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460516

Sigma-Aldrich

Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate

96%

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About This Item

Linear Formula:
ClCH2CH(OH)CH2CO2C2H5
CAS Number:
90866-33-4
Molecular Weight:
166.60
MDL number:
MFCD00211242
UNSPSC Code:
12352101
PubChem Substance ID:
24869705
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

assay

96%

optical activity

[α]23/D +14°, neat

optical purity

ee: 97% (GLC)

refractive index

n20/D 1.453 (lit.)

bp

93-95 °C/5 mmHg (lit.)

density

1.19 g/mL at 25 °C (lit.)

functional group

chloro
ester
hydroxyl

SMILES string

CCOC(=O)C[C@@H](O)CCl

InChI

1S/C6H11ClO3/c1-2-10-6(9)3-5(8)4-7/h5,8H,2-4H2,1H3/t5-/m1/s1

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1 of 4

This Item
444197460524338125
Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate 96%

460516

Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate

3-Ethyl-3-oxetanemethanol 96%

444197

3-Ethyl-3-oxetanemethanol

Ethyl (S)-(−)-4-chloro-3-hydroxybutyrate 96%

460524

Ethyl (S)-(−)-4-chloro-3-hydroxybutyrate

(R)-(−)-Glycidyl butyrate 96%

338125

(R)-(−)-Glycidyl butyrate

assay

96%

assay

96%

assay

96%

assay

96%

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

bp

93-95 °C/5 mmHg (lit.)

bp

96 °C/4 mmHg (lit.)

bp

93-95 °C/5 mmHg (lit.)

bp

197 °C (lit.)

density

1.19 g/mL at 25 °C (lit.)

density

1.019 g/mL at 25 °C (lit.)

density

1.19 g/mL at 25 °C (lit.)

density

1.032 g/mL at 20 °C (lit.)

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.453 (lit.)

refractive index

n20/D 1.428 (lit.)

optical activity

[α]23/D +14°, neat

optical activity

-

optical activity

[α]23/D −14°, neat

optical activity

[α]25/D −31°, neat

Application

Ethyl (R)-(+)-4-chloro-3-hydroxybutyrate is a chiral building block that can be used:
  • To prepare allyl stannane, a precursor for the total synthesis of macrolide iriomoteolide-1b.[1]
  • As a starting material for the synthesis of a chiral g-αmino acid fragment, which in turn is used to prepare the immunosuppressive agent FR252921.[2]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCR0290
    MKCC7625
    MKBP3224V
    09812HA
    06306CB

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