Compounds > mosher's acid
Page last updated: 2024-12-07

mosher's acid

Description

Mosher's acid, also known as (R)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetic acid, is a chiral reagent commonly used in organic chemistry. It is synthesized from commercially available (R)-(-)-α-methoxy-α-(trifluoromethyl)phenylacetate by hydrolysis. Mosher's acid is widely used to determine the absolute configuration of chiral molecules, particularly in stereochemical analysis. Its importance arises from its ability to form diastereomeric esters with chiral alcohols, where the difference in chemical shifts between the diastereomers can be used to deduce the configuration of the alcohol. The study of Mosher's acid focuses on its application in stereochemical analysis, particularly in resolving enantiomeric mixtures and determining the absolute configuration of chiral molecules.'

Mosher's acid: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID86531
SCHEMBL ID236357
MeSH IDM0281451

Synonyms (58)

Synonym
3,3,3-trifluoro-2-methoxy-2-phenyl-propionic acid
nsc370475
nsc-370475
alpha-methoxy-alpha-(trifluoromethyl)phenylacetic acid, 97%
mosher's acid
AKOS000279581
mtpa
81655-41-6
3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
56135-03-6
benzeneacetic acid, alpha-methoxy-alpha-(trifluoromethyl)-
2-methoxy-2-phenyl-3-trifluoropropanoic acid
(+/-)- -methoxy- -trifluoromethylphenylacetic acid
alpha-methoxy-alpha-(trifluoromethyl)phenylacetic acid
(+/-)-1-methoxy-1-(trifluoromethyl)phenylacetic acid
(+/-)-alpha-methoxy-alpha-trifluoromethylphenylacetic acid
2-methoxy-2-phenyl-3,3,3-trifluoropropionic acid
(+/-)-a-methoxy-a-trifluoromethylphenylacetic acid
(+/-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetic acid
FT-0605104
FT-0605229
FT-0604468
unii-e015gcc0ma
(+/-)-alpha-methoxy-alpha-(trifluoromethyl)benzeneacetic acid
alpha-methoxy-alpha-trifluoromethylphenylacetic acid
e015gcc0ma ,
(+/-)-mosher's acid
mosher's reagent [mi]
alpha-methoxy-alpha-trifluoromethylphenylacetic acid, (+/-)-
dl-alpha-methoxy-alpha-(trifluoromethyl)phenylacetic acid
AKOS017343600
SCHEMBL236357
FS-1204
(+/-)-.alpha.-methoxy-.alpha.-(trifluoromethyl)phenylacetic acid
.alpha.-methoxy-.alpha.-trifluoromethylphenylacetic acid
benzeneacetic acid, .alpha.-methoxy-.alpha.-(trifluoromethyl)-
(+/-)-.alpha.-methoxy-.alpha.-(trifluoromethyl)benzeneacetic acid
dl-.alpha.-methoxy-.alpha.-(trifluoromethyl)phenylacetic acid
.alpha.-methoxy-.alpha.-trifluoromethylphenylacetic acid, (+/-)-
(-)-2-trifluoromethyl-2-methoxy-2-phenylacetic acid
alpha-methoxy-alpha-trifluoromethyl phenyl acetic acid
3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid #
benzeneacetic acid, .alpha.-methoxy-.alpha.-(trifluoromethyl)-, (s)-
(s)-(-)-.alpha.-methoxy-.alpha.-(trifluoromethyl)phenylacetic acid
(-)-.alpha.-methoxy-.alpha.-trifluoromethylphenylacetic acid
mfcd00066637
(+/-)-alpha-methoxy-alpha-trifluoromethylphenylacetic acid, for gc derivatization, >=97.0% (t)
F0001-0725
(r)-(+)-1-methoxy-1-(trifluoromethyl)phenylacetic acid
DTXSID90897007
Q408407
FT-0707034
SB38863
2-methoxy-2-phenyl-3,3,3-trifluoropropanoic acid
3,3,3-trifluoro-2-methoxy-2-phenylpropanoicacid
2-methoxy-2-trifluoromethyl-2-phenylacetic acid
alpha -methoxy- alpha -(trifluoromethyl)phenylacetic acid
(+/-)- alpha -methoxy- alpha -trifluoromethylphenylacetic acid
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (9.09)18.2507
2000's4 (36.36)29.6817
2010's5 (45.45)24.3611
2020's1 (9.09)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.14

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.14 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.11 (4.65)
Search Engine Demand Index44.79 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (37.14)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (8.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
glycine
[no description available]		2.0110alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.0310alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
serine
Serine: A non-essential amino acid occurring in natural form as the L-isomer. It is synthesized from GLYCINE or THREONINE. It is involved in the biosynthesis of PURINES; PYRIMIDINES; and other amino acids.. serine : An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.		2.0610L-alpha-amino acid;
proteinogenic amino acid;
serine family amino acid;
serine zwitterion;
serine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
chloroform
Chloroform: A commonly used laboratory solvent. It was previously used as an anesthetic, but was banned from use in the U.S. due to its suspected carcinogenicity.. chloroform : A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.		2.3110chloromethanes;
one-carbon compound		carcinogenic agent;
central nervous system drug;
inhalation anaesthetic;
non-polar solvent;
refrigerant
pseudoephedrine
Pseudoephedrine: A phenethylamine that is an isomer of EPHEDRINE which has less central nervous system effects and usage is mainly for respiratory tract decongestion.. pseudoephedrine : A member of the class of the class of phenylethanolamines that is (1S)-2-(methylamino)-1-phenylethan-1-ol in which the pro-S hydrogen at position 2 is replaced by a methyl group.		2.3110phenylethanolamines;
secondary alcohol;
secondary amino compound		anti-asthmatic drug;
bronchodilator agent;
central nervous system drug;
nasal decongestant;
plant metabolite;
sympathomimetic agent;
vasoconstrictor agent;
xenobiotic
2-naphthol
2-naphthol: RN given refers to parent cpd. 2-naphthol : A naphthol carrying a hydroxy group at position 2.. naphthols : Any hydroxynaphthalene derivative that has a single hydroxy substituent.		2.5220naphtholantinematodal drug;
genotoxin;
human urinary metabolite;
human xenobiotic metabolite;
mouse metabolite;
radical scavenger
ephedrine
Ephedrine: A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.. (-)-ephedrine : A phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively.		2.3110phenethylamine alkaloid;
phenylethanolamines		bacterial metabolite;
environmental contaminant;
nasal decongestant;
plant metabolite;
sympathomimetic agent;
vasoconstrictor agent;
xenobiotic
methamphetamine
Methamphetamine: A central nervous system stimulant and sympathomimetic with actions and uses similar to DEXTROAMPHETAMINE. The smokable form is a drug of abuse and is referred to as crank, crystal, crystal meth, ice, and speed.. methamphetamine : A member of the class of amphetamines in which the amino group of (S)-amphetamine carries a methyl substituent.		2.3110amphetamines;
secondary amine		central nervous system stimulant;
environmental contaminant;
neurotoxin;
psychotropic drug;
xenobiotic
methoxyacetic acid
methoxyacetic acid: RN given refers to parent cpd. methoxyacetic acid : A monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a methoxy group.		2.0510ether;
monocarboxylic acid		antineoplastic agent;
apoptosis inducer;
human xenobiotic metabolite;
mutagen
naphthyl acetate
naphthyl acetate: do not confuse with naphthaleneacetic acid; acetic acid ester of naphthol		2.0510
2,2,2-trifluoroethyl allyl ether
[no description available]		2.3110
deuterium
Deuterium: The stable isotope of hydrogen. It has one neutron and one proton in the nucleus.		2.0610dihydrogen
fluorine
Fluorine: A nonmetallic, diatomic gas that is a trace element and member of the halogen family. It is used in dentistry as fluoride (FLUORIDES) to prevent dental caries.		6.9910diatomic fluorine;
gas molecular entity		NMR chemical shift reference compound
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.0510benzenes;
phenyl acetates
methyl phenylglycine
methyl phenylglycine: RN given refers to parent cpd without isomeric designation		2.0110
thiourea
Thiourea: A photographic fixative used also in the manufacture of resins. According to the Fourth Annual Report on Carcinogens (NTP 85-002, 1985), this substance may reasonably be anticipated to be a carcinogen (Merck Index, 9th ed). Many of its derivatives are ANTITHYROID AGENTS and/or FREE RADICAL SCAVENGERS.. thiourea : The simplest member of the thiourea class, consisting of urea with the oxygen atom substituted by sulfur.		2.0210one-carbon compound;
thioureas;
ureas		antioxidant;
chromophore
tert-butyldimethylsilane
[no description available]		2.0210
ConditionIndicatedRelationship StrengthStudiesTrials
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0610
Chemical Dependence
[description not available]		03.8510
Substance-Related Disorders
Disorders related to substance use or abuse.		03.8510
chemdatabank.com