2-(Bromomethyl)acrylic Acid
Product Information
Molecular Formula
C4H5BrO2
Molecular Weight
164.99
Description
Reacts with aldehydes and ketones to form α-methylene-butyrolactones. Used in the synthesis of methotrexate analogues.
Synonyms
2-(bromomethyl)-2-propenoic acid; 2-(bromomethyl)prop-2-enoic acid
IUPAC Name
2-(bromomethyl)prop-2-enoic acid
SMILES
C=C(CBr)C(=O)O
InChI
InChI=1S/C4H5BrO2/c1-3(2-5)4(6)7/h1-2H2,(H,6,7)
InChI Key
NOOYFQLPKUQDNE-UHFFFAOYSA-N
Boiling Point
268.8 °C at 760 mmHg
Melting Point
70-73 °C (lit.)
Purity
98 %
Density
1.696 g/cm3
Solubility
Other solvents(Soluble) : Methanol
Appearance
Beige crystalline solid
Storage
2-8 °C
LogP
1.02210
Safety Information
Hazards
H314
Precautionary Statement
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, and P501
Signal Word
Danger
Computed Properties
XLogP3
0.9
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
163.94729 g/mol
Monoisotopic Mass
163.94729 g/mol
Topological Polar Surface Area
37.3Ų
Heavy Atom Count
7
Formal Charge
0
Complexity
97.9
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-113968833-A | Phenol derivative containing alpha-methylene-gamma-butyrolactone structure, preparation method and application thereof | 2021-12-03 |
| CN-113582776-A | Garlic sulfur coating compound fertilizer and preparation method thereof | 2021-08-06 |
| CN-113549239-A | High-barrier degradable film and preparation method thereof | 2021-07-16 |
| WO-2022020716-A1 | Heterocyclic inhibitors of tead for treating cancer | 2020-07-24 |
| JP-2021195466-A | Polyconjugated ester and its production method and curable composition and its cured product | 2020-06-16 |
| WO-2021195626-A1 | The use of molecularly imprinted polymers for the rapid detection of emerging viral outbreaks | 2020-03-27 |
| WO-2021173731-A1 | Selective androgen receptor covalent antagonists (sarcas) and methods of use thereof | 2020-02-25 |
| WO-2021089395-A1 | Gem-disubstituted heterocyclic compounds and their use as idh inhibitors | 2019-11-08 |
| US-2020392371-A1 | Coated devices and related methods | 2019-06-14 |
| WO-2020248072-A1 | Coated devices and related methods | 2019-06-14 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20936869 | 2010-11-05 | Stereoselective α,α'-annelation reactions of 1,3-dioxan-5-ones | The Journal of organic chemistry |
