Ethane, 2-bromo-1,1,1-trimethoxy-

Base Information

• Chemical Name: Ethane, 2-bromo-1,1,1-trimethoxy-
• CAS No.: 40070-40-4
• Molecular Formula: C5H11BrO3
• Molecular Weight: 199.045
• DSSTox Substance ID: DTXSID50448791
• Wikidata: Q82267943
• Mol file: 40070-40-4.mol

Synonyms:Ethane, 2-bromo-1,1,1-trimethoxy-;40070-40-4;Trimethyl Bromoorthoacetate;2-bromo-1,1,1-trimethoxyethane;SCHEMBL4197507;DTXSID50448791;AKOS028111986

Chemical Property of Ethane, 2-bromo-1,1,1-trimethoxy-

Chemical Property:

• Boiling Point: 185.8±35.0 °C(Predicted)
• PSA: 27.69000
• Density: 1.388±0.06 g/cm3(Predicted)
• LogP: 0.97430
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility.: Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 197.98916
• Heavy Atom Count: 9
• Complexity: 64.3

Purity/Quality:

TrimethylBromoorthoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(CBr)(OC)OC
• Uses: Trimethyl Bromoorthoacetate is an intermediate in the synthesis of 3,6-Bis(2-hydroxyethyl)-2-pyrazinepropanoic Acid (B444100), an impurity of Clavulanic Acid (C563750).

Technology Process of Ethane, 2-bromo-1,1,1-trimethoxy-

There total 5 articles about Ethane, 2-bromo-1,1,1-trimethoxy- 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: 70.0%

Trimethyl orthoacetate (1445-45-0) → trimethyl 2-bromoorthoacetate (40070-40-4)

Guidance literature:

With pyridine; bromine; Ambient temperature;

DOI:10.1055/s-1992-26269

Reference yield:

1,2-dibromo-1-fluoro-ethene (358-98-5) + sodium methylate (124-41-4) → trimethyl 2-bromoorthoacetate (40070-40-4) + bromoacetic acid methyl ester (96-32-2) + (E)-1,2-Dibromo-1-methoxy-ethene + (E)-2-Bromo-1-fluoro-1-methoxy-ethene + (Z)-2-Bromo-1-fluoro-1-methoxy-ethene

Guidance literature:

In methanol; Product distribution; Mechanism; other reactant: 1,2-dichloro-1-fluoroethene, other sodium alkoxides, other solvents: corresponding alcohols;

Reference yield:

1,2-dibromo-1-fluoro-ethene (358-98-5) + sodium methylate (124-41-4) → trimethyl 2-bromoorthoacetate (40070-40-4) + (Z)-2-Bromo-1-fluoro-1-methoxy-ethene + (Z)-1,2-Dibromo-1-methoxy-ethene

Guidance literature:

In methanol; for 0.5h; Heating;

upstream raw materials:

Trimethyl orthoacetate

1,2-dibromo-1-fluoro-ethene

sodium methylate

pyridine

Downstream raw materials:

1,1-dimethoxyethylene

4-(2,3-Dimethoxyphenyl)-1,3-dimethyl-2-piperidinone

Refernces

• 1、 Kesteleyn, Bart,De Kimpe, Norbert. "Synthesis of mimosamycin". . p. 635 - 639. Retrieved 2007/10/03.
• 2、 Shainyan, B. A.,Vereshchagin, A. L.. "NUCLEOPHILIC REACTIONS AT A VINYLIC CENTER. XXVIII. FLUOROCHLOROETHENES AND FLUOROBROMOETHENES IN REACTIONS WITH SODIUM ALCOHOLATES AND ARENETHIOLATES". . p. 1981 - 1988. Retrieved 2007/10/02.