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Dinitrobutylphenyl methacrylate

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Identification
Molecular formula
C15H18N2O6
CAS number
29957-93-7
IUPAC name
(2,4-dinitro-6-sec-butyl-phenyl) 3-methylbut-2-enoate
State
State

At room temperature, Dinitrobutylphenyl methacrylate typically exists as a solid. It is relatively stable under standard conditions but should be handled with care due to its reactive esters and nitro groups.

Melting point (Celsius)
80.00
Melting point (Kelvin)
353.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
309.31g/mol
Molar mass
309.3090g/mol
Density
1.2410g/cm3
Appearence

Dinitrobutylphenyl methacrylate is a crystalline solid that can appear in shades ranging from light yellow to orange, reflecting its dinitro group presence. It is typically used in the synthesis of polymers and can show slight variations in color depending on purity and conditions.

Comment on solubility

Solubility of (2,4-dinitro-6-sec-butyl-phenyl) 3-methylbut-2-enoate

The solubility of (2,4-dinitro-6-sec-butyl-phenyl) 3-methylbut-2-enoate can be influenced by various factors due to its complex structure. Generally, organic compounds like this one have distinct solubility characteristics:

  • Polarity: Compounds with substantial polar groups tend to be soluble in polar solvents.
  • Hydrophobic vs. Hydrophilic: The presence of a hydrophobic sec-butyl group suggests limited solubility in water but potentially good solubility in organic solvents.
  • Hydrogen Bonding: If the molecule can form hydrogen bonds, it may increase solubility in alcohols or other hydrogen-bonding solvents.
  • Temperature: Solubility might increase with temperature, allowing for greater dissolution in solvents.

It's critical to note that "like dissolves like," meaning that this compound is likely to be most soluble in organic solvents such as ethanol, acetone, or chloroform, rather than in polar solvents like water. As a result, when considering uses and applications of (2,4-dinitro-6-sec-butyl-phenyl) 3-methylbut-2-enoate, it's essential to select the appropriate solvent to achieve desired concentrations and reactions.

Interesting facts

Interesting Facts about (2,4-Dinitro-6-sec-butyl-phenyl) 3-Methylbut-2-enoate

(2,4-Dinitro-6-sec-butyl-phenyl) 3-methylbut-2-enoate is a complex compound that offers a wealth of intriguing characteristics, particularly within the realms of organic chemistry and material science.

Chemical Structure and Functionality

This compound showcases a unique arrangement of functional groups, which contributes to its reactivity and applications. Key points include:

  • Dinitro Configuration: The presence of two nitro groups (-NO2) at positions 2 and 4 significantly enhances the compound's electrophilic character, making it a valuable intermediate in various synthetic pathways.
  • Sec-Butyl Group: The inclusion of the sec-butyl substituent offers steric hindrance, influencing the compound's chemical behavior and potentially its solubility in various solvents.
  • Elongated Chain: The 3-methylbut-2-enoate moiety introduces unsaturation, which can lead to interesting properties such as increased reactivity in addition reactions.

Applications and Uses

This compound has potential applications in areas such as:

  • Synthetic Chemistry: It serves as a precursor for the synthesis of other organic compounds, particularly in creating colorants and pharmaceuticals.
  • Material Science: Its unique structural properties make it a candidate for the development of new materials with specialized functionalities.

Cautions and Safety

As with many chemical compounds containing nitro groups, safety is paramount. This compound can be:

  • Explosive: Under certain conditions, nitro compounds can be highly reactive and possibly explosive.
  • Toxic: Proper handling and safety measures must be used, as exposure can lead to health risks.

In conclusion, (2,4-dinitro-6-sec-butyl-phenyl) 3-methylbut-2-enoate stands as a fascinating compound that showcases the intricacies of organic chemistry. Its distinct features and potential applications make it a subject of ongoing study and interest in scientific research.

Synonyms
BINAPACRYL
485-31-4
Dapacryl
Dinapacryl
Morocide
Morrocid
Acricid
Ambox
Dinoseb methacrylate
Niagara 9044
HOE 2784 OA
FMC 9044
HOE 2784
NIA 9044
2-(1-Methylpropyl)-4,6-dinitrophenyl 3-methyl-2-butenoate
2,4-Dinitro-6-sec-butylphenyl 2-methylcrotonate
2-sec-Butyl-4,6-dinitrophenyl 3-methylcrotonate
DTXSID9040269
2-sec-Butyl-4,6-dinitrophenyl-3,3-dimethylacrylate
4,6-Dinitrophenyl-2-sec-butyl-3-methyl-2-butenonate
4X685BB13A
2-Butenoic acid, 3-methyl-, 2-(1-methylpropyl)-4,6-dinitrophenyl ester
BINAPACRYL [MI]
BINAPACRYL [ISO]
3-Methylcrotonic acid 2-sec-butyl-4,6-dinitrophenyl ester
3,3-Dimethylacrylic acid 2-sec-butyl-4,6-dinitrophenyl ester
3-Methyl-2-butenoic acid 2-sec-butyl-4,6-dinitrophenyl ester
BINAPACRYL [HSDB]
3-Methyl-2-butenoic acid 2-(1-methylpropyl)-4,6-dinitrophenyl ester
4,6-Dinitro-2-sec-butylphenyl beta,beta-dimethylacrylate
2-(1-Methylpropyl)-4,6-dinitrophenyl 3,3-dimethylacrylate
DTXCID7020269
2-(1-Methylpropyl)-4,6-dinitrophenyl beta,beta-dimethacrylate
2-Butenoic acid, 3-methyl-, 2-(1-methylpropyl)-4,6-dinitrophenyl ester (9CI)
binapacrile
binapakril
CHEBI:82153
Dinoseb, 3,3dimethylacryl ester
2secButyl4,6dinitrophenyl senecioate
2,4Dinitro6secbutylphenyl 2methylcrotonate
2secButyl4,6dinitrophenyl 3methylcrotonate
2secButyl4,6dinitrophenyl 3methyl2butenoate
4,6Dinitrophenyl2secbutyl3methyl2butenonate
2secButyl4,6dinitrophenyl3,3dimethylacrylate
Phenol, 2secbutyl4,6dinitro, 3methylcrotonate
Senecioic acid 2sec butyl4,6dinitrophenyl ester
Senecioic acid 2secbutyl4,6dinitrophenyl ester
2secButyl4,6dinitrophenyl beta,betadimethylacrylate
4,6Dinitro2secbutylphenyl beta,betadimethylacrylate
(6(1Metilpropil)2,4dinitrofenil)3,3dimetilacrilato
2(1Methylpropyl)4,6dinitrophenyl 3methyl2butenoate
3Methylcrotonic acid 2secbutyl4,6dinitrophenyl ester
(6(1Methylpropyl)2,4dinitrofenyl)3,3dimethylacrylaat
(6(1Methylpropyl)2,4dinitrophenyl)3,3dimethylacrylat
2(1Methylpropyl)4,6dinitrophenyl 3,3dimethylacrylate
3Methyl2butenoic acid 2secbutyl4,6dinitrophenyl ester
2(1Methylpropyl)4,6dinitrophenyl beta,betadimethacrylate
2sek.Butyl4,6dinitrofenylester kyseliny 3methylkrotonove
3,3Dimethylacrylic acid 2secbutyl4,6dinitrophenyl ester
Crotonic acid, 3methyl, 2secbutyl4,6dinitrophenyl ester
2-sec-butyl-4,6-dinitrophenyl beta, beta-dimethylacrylate
3,3 dimethylacrylate de 2,4dinitro6(1methylpropyle)phenyl
3,3 dimethylacrylate de 2,4dinitro6(1methylpropyle)phenyle
3,3 Dimethylacrylate de 2,4dinitro6(1methylpropyle) phenyle
3Methyl2butenoic acid 2(1methylpropyl)4,6dinitrophenyl ester
2Butenoic acid, 3methyl, 2(1methylpropyl)4,6dinitrophenyl ester
207-612-9
Endosan
Dinoseb, 3,3-dimethylacryl ester
ENT 25,793
2-sec-Butyl-4,6-dinitrophenyl senecioate
(2-butan-2-yl-4,6-dinitrophenyl) 3-methylbut-2-enoate
2-sec-Butyl-4,6-dinitrophenyl 3-methyl-2-butenoate
Phenol, 2-sec-butyl-4,6-dinitro-, 3-methylcrotonate
CHEBI:83366
Crotonic acid, 3-methyl-, 2-sec-butyl-4,6-dinitrophenyl ester
2-sek.Butyl-4,6-dinitrofenylester kyseliny 3-methylkrotonove
(6-(1-Metil-propil)-2,4-dinitro-fenil)-3,3-dimetil-acrilato
(6-(1-Methyl-propyl)-2,4-dinitro-fenyl)-3,3-dimethyl-acrylaat
(6-(1-Methyl-propyl)-2,4-dinitro-phenyl)-3,3-dimethyl-acrylat
3,3 Dimethyl-acrylate de 2,4-dinitro-6-(1-methylpropyle) phenyle
Caswell No. 086
Binapacryl [ANSI:BSI:ISO]
HSDB 1518
EINECS 207-612-9
EPA Pesticide Chemical Code 012201
BRN 2013712
UNII-4X685BB13A
AI3-25793
Senecioic acid 2-sec butyl-4,6-dinitrophenyl ester
Senecioic acid 2-sec-butyl-4,6-dinitrophenyl ester
2-sec-Butyl-4,6-dinitrophenyl beta,beta-dimethylacrylate
(6-(1-Methyl-propyl)-2,4-dinitro-fenyl)-3,3-dimethyl-acrylaat [Dutch]
(6-(1-Metil-propil)-2,4-dinitro-fenil)-3,3-dimetil-acrilato [Italian]
2-sek.Butyl-4,6-dinitrofenylester kyseliny 3-methylkrotonove [Czech]
(6-(1-Methyl-propyl)-2,4-dinitro-phenyl)-3,3-dimethyl-acrylat [German]
3,3 Dimethyl-acrylate de 2,4-dinitro-6-(1-methylpropyle) phenyle [French]
3,3 dimethyl-acrylate de 2,4-dinitro-6-(1-methylpropyle)phenyl [French]
3,3 dimethyl-acrylate de 2,4-dinitro-6-(1-methylpropyle)phenyle [French]
SCHEMBL54301
CHEMBL3182974
ZRDUSMYWDRPZRM-UHFFFAOYSA-
3,3 dimethyl-acrylate de 2,4-dinitro-6-(1-methylpropyle)phenyl
3,3 dimethyl-acrylate de 2,4-dinitro-6-(1-methylpropyle)phenyle
AAA48531
Tox21_301554
AKOS015888368
MSK25029-1000A
Binapacryl 10 microg/mL in Cyclohexane
NCGC00255512-01
CAS-485-31-4
DB-051558
NS00021171
Binapacryl, PESTANAL(R), analytical standard
C19022
Binapacryl Solution in Acetonitrile, 1000ug/mL
2-sec-butyl-4,6-dinitrophenyl 3-methylbut-2-enoate
Q3468507
(rs)-2-sec-butyl-4,6-dinitrophenyl 3-methylcrotonate
2-(butan-2-yl)-4,6-dinitrophenyl 3-methylbut-2-enoate
4,6-Dinitrophenyl-2-(1-methylpropyl) 3-methylbut-2-enoate
2-sec-Butyl-4,6-dinitrophenyl 3-methylcrotonate (binapacryl)
4,6-Dinitro-2-sec-butylphenyl .beta.,.beta.-dimethylacrylate
2-(1-Methylpropyl)-4,6-dinitrophenyl .beta.,.beta.-dimethacrylate
InChI=1/C15H18N2O6/c1-5-10(4)12-7-11(16(19)20)8-13(17(21)22)15(12)23-14(18)6-9(2)3/h6-8,10H,5H2,1-4H3