369675
(S)-(+)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride
99%
Synonym(s):
(S)-(+)-MTPA-Cl, Mosher’s acid chloride
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About This Item
Linear Formula:
C6H5C(OCH3)(CF3)COCl
CAS Number:
Molecular Weight:
252.62
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3591562
Assay:
99%
Form:
liquid
Quality Level
assay
99%
form
liquid
optical purity
ee: 98% (GLC)
refractive index
n20/D 1.469 (lit.)
bp
213-214 °C (lit.)
density
1.35 g/mL at 25 °C (lit.)
functional group
acyl chloride, ether, fluoro, phenyl
storage temp.
−20°C
SMILES string
CO[C@@](C(Cl)=O)(c1ccccc1)C(F)(F)F
InChI
1S/C10H8ClF3O2/c1-16-9(8(11)15,10(12,13)14)7-5-3-2-4-6-7/h2-6H,1H3/t9-/m1/s1
InChI key
PAORVUMOXXAMPL-SECBINFHSA-N
General description
(S)-(+)-α-Methoxy-α-trifluoromethylphenylacetyl chloride is commonly used as a derivatizing agent in Mosher ester analysis and Mosher amide analysis, which are NMR-based methods for determining the absolute configuration of the chiral carbon center in secondary alcohols and amines, respectively.
Application
Used in the synthesis of natural products and pheromones.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
doi:10.1038/nprot.2007.354
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Danger
hcodes
Hazard Classifications
Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
192.2 °F - closed cup
flash_point_c
89 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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José Luis García Ruano et al.
Organic letters, 6(11), 1757-1760 (2004-05-21)
A new type of vinylogous tin-Pummerer rearrangement reaction was observed when benzyl tin derivatives containing a sulfinyl group at the ortho position were allowed to react with acyl chlorides or TFAA. The reaction is thought to proceed by nucleophilic attack
Identification of two sex pheromone components of the potato aphid, Macrosiphum euphorbiae (Thomas).
Seyed H Goldansaz et al.
Journal of chemical ecology, 30(4), 819-834 (2004-07-21)
Females of the potato aphid Macrosiphum euphorbiae exhibit typical calling behavior, with virgin female oviparae raising their back legs off the substrate to release sex pheromone from glands on the tibia. Airborne collections from calling oviparae were analyzed by GC
Synthesis of beta-hydroxyaldehydes with stereogenic quaternary carbon centers by direct organocatalytic asymmetric aldol reactions.
Nobuyuki Mase et al.
Angewandte Chemie (International ed. in English), 43(18), 2420-2423 (2004-04-29)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 369675-250MG | 04061831833201 |
| 369675-50MG | 04061831833218 |