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134910

Sigma-Aldrich

(1R,2S)-(−)-Ephedrin

98%

Synonym(e):

(−)-Ephedrin, (1R,2S)-(−)-α-(1-Methylaminoethyl)-benzylalkohol, (1R,2S)-(−)-2-Methylamino-1-phenyl-1-propanol, L-α-(1-Methylaminoethyl)-benzylalkohol

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About This Item

Lineare Formel:
C6H5CH[CH(NHCH3)CH3]OH
CAS-Nummer:
299-42-3
Molekulargewicht:
165.23
Beilstein:
2208730
EG-Nummer:
206-080-5
MDL-Nummer:
MFCD00064257
UNSPSC-Code:
12352116
PubChem Substanz-ID:
24848190
NACRES:
NA.22
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Qualitätsniveau

200

Assay

98%

Form

solid

Optische Aktivität

[α]21/D −41°, c = 5 in 1 M HCl

bp

255 °C (lit.)

mp (Schmelzpunkt)

37-39 °C (lit.)

Dichte

1.124 g/mL at 25 °C (lit.)

Funktionelle Gruppe

amine
hydroxyl
phenyl

Lagertemp.

2-8°C

SMILES String

CN[C@@H](C)[C@H](O)c1ccccc1

InChI

1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10-/m0/s1

InChIKey

KWGRBVOPPLSCSI-WPRPVWTQSA-N

Verwandte Kategorien

Allgemeine Beschreibung

(1R,2S)-(-)-Ephedrine, a chiral β-amino alcohol, is commonly used as a chiral auxiliary in asymmetric synthesis.[1] It undergoes reduction to form (+)-methamphetamine.[2]

Anwendung

Versatile chiral synthon,[3] employed in catalysis[4] and in the preparation of optically pure sulfoxides[5] and oxazolidines.[6]
(1R,2S)-(-)-Ephedrine can be used in the preparation of optically active phosphine-phosphonite ligands[7] and chirally-substituted cyclopentadienyl (Cp) ligands.[8] It reacts with phosphorus trichloride to form (2R,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine.[9] It can also act as a chiral resolving agent for (±)-mandelic acid.[10]

Anwendung

Produkt-Nr.
Beschreibung
Preisangaben

Piktogramme

CorrosionExclamation mark
GHS05,GHS07

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1B

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flammpunkt (°F)

186.8 °F - closed cup

Flammpunkt (°C)

86 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
STBJ7974
STBG4818V
STBG2435V
STBF3993V
STBF0862V

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Die Dokumentenbibliothek aufrufen

(1R,2S)-Ephedrine
Soai K and Hitchcock SR
e-EROS Encyclopedia of Reagents for Organic Synthesis. null
Synthetic Communications, 829-829 (1992)
Tetrahedron Asymmetry, 2, 1123-1123 (1991)
A novel chiral cyclopentadienyl ligand based on ephedrine
van der Zeijden AAH
Tetrahedron Asymmetry, 6(4), 913-918 (1995)
Penelope P Howards et al.
PloS one, 7(11), e50372-e50372 (2012-11-21)
Medications may be consumed periconceptionally before a woman knows she is pregnant. In this study, the authors evaluate the association of a prescription diet drug (Letigen) containing ephedrine (20 mg) and caffeine (200 mg) with spontaneous abortion (SAB) in the
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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