Dibutyl maleate
Product Information
Molecular Formula
C12H20O4
Molecular Weight
228.28
Description
Dibutyl maleate (CAS# 105-76-0) is a reagent used in the preparation of lactones for the synthesis of antibacterial compounds.
Synonyms
dibutyl but-2-enedioate
IUPAC Name
dibutyl (Z)-but-2-enedioate
SMILES
CCCCOC(=O)C=CC(=O)OCCCC
InChI
InChI=1S/C12H20O4/c1-3-5-9-15-11(13)7-8-12(14)16-10-6-4-2/h7-8H,3-6,9-10H2,1-2H3
InChI Key
JBSLOWBPDRZSMB-UHFFFAOYSA-N
Boiling Point
274-277 °C
Melting Point
-85 °C
Flash Point
138 °C (C.C)
Purity
95 %
Density
0.988 g/cm3
Appearance
Clear colourless to slightly yellowish liquid
Storage
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area. Refrigerator (approx 4 °C).
Refractive Index
1.4450
LogP
2.22920
Safety Information
Hazards
H315 H319 H335
Precautionary Statement
P260, P261, P264, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P314, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
XLogP3
2.7
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
10
Exact Mass
228.13615911 g/mol
Monoisotopic Mass
228.13615911 g/mol
Topological Polar Surface Area
52.6Ų
Heavy Atom Count
16
Formal Charge
0
Complexity
209
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
1
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113956179-A | Acetonitrile refining method and application thereof | 2021-12-20 |
| CN-114133342-A | Acetonitrile working solution for preparing chromatograph and preparation method thereof | 2021-12-20 |
| CN-113980508-A | Diluent for ultrafast dry resistance welding ink and preparation method thereof | 2021-11-28 |
| CN-114123088-A | MC (monomer casting) underground rubber flexible cable convenient to mount and fix | 2021-11-26 |
| CN-114032015-A | Polyurea coating composition and preparation method and application thereof | 2021-11-24 |
| DE-202021106362-U1 | Cosmetic preparation for intensive care and treatment of facial skin | 2021-11-22 |
| DE-202021106363-U1 | Cosmetic preparation for the care and treatment of facial skin | 2021-11-22 |
| CN-113845714-A | Green environment-friendly packaging bag and production method thereof | 2021-11-20 |
| CN-113929825-A | Carboxylic styrene-butadiene latex for building coating and preparation method thereof | 2021-11-19 |
| JP-2022036981-A | Cosmetic blend | 2021-11-19 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 21105742 | 2011-01-14 | Structure-activity comparison of the cytotoxic properties of diethyl maleate and related molecules: identification of diethyl acetylenedicarboxylate as a thiol cross-linking agent | Chemical research in toxicology |
| 19397629 | 2009-05-01 | Allergic contact dermatitis from occupational exposure to dibutyl maleate | Contact dermatitis |
| 18983093 | 2008-10-15 | Composition-explicit distillation curves of diesel fuel with glycol ether and glycol ester oxygenates: fuel analysis metrology to enable decreased particulate emissions | Environmental science & technology |
| 17196806 | 2007-06-01 | Poly(2-hydroxy-3-phenoxypropylacrylate, 4-hydroxybutyl acrylate, dibutyl maleate) membrane controlled clonidine zero-order release | European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V |
| 12757787 | 2003-08-01 | Biodegradation of potential diesel oxygenate additives: dibutyl maleate (DBM), and tripropylene glycol methyl ether (TGME) | Chemosphere |
| 321785 | 1977-04-01 | Antifungal properties of 2-bromo-3-fluorosuccinic acid esters and related compounds | Journal of medicinal chemistry |
