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16995

Sigma-Aldrich

(S)-(−)-(2-Bromoethyl)oxirane

technical, ≥90% (sum of enantiomers, GC)

Synonym(s):

(S)-(−)-4-Bromo-1,2-epoxybutane

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About This Item

Empirical Formula (Hill Notation):
C4H7BrO
CAS Number:
61847-07-2
Molecular Weight:
151.00
Beilstein:
1560144
MDL number:
MFCD00042984
UNSPSC Code:
12352005
PubChem Substance ID:
329751434
NACRES:
NA.22

grade

technical

Quality Level

100

Assay

≥90% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D −26±1°, c = 0.3% in chloroform

refractive index

n20/D 1.476

bp

80 °C/50 mmHg (lit.)

density

1.521 g/mL at 20 °C (lit.)

SMILES string

BrCC[C@H]1CO1

InChI

1S/C4H7BrO/c5-2-1-4-3-6-4/h4H,1-3H2/t4-/m0/s1

InChI key

ZKODPGZNBMIZFX-BYPYZUCNSA-N

Other Notes

Versatile bifunctional chiral building block with two different electrophilic centers

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

138.2 °F - closed cup

Flash Point(C)

59 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR8938V
BCBQ4076V
BCBP5196V
BCBN4710V
BCBB5416V

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Y. Yuasa et al.
Synthetic Communications, 27, 573-573 (1997)
Amy Hauck Newman et al.
Journal of medicinal chemistry, 52(8), 2559-2570 (2009-04-01)
In the present report, the D3 receptor pharmacophore is modified in the 2,3-diCl- and 2-OCH(3)-phenylpiperazine class of compounds with the goal to improve D3 receptor affinity and selectivity. This extension of structure-activity relationships (SAR) has resulted in the identification of
D. Seebach et al.
Liebigs Ann. Chem., 1007-1007 (1990)

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