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Details

Stereochemistry ACHIRAL
Molecular Formula C6H10
Molecular Weight 82.1436
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,3-DIMETHYL-1,3-BUTADIENE

SMILES

CC(=C)C(C)=C

InChI

InChIKey=SDJHPPZKZZWAKF-UHFFFAOYSA-N
InChI=1S/C6H10/c1-5(2)6(3)4/h1,3H2,2,4H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
The influence of reaction conditions on the Diels-Alder cycloadditions of 2-thio-3-chloroacrylamides; investigation of thermal, catalytic and microwave conditions.
2010-12-21
Unsuccessful attempts to add alcohols to transient 2-amino-2-siloxy-silenes - leading to a new benign route for base-free alcohol protection.
2010-10-21
Synthesis, characterization, mechanism of decomposition, and antiproliferative activity of a class of PEGylated benzopolysulfanes structurally similar to the natural product varacin.
2010-08-20
Kinetics and regioselectivity in the Diels-Alder reaction of fulleroids vs. methanofullerene and C60.
2010-03-21
Thermal [4 + 2] cycloadditions of 3-acetyl-, 3-carbamoyl-, and 3-ethoxycarbonyl-coumarins with 2,3-dimethyl-1,3-butadiene under solventless conditions: a structural study.
2010-03-09
Reactivity of an aryl-substituted silicon-silicon triple bond: reactions of a 1,2-diaryldisilyne with alkenes.
2010-03-03
Photocycloaddition of enynones (4-acylbut-1-en-3-ynes) to alkenes.
2010-02-19
Ligand-based reactivity of a platinum bisdithiolene: double diene addition yields a new C2-chiral chelate ligand.
2009-10-05
Reversible transformation of a stable monomeric silicon(II) compound into a stable disilene by phase transfer: experimental and theoretical studies of the system {[(Me3Si)2N](Me5C5)Si}n with n = 1,2.
2009-09-02
Bonding modes, structures and fluxionality in rhodium and iridium tris(3,5-dimethylpyrazolyl)methane diene complexes.
2009-06-07
Chlorine photoelimination from a diplatinum core: circumventing the back reaction.
2009-01-14
1-[(4,5-Dimethyl-cyclo-hexa-1,4-dien-1-yl)sulfon-yl]-4-methyl-benzene.
2008-08-06
N-heterocyclic phosphenium cations: syntheses and cycloaddition reactions.
2008-07-14
Solid state and solution structures of rhodium and iridium poly(pyrazolyl)borate diene complexes.
2008-05-28
Ruthenium-catalyzed C-C bond forming transfer hydrogenation: carbonyl allylation from the alcohol or aldehyde oxidation level employing acyclic 1,3-dienes as surrogates to preformed allyl metal reagents.
2008-05-21
Monitoring of oxidative and metabolic stress during cardiac surgery by means of breath biomarkers: an observational study.
2007-09-18
Radical departure: polymerization does more with less.
2007-05
C-H cleavage and double alkyl additions to the disulfido ligand in dicyanido-bridged Ru2S2 complexes.
2007-04-30
Absorption cross-sections of the C-h overtone of volatile organic compounds: 2 methyl-1,3-butadiene (isoprene), 1,3-butadiene, and 2,3-dimethyl-1,3-butadiene.
2007-02
Ruthenium-Lewis acid catalyzed asymmetric Diels-Alder reactions between dienes and alpha,beta-unsaturated ketones.
2007
Nitrobenzoxadiazoles and related heterocycles: a relationship between aromaticity, superelectrophilicity and pericyclic reactivity.
2006-05-21
Influence of vinyl monomers and temperature on immobilization of cellulose 3,5-dimethylphenylcarbamate onto silica gel as chiral stationary phases for high-performance liquid chromatography.
2006-02-03
Synthesis of 5(6H)-phenanthridones using Diels-Alder reaction of 3-nitro-2(1H)-quinolones acting as dienophiles.
2006-02
Direct detection of dimethylstannylene and tetramethyldistannene in solution and the gas phase by laser flash photolysis of 1,1-dimethylstannacyclopent-3-enes.
2005-12-14
Coupling of an aldehyde or ketone to pyridine mediated by a tungsten imido complex.
2005-12-12
Conformational thermodynamic and kinetic parameters of methyl-substituted 1,3-butadienes.
2005-08-19
Design of an organocatalyst for the enantioselective Diels-Alder reaction with alpha-acyloxyacroleins.
2005-08-03
Allyl, methallyl, prenyl, and methylprenyl ethers as protected alcohols: their selective cleavage with diphenyldisulfone under neutral conditions.
2004-08-05
Phototransposition reactions of arylboronate esters in acetonitrile and 2,2,2-trifluoroethanol.
2004-07-23
Molecular crystals with moving parts: synthesis, characterization, and crystal packing of molecular gyroscopes with methyl-substituted triptycyl frames.
2004-03-05
Syntheses and reactivities of stable halosilylenoids, (Tsi)X2SiLi (Tsi=C(SiMe3)3, X=Br, Cl).
2004-01-23
3-nitrocoumarins as dienophiles in the Diels-Alder reaction in water. An approach to the synthesis of nitrotetrahydrobenzo[c]chromenones and dihydrodibenzo[b,d]furans.
2003-11-28
Complete and remarkable reversal of chemoselectivity in [4 + 2] cycloadditions involving electron-poor indoles as dienophiles. Diels-Alder versus hetero-Diels-Alder processes.
2003-10-17
Investigation of the asymmetric ionic Diels-Alder reaction for the synthesis of cis-decalins.
2003-08-21
Structures, bonding, and reaction chemistry of the neutral organogallium(I) compounds (GaAr)n(n = 1 or 2) (Ar = terphenyl or related ligand): an experimental investigation of Ga-Ga multiple bonding.
2003-03-05
Novel [4 + 2]-cycloaddition of 1-phenyl-1-benzothiophenium salts with dienes. Experimental evidence for a lack of aromaticity in the thiophene ring.
2003-02-07
Stereocontrolled diels-alder cycloadditions of sugar-derived dihydropyranones with dienes.
2002-11-01
Sulfenic acids in the carbohydrate field. Synthesis of transient glycosulfenic acids and their addition to unsaturated acceptors.
2002-10-04
Formation of [Ar*Ge(CH2C(Me)C(Me)CH2)CH2C(Me)=]2 (Ar* = C6H3-2,6-Trip2; Trip = C6H2-2,4,6-i-Pr3) via reaction of Ar*GeGeAr* with 2,3-dimethyl-1,3-butadiene: evidence for the existence of a germanium analogue of an alkyne.
2002-06-21
Synthesis and properties of the first stable germabenzene.
2002-06-19
Evidence for formation of silenes strongly influenced by reversed Si[double bond]C bond polarity.
2002-05-30
The first halogen-substituted cyclotrigermenes: a unique halogen walk over the three-membered ring skeleton and facial stereoselectivity in the Diels-Alder reaction.
2002-02-20
Synthesis of optically active 2-alkoxy-2H-pyran-3(6H)-ones. Their use as dienophiles in Diels-Alder cycloadditions.
2001-12-28
Diene-Containing half-sandwich MoIII complexes as ethylene polymerization catalysts: experimental and theoretical studies.
2001-11-05
The first example of a sigma(2)lambda(2)-dioxaphosphenium cation, stabilized by an intramolecular dative P(+) <-- S bond.
2001-05-03
Diels-Alder reactions of nitro-2(1H)-pyridones with 2,3-dimethyl-1,3-butadiene.
2001-05
Cycloaddition of 2(1H)-pyridones having a methoxycarbonyl group to 1,3-butadiene derivatives.
2001-04
Patents
Name Type Language
2,3-DIMETHYL-1,3-BUTADIENE
MI  
Systematic Name English
NSC-8656
Preferred Name English
2,3-DIMETHYL-1,3-BUTADIENE [MI]
Common Name English
BIISOPROPENYL
Systematic Name English
2,3-DIMETHYLBUTA-1,2-DIENE
Common Name English
2,3-DIMETHYLBUTADIENE
Systematic Name English
DIISOPROPENYL
Common Name English
.BETA.,.GAMMA.-DIMETHYL-.DELTA.-.ALPHA.,.GAMMA.-BUTADIENE
Common Name English
Code System Code Type Description
PUBCHEM
10566
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY
EPA CompTox
DTXSID2022046
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-172-0
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY
CAS
513-81-5
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY
WIKIPEDIA
2,3-DIMETHYL-1,3-BUTADIENE
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY
MERCK INDEX
m4530
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY Merck Index
FDA UNII
61TUU25HCO
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY
NSC
8656
Created by admin on Mon Mar 31 21:22:09 GMT 2025 , Edited by admin on Mon Mar 31 21:22:09 GMT 2025
PRIMARY