156558
α-Methoxy-α-(trifluoromethyl)phenylacetic acid
97%
Synonym(s):
MTPA
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About This Item
Linear Formula:
C6H5C(OCH3)(CF3)CO2H
CAS Number:
Molecular Weight:
234.17
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
refractive index
n20/D 1.476 (lit.)
bp
95-98 °C/0.05 mmHg (lit.)
mp
41-46 °C (lit.)
storage temp.
2-8°C
SMILES string
COC(C(O)=O)(c1ccccc1)C(F)(F)F
InChI
1S/C10H9F3O3/c1-16-9(8(14)15,10(11,12)13)7-5-3-2-4-6-7/h2-6H,1H3,(H,14,15)
InChI key
JJYKJUXBWFATTE-UHFFFAOYSA-N
Application
Diastereomeric bis-esters of (±)-trans-7,8-dihydroxy-7,8,9,10-tetrahydrobenzo[α]pyrene with MTPA has been used as a noncarcinogenic precursor to obtain the (+)and (-)-dihydrodiols by chromatographic resolution.[1] It has also been used to develop empirically derived correlation of configuration and nmr chemical shifts for diastereomeric MTPA esters.[2]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Yuka Uemura et al.
Chemical & pharmaceutical bulletin, 63(8), 608-616 (2015-08-04)
From the leaves of Meliosma lepidota ssp. squamulata, megastigmane glucosides with spiro-structures and megastigmanes were isolated. Their structures were determined by X-ray crystallographic analyses and spectroscopic investigation. The absolute structures of the megastigmanes were determined by the modified Mosher's method.
Nuclear Magnetic Resonance Enantiomer Reagents. Configurational Correlations via Nuclear Magnetic Resonance Chemical Shifts of Diastereomeric Mandelate, 0-Methylmandelate, and α-Methoxy-α-trifluoromethylphenylacetate (MTPA) Esters
Dale JA and Mosher HS
Journal of the American Chemical Society, 95(2), 512-519 (1973)
W Levin et al.
The Journal of biological chemistry, 255(19), 9067-9074 (1980-10-10)
The (+)- and (-)-enantiomers of benzo[a]pyrene 7,8-oxide are hydrated stereospecifically at C-8 to (-)- and (+)-trans-7,8-dihydroxy-7,8-dihydrobenzo[a]pyrene, respectively, by rat hepatic epoxide hydrolase. The (-)-enantiomer of benzo[a]pyrene 7,8-oxide is metabolized by microsomal epoxide hydrolase at a rate 3- to 4-fold greater
Dongsheng Du et al.
Fitoterapia, 101, 73-79 (2015-01-07)
Two new germacrane sesquiterpenes, yedoensins A (1) and B (2), together with 8 known ones (3-10) were isolated from the herb of Viola yedoensis. The structures of the new compounds were established by extensive spectroscopic means including 1D ((1)H and
Guangyu Wang et al.
Oncology letters, 10(5), 2835-2841 (2016-01-02)
MicroRNA-181 (miR-181) has been recently demonstrated to participate in the differentiation and development of immune cells, including natural killer cells and B and T lymphocytes, and myeloid linages, including erythroid and megakaryocytic cells. The aberrant expression of miR-181, particularly low
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