2-Bromo-1,1-dimethoxyethane

Base Information

• Chemical Name: 2-Bromo-1,1-dimethoxyethane
• CAS No.: 7252-83-7
• Molecular Formula: C4H9BrO2
• Molecular Weight: 169.018
• Hs Code.: 29110000
• European Community (EC) Number: 230-669-6
• NSC Number: 73700
• UNII: 7BKM28RJ5D
• DSSTox Substance ID: DTXSID2064608
• Nikkaji Number: J134.884A
• Wikidata: Q72451201
• Mol file: 7252-83-7.mol

Synonyms:2-Bromo-1,1-dimethoxyethane;7252-83-7;Bromoacetaldehyde dimethyl acetal;Ethane, 2-bromo-1,1-dimethoxy-;2,2-Dimethoxyethyl bromide;1-Bromo-2,2-dimethoxyethane;Dimethylbromoacetal;2,2-Dimethoxybromoethane;2-Bromoacetaldehyde dimethyl acetal;Acetaldehyde, bromo-, dimethyl acetal;C4H9BrO2;2-bromo-1,1-dimethoxy-ethane;Bromoacetoaldehyde Dimethyl Acetal;bromoacetaldehyde dimethylacetal;EINECS 230-669-6;NSC 73700;NSC-73700;MFCD00000213;1-bromo-2,2dimethoxyethane;7BKM28RJ5D;1,1-dimethoxy-2-bromoethane;bromacetaldehyde dimethylacetal;SCHEMBL136821;2-bromoethanal dimethyl acetal;bromoacetaldehyde-dimethylacetal;bromacetaldehyde dimethyl acetal;C4-H9-Br-O2;1,1-dimethoxy-2-bromo-ethane;2-bromo-1,1-dimethoxy ethane;bromoacetoaldehyde dimethylacetal;bromoacetaldehyde dimethyl acetai;DTXSID2064608;bromo-acetoaldehyde dimethylacetal;FUSFWUFSEJXMRQ-UHFFFAOYSA-;2-bromanyl-1,1-dimethoxy-ethane;2-bromoacetaldehyde dimethylacetal;2-bromoacetaldehyde-dimethylacetal;bromo-acetaldehyde dimethyl acetal;ethyl-3-(trimethylsilyl)propynoate;2-bromo-1, 1bis(methyloxy)ethane;Bromoacetaldehyde diethyl acetal(2-bromide-1,1-diethoxyethane);NSC73700;2-Bromo-1,1-dimethoxyethane, 0.2% potassium carbonate as stabilizer;2-Bromo-1,1-dimethoxyethane, 97%;AKOS006223686;BROMOACETALDEYDE DIMETHYL ACETAL;AC-2029;CS-W018536;PB47370;AS-13212;B1097;FT-0625125;EN300-68332;P16529;A837557;J-802166;Q-101943;F0001-1847;Bromoacetaldehyde dimethyl acetal 0.2% potassium carbonate as stabilizer

Chemical Property of 2-Bromo-1,1-dimethoxyethane

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 4.81mmHg at 25°C
• Refractive Index: n20/D 1.445(lit.)
• Boiling Point: 150.8 °C at 760 mmHg
• Flash Point: 53.9 °C
• PSA: 18.46000
• Density: 1.43 g/cm³
• LogP: 1.00020
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• Sensitive.: Moisture Sensitive
• Water Solubility.: insoluble
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 167.97859
• Heavy Atom Count: 7
• Complexity: 36.7

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-1,1-dimethoxyethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36-36/37/38
• Safety Statements: 26-36/39-28A-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(CBr)OC
• Description: 2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) is used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization. It is widely used in chemistry for the synthesis of a variety of antibiotics (including erythromycin and cephalosporins) and other drugs. It is an important and highly reactive bifunctional compound with a good leaving group and a masked aldehyde function. It can be used as a starting material in a variety of reactions to provide N-alkylated compounds, lactams, aldehydes, oximes, azides, and acyclic di-/polyselenides.
• Uses: 2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization. 2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA).

Technology Process of 2-Bromo-1,1-dimethoxyethane

There total 9 articles about 2-Bromo-1,1-dimethoxyethane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

methanol (67-56-1) + vinyl acetate (108-05-4,9003-20-7) → 1-bromo-2,2-dimethoxyethane (7252-83-7)

Guidance literature:

With bromine; at 20 ℃; Cooling;

DOI:10.1039/c1ob06284k

Reference yield:

vinyl acetate (108-05-4,9003-20-7) → 1-bromo-2,2-dimethoxyethane (7252-83-7)

Guidance literature:

With tetrachloromethane; Bromierung und Eintragen des Reaktionsgemisches in Methanol unter Kuehlung;

DOI:10.1021/ja01232a501

Reference yield:

methanol (67-56-1) + methoxyethene (107-25-5,9003-09-2) → 1-bromo-2,2-dimethoxyethane (7252-83-7)

Guidance literature:

With bromine; at -60 - -50 ℃;

upstream raw materials:

methanol

methoxyethene

vinyl acetate

1,2-dibromoethyl ethyl ether

Downstream raw materials:

imidazo[1,2-a]pyridine

(phenylseleno)acetaldehyde dimethyl acetal

2-bromomethyl-1,3-dioxolane

2-(2,2-dimethoxy-ethylsulfanyl)-benzoic acid

Refernces

• 1、 -. "Scavenger assisted combinatorial process for preparing libraries of tertiary amine compounds". . . Retrieved 2008/06/13.