230995
2-(2-Bromoethyl)-1,3-dioxolane
96%
Synonym(s):
3-Bromopropionaldehyde ethylene acetal
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About This Item
Empirical Formula (Hill Notation):
C5H9BrO2
CAS Number:
Molecular Weight:
181.03
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
242-551-1
Beilstein/REAXYS Number:
103516
MDL number:
Assay:
96%
Form:
liquid
Quality Segment
assay
96%
form
liquid
contains
sodium bicarbonate as stabilizer
refractive index
n
bp
68-70 °C/8 mmHg (lit.)
density
1.542 g/mL at 25 °C (lit.)
functional group
bromo, ether
storage temp.
2-8°C
SMILES string
BrCCC1OCCO1
InChI
1S/C5H9BrO2/c6-2-1-5-7-3-4-8-5/h5H,1-4H2
InChI key
GGZQLTVZPOGLCC-UHFFFAOYSA-N
General description
Copper-catalyzed borylation of 2-(2-bromoethyl)-1,3-dioxolane with bis(pinacolato)diboron followed by treatment with potassium bifluoride affords the key organotrifluoroborate reagent.
2-(2-Bromoethyl)-1,3-dioxolane is a cyclic ether derivative with a dioxolane ring, used as a building block in organic synthesis and polymer industry.
2-(2-Bromoethyl)-1,3-dioxolane is a cyclic ether derivative with a dioxolane ring, used as a building block in organic synthesis and polymer industry.
Application
2-(2-Bromoethyl)-1,3-dioxolane was used:
- as starting reagent for the synthesis of (5Z,9Z)-5,9-hexadecadienoic acid, (5Z,9Z)-5,9-nonadecadienoic acid and (5Z,9Z)-5,9-eicosadienoic acid
- in synthesis of 1-deoxy-castanospermine and 1-deoxy-8a-epi-castanospermine
- in asymmetric total synthesis of both enantiomers of marine mollusk metabolite pulo′upone via Evans′ asymmetric Diels-Alder reaction
- as alkylating agent for amines, dithianes and carboximides
- with eynamides and sodium azide in a "one-pot" synthesis of triazoles
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 2
flash_point_f
149.0 °F - closed cup
flash_point_c
65 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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