2983-26-8

Basic information

• Product Name: 1,2-Dibromo-1-ethoxyethane
• Synonyms: 1,2-dibromo-1-ethoxyethane;1,2-DIBROMO-1-ETHOXYETHANE,=98.0%;(±)-1,2-Dibromoethyl ethyl ether
• CAS NO: 2983-26-8
• Molecular Formula: C₄H₈Br₂O
• Molecular Weight: 231.91
• EINECS: 221-040-7
• Mol File: 2983-26-8.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 185°C (rough estimate)
• Flash Point: 76.4 °C
• Appearance: /
• Density: 1.7320
• Vapor Pressure: 0.453mmHg at 25°C
• Refractive Index: 1.5044 (estimate)
• CAS DataBase Reference: 1,2-Dibromo-1-ethoxyethane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dibromo-1-ethoxyethane(2983-26-8)
• EPA Substance Registry System: 1,2-Dibromo-1-ethoxyethane(2983-26-8)

Safety Data

• Hazardous Substances Data: 2983-26-8(Hazardous Substances Data)

Usage

General Description

1,2-Dibromo-1-ethoxyethane is a chemical compound with the formula C4H8Br2O. It is a colorless to light yellow liquid with a pleasant odor. This chemical is generally used in organic synthesis as a brominating agent. It is known to be a hazardous substance due to its acute toxicity, which can cause harm if swallowed, inhaled or in contact with the skin. It also has the potential to cause serious eye damage, and long-term exposure could have detrimental effects on human health. Therefore, proper handling and usage precautions should be followed while dealing with 1,2-Dibromo-1-ethoxyethane.

InChI:InChI=1/C4H8Br2O/c1-2-7-4(6)3-5/h4H,2-3H2,1H3

Upstream product

• 7081-78-9 1-chloroethyl ethyl ether 
• 7726-95-6 bromine 
• 109-92-2 ethyl vinyl ether 
• 64-17-5 ethanol 
• 75-07-0 acetaldehyde 

Downstream Products

• 69151-24-2 4-(1,2-dibromo-ethyl)-1,2-dimethoxy-benzene 
• 94207-28-0 bis-[4-(1,2-dibromo-ethyl)-phenyl]-ether 
• 19484-05-0 1-((4-methoxy)phenyl)-1,2-dibromoethane 
• 591-93-5 1,4-Pentadiene 
• 18192-43-3 [4-(1-ethoxy-2-bromo-ethyl)-phenyl]-trimethyl-silane 
• 33002-22-1 (4-Bromo-3-ethoxy-but-1-ynyl)-tripropyl-silane 
• 1826-11-5 2-phenylthiazole 
• 19264-50-7 2-methyl-1,3,5-hexatriene 
• 43219-81-4 3,3-Dimethyl-1,4-pentenyne 
• 20697-98-7 5-methyl-1-hexen-3-yne 
• 85710-98-1 1-Bromo-2-ethoxy-2-(1-cyclhexene-3-oxy)ethane 
• 102093-99-2 ethyl phenyl bromoacetal 
• 3549-26-6 2-Brom-1-(m-trifluormethylphenyl)diethylether 
• 7252-83-7 1-bromo-2,2-dimethoxyethane 

Relevant articles and documents

Acid-Catalyzed Hydration of α-Cyano and α-Trifluoromethyl Vinyl Ethers. Additivity of Strongly Activating and Strongly Deactivating Substituent Effects

The reactivities of 1-cyano-1-ethoxyethylene (1) and 1-(trifluoromethyl)-1-ethoxypentene (2) in aqueous H2SO4 and D2SO4 have been measured.The kinetics and products establish the mechanism of these reactions as rate-limiting protonation on the double bond.The observed rates are predicted with surprising accuracy by the previously introduced correlation logkH+ = -10.5Σp+ - 8.92.

TOTAL SYNTHESIS OF (-)-ISOAVENACIOLIDE AND (-)-ETHISOLIDE

Natural isoavenaciolide and ethisolide were obtained from two bis-butyrolactone intermediates derived from a common bicyclic ester 8, prepared from D-ribose.

Chiral β-lithio enol ethers: Synthesis and properties

Chiral lithio enol ethers 1 obtained from corresponding Z-bromo enol ethers react with alkyliodides, acylchlorides, leading to new chiral enol ethers of controlled configuration 5-8.

Copper(I)-Catalyzed Stereo- and Chemoselective Borylative Radical Cyclization of Alkyl Halides Bearing an Alkene Moiety

The stereoselective borylative radical cyclization of alkyl halides containing an alkene moiety was developed using a copper(I)/diboron catalyst system. The optimized reaction conditions allowed us to control the chemoselectivity between the allylic substitution and the borylative radical cyclization. The borylation products were subsequently converted to highly functionalized organic compounds by derivatization of the newly formed C-B bond. This borylative radical cyclization offers a novel methodology for the stereoselective synthesis of various heterocyclic compounds.

Concise synthesis of the Hasubanan Alkaloid (±)-cepharatine A using a Suzuki coupling reaction to effect o,p -phenolic coupling

Suzuki coupling of 10 and 11 resulted in 9, which was O-alkylated to provide 12. Treatment of 12 with CsF in DMF resulted in the formation of the completed core structure 13 in a single step. Reductive amination of 13 completed the synthesis of (±)-cepharatine A, 4.

An efficient synthesis of a potential (-)-reserpine intermediate from (-)-shikimic acid of the chiral pool

A highly stereoselective route to the polysubstituted chiral octahydrobenzofuran 12, a potential synthon for the E-ring core in the (-)-reserpine synthesis, is described. The α-bromo acetal 11 was obtained from inexpensive (-)-shikimic acid (3) through a series of highly stereoselective chemical reactions (Scheme). Et3B/Bu 3SnH-Mediated intramolecular radical cyclization of 11 led to compound 12 with the required configuration.