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Key Documents

369675

Sigma-Aldrich

(S)-(+)-α-Methoxy-α-(trifluoromethyl)phenylacetyl chloride

99%

Sinonimo/i:

(S)-(+)-MTPA-Cl, Mosher’s acid chloride

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About This Item

Formula condensata:
C6H5C(OCH3)(CF3)COCl
Numero CAS:
Peso molecolare:
252.62
Beilstein:
3591562
Numero MDL:
Codice UNSPSC:
12352101
ID PubChem:
NACRES:
NA.22

Livello qualitativo

Saggio

99%

Forma fisica

liquid

Purezza ottica

ee: 98% (GLC)

Indice di rifrazione

n20/D 1.469 (lit.)

P. eboll.

213-214 °C (lit.)

Densità

1.35 g/mL at 25 °C (lit.)

Gruppo funzionale

acyl chloride
ether
fluoro
phenyl

Temperatura di conservazione

−20°C

Stringa SMILE

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
PAORVUMOXXAMPL-SECBINFHSA-N

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Descrizione generale

(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.

Applicazioni

Used in the synthesis of natural products and pheromones.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Altre note

doi:10.1038/nprot.2007.354

Pittogrammi

Corrosion

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Skin Corr. 1B

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

192.2 °F - closed cup

Punto d’infiammabilità (°C)

89 °C - closed cup

Dispositivi di protezione individuale

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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)
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
Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons.
Hoye TR, et al.
Nature Protocols, 2(10), 2451-2458 (2007)
K J Miller et al.
Journal of chromatography, 307(2), 335-342 (1984-05-11)
High-performance liquid chromatography (HPLC) was employed for resolution of enantiomers of chiral ring-substituted 1-phenyl-2- aminopropanes (amphetamines) and 1-phenylethylamine following derivatization with four chiral reagents: (R)-(+)-1-phenylethyl isocyanate ( PEIC ), (-)-alpha-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride ( MTPA X Cl), 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate ( GITC )

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