C=C(Br)Ph (25) gave both substitution and reduction products, but Me2C=C(Br)-t-Bu (23) gave only a reduction product.Formation of substitution products from the conjugated 20 and 25 was ascribed to a reaction via a vinylic SRN1 route, while lack of substitution in 23 is related to its nonconjugated system and to the consequent higher energy that the radical anion of the substitution product would have.The one here reported seems to be the first case of an exclusive genuine vinylic SRN1 process.