(2E)-2-Undecenoic acid
2-UNDECENOIC ACID
CAS: 15790-94-0
Molecular Formula: C11H20O2
(2E)-2-Undecenoic acid - Names and Identifiers
| Name | 2-UNDECENOIC ACID |
| Synonyms | 2-UNDECENOIC ACID Undec-2-enoic acid RARECHEM AL BK 0167 (E)-2-Undecenoic acid (2E)-2-Undecenoic acid TRANS-2-UNDECENOIC ACID trans-2-Undecylenic acid |
| CAS | 15790-94-0 |
(2E)-2-Undecenoic acid - Physico-chemical Properties
| Molecular Formula | C11H20O2 |
| Molar Mass | 184.28 |
| Density | 0.9269 (rough estimate) |
| Melting Point | 8.5°C (estimate) |
| Boling Point | 138-140°C 2mm |
| Flash Point | 138-140°C/2mm |
| pKa | 4.80±0.10(Predicted) |
| Storage Condition | Room Temprature |
| Refractive Index | 1.4625 |
| MDL | MFCD00040909 |
| Physical and Chemical Properties | Bioactive trans-2-Undecenoic acid ((E)-2-Undecenoic acid) is an α,β-unsaturated carboxylic acid characterized by an acid dimer, the corresponding dimer being linked by an intermolecular hydrogen bond of the carboxyl C = O · · · H-O. |
| Use | Introduction -2-undecylenic acid is an organic intermediate. It has been reported in the literature that it can be prepared by one-step reaction of nonaldehyde and diethyl phosphonoacetate or by oxidation of undecylenic acid. |
(2E)-2-Undecenoic acid - Risk and Safety
| Risk Codes | 36/38 - Irritating to eyes and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
(2E)-2-Undecenoic acid - Upstream Downstream Industry
| Raw Materials | 3-Undecenoic acid (E)-tridec-2-enoic acid 4-BROMOCROTONIC ACID HEPTYLMAGNESIUM BROMIDE 1-Decyne Hendecanoic acid TRIDECANOIC ACID N,N-Diethylaniline 1-Nonanal Malonic acid |
(2E)-2-Undecenoic acid - Nature
| BRN | 1722519 |
Last Update：2024-04-10 22:29:15
(2E)-2-Undecenoic acid - Uses and synthesis methods
Preparation
Under N2 atmosphere, NaH (60% w / w in oil, 0.054 mol) was suspended in THF(N2 atmosphere), and diethyl phosphonomethyl acetate (54 mmol) was added dropwise within 5 minutes. Continue stirring at room temperature for about 2-3 minutes. Nonaldehyde (49 mmol) was added dropwise within 15 minutes, stirring was continued for 2 h, the solution was diluted with Et2O, washed with saturated NaHCO3 aqueous solution and brine, the combined organic extract (MgSO4) was dried and evaporated. The residue was purified by rapid chromatography on silica gel (5.0 × 20cm) with 15 ∶ 1 hexane/EtOAc to obtain the product trans-2-undecenoic acid.
in vitro study
The crystal packing of trans-2-Undecenoic acid (E)-undec-2-enoic acid) is described by layers of acid dimers parallel to the (0 4 1) plane which are featured by layers of polar headgroups and hydrophobic hydrocarbon chains. The carboxylic group and the following three carbon atoms (C2, C3, C4) of the trans-2-Undecenoic acid (E)-undec-2-enoic acid) molecule lie in one plane, whereas the atoms of the hydrocarbon chain starting from C4 until C11 adopt a nearly fully staggered conformation.
Last Update：2024-04-09 20:52:54
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Raw Materials for (2E)-2-Undecenoic acid