alpha-Methylhydrocinnamic acid
Basic information
- CAS
1009-67-2- Standard SMILES
CC(Cc1ccccc1)C(=O)O- InChIKey
MCIIDRLDHRQKPH-UHFFFAOYSA-N- Molecular formula
- C10H12O2
- Average molar mass
- 164.2 g/mol
Overview
2-methyl-3-phenylpropanoic acid has been reported in Aloe africana with data available.
Names & identifiers
- Preferred name
- alpha-Methylhydrocinnamic acid
- IUPAC
- 2-methyl-3-phenylpropanoic acid
- English name
- 2-Benzylpropionic acid
- Molecular formula
- C10H12O2
- Molecular weight
- 164.2
Names & synonyms
alpha-Methylhydrocinnamic acidRefChem:4754102-Methyl-3-phenylpropanoic acid1009-67-22-Benzylpropionic acidMFCD001923012-Methyl-3-phenylpropionic acidBenzenepropanoic acid, alpha-methyl-HF5Q3W2PVCNSC-243716alpha-Methyl-hydrocinnamic acid2-methyl-3-phenyl-propionic acid
Show more names
2-Benzylpropionicacida-Methylhydrocinnamica-Methylhydrocinnamic acidα-methylhydrocinnamic acidα-Methylhydrocinnamic acida-Methyldihydrocinnamic acidα-Methylbenzenepropionic acid
Benzenepropanoic acid, .alpha.-methyl-2-Benzylpropanoic acid|A-Methylhydrocinnamic acid2-methyl-3-phenyl-propanoic acidBenzenepropanoic acid, |A-methyl-2-Benzylpropionic aNSC 243716UNII-HF5Q3W2PVC
Database identifiers
- CAS
1009-67-2- PubChem CID
- 99862
- ChEMBL
CHEMBL1741113- UNII
- HF5Q3W2PVC
- EC Number
- 627-795-2
- Nikkaji
- J402.992E
Properties
Computed structural properties
- XLogP
- 2.1
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 148
Physicochemical properties
- Melting point
- 39 · 39-41 °C(lit.)
- Boiling point
- 167 · 167-168 °C23 mm Hg(lit.)
- Density
- 1.065 g/mL · 1.065 g/mL at 25 °C(lit.)
- refractive index
- 1.5155 · 1.5155 (estimate)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Store at room temperature
- form
- Crystalline Powder or Crystals
- pka
- 4.69 · 4.69±0.10(Predicted)
- color
- White to light yellow
- InChI
- InChI=1S/C10H12O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)
- InChIKey
- MCIIDRLDHRQKPH-UHFFFAOYSA-N
- SMILES
- C1(=CC=CC=C1)CC(C)C(=O)O
- FDA UNII
- 5 Q3W2PVC · HF5Q3W2PVC
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 29163900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Usesα-Methylhydrocinnamic acid is suitable for use in the comparative study to investigate the γ-globin inducibility of short-chain fatty acid derivatives (SCFADs) in mice. It may be used as a histone deacetylase (HDAC) inhibitor in the comparative study to investigate the EGFP-induction potency of a number of HDAC inhibitors. It may be used in the study to investigate the selectivity of the sensor based on imprinted poly(o-phenylenediamine) (iPoPD).
General Descriptionα-Methylhydrocinnamic acid (2-methyl-3-phenylpropionic acid, 2-benzylpropionic acid) is a cinnamic acid derivative. Its synthesis by the asymmetric hydrogenation of α-methylcinnamic acid has been reported. α-Methylhydrocinnamic acid, a short chain fatty acid derivative (SCFAD), has been reported to correct the cystic fibrosis transmembrane conductance regulator (ΔF508-CFTR) defect. Conformational studies of 2-methyl-3-phenylpropionic acid has been investigated by NMR spectroscopy. The enantiomers of 2-benzylpropionic acid has been reported to be synthesized using a lipase-catalyzed resolution. (S) (+)-2-methyl-3-phenylpropionic acid participates in the synthesis of optically active (R)-5-methyl-6-phenylhexanoyl azide. L-2-Methyl-3.phenylpropionic acid has been reported to be an inhibitor of carboxypeptidase A. Polymer-supported “Evans” oxazolidinone mediated solid phase asymmetric has been employed in the synthesis of (S)-2-methyl-3-phenylpropionic acid.
Upstream & downstream products
Upstream raw materials
Related reactions
19 records
Compound notes
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