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Merck
CN

134910

(1R,2S)-(-)-麻黄碱

98%

别名:

(-)-麻黄碱, (1R,2S)-(-)-α-(1-甲基氨基乙基)苄醇, (1R,2S)-(-)-2-甲氨基-1-苯丙醇, L-盐酸麻黄碱

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关于此项目

线性分子式:
C6H5CH[CH(NHCH3)CH3]OH
化学文摘社编号:
分子量:
165.23
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-080-5
Beilstein/REAXYS Number:
2208730
MDL number:
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产品名称

(1R,2S)-(-)-麻黄碱, 98%

InChI key

KWGRBVOPPLSCSI-WPRPVWTQSA-N

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

SMILES string

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

assay

98%

form

solid

optical activity

[α]21/D −41°, c = 5 in 1 M HCl

bp

255 °C (lit.)

mp

37-39 °C (lit.)

density

1.124 g/mL at 25 °C (lit.)

functional group

amine
hydroxyl
phenyl

storage temp.

2-8°C

Quality Level

Application

通用手性合成子,用于催化以及制备光学纯亚砜和噁唑烷。
(1R,2S)-(-)-Ephedrine can be used in the preparation of optically active phosphine-phosphonite ligands and chirally-substituted cyclopentadienyl (Cp) ligands. It reacts with phosphorus trichloride to form (2R,4S,5R)-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazaphospholidine. It can also act as a chiral resolving agent for (±)-mandelic acid.

General description

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

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

存储类别

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

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A novel chiral cyclopentadienyl ligand based on ephedrine
van der Zeijden AAH
Tetrahedron Asymmetry, 6(4), 913-918 (1995)
Synthetic Communications, 829-829 (1992)
Tetrahedron Asymmetry, 2, 1123-1123 (1991)
Investigation of (1R, 2S)-(-)-Ephedrine by Cryogenic Terahertz Spectroscopy and Solid-State Density Functional Theory.
Hakey PM, et al
ChemPhysChem, 10(14), 2434-2444 (2009)
Enantiomeric Resolution of (?)-Mandelic Acid by (1R, 2S)-(-)-Ephedrine. An Organic Chemistry Laboratory Experiment Illustrating Stereoisomerism
Baar MR and Cerrone-Szakal AL
Journal of Chemical Education, 82(7), 1040-1040 (2005)

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