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338419

Sigma-Aldrich

(R)-(+)-3-Chloro-1-phenyl-1-propanol

98%

Synonym(s):

α-(2-Chloroethyl)benzyl alcohol, (R)-(+)-α-(2-Chloroethyl)benzyl alcohol, (R)-(+)-3-Chloro-1-phenylpropanol

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About This Item

Linear Formula:
ClCH2CH2CH(C6H5)OH
CAS Number:
100306-33-0
Molecular Weight:
170.64
Beilstein/REAXYS Number:
5250766
MDL number:
MFCD00075128
UNSPSC Code:
12352101
PubChem Substance ID:
24860543
NACRES:
NA.22

assay

98%

form

solid

optical activity

[α]24/D +26°, c = 1 in chloroform

optical purity

ee: 99% (GLC)

mp

58-60 °C (lit.)

SMILES string

O[C@H](CCCl)c1ccccc1

InChI

1S/C9H11ClO/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9,11H,6-7H2/t9-/m1/s1

InChI key

JZFUHAGLMZWKTF-SECBINFHSA-N

Application

(R)-(+)-3-Chloro-1-phenyl-1-propanol may be used as a building block in the synthesis of antidepressants such as (R)- and (S)-tomoxetine, fluoxetine and nisoxetine. It may also be used in the synthesis of biologically active 2-substituted chromans such as tephrowatsin E.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An efficient route to enantiomerically pure antidepressants: tomoxetine, nisoxetine and fluoxetine.
Schneider MP and Goergens U.
Tetrahedron Asymmetry, 3(4), 525-528 (1992)
A stereocontrolled route to 2-substituted chromans.
Hodgetts KJ.
Tetrahedron Letters, 41(44), 8655-8659 (2000)

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