Ethyl bromoacetate-13C2

Base Information

• Chemical Name: Ethyl bromoacetate-13C2
• CAS No.: 61898-49-5
• Molecular Formula: C4H7 Br O2
• Molecular Weight: 168.98
• European Community (EC) Number: 626-700-1
• DSSTox Substance ID: DTXSID70447589
• Nikkaji Number: J1.051.513K
• Wikidata: Q82266463
• Mol file: 61898-49-5.mol

Synonyms:Ethyl bromoacetate-13C2;61898-49-5;Ethyl Bromoacetate-1,2-13C2;SCHEMBL1332372;Ethyl Bromoacetate-1,2 13C2;DTXSID70447589;AKOS015915704;CS-T-54388;Ethyl bromoacetate-13C2, 99 atom % 13C

Chemical Property of Ethyl bromoacetate-13C2

Chemical Property:

• Boiling Point: 159 °C(lit.)
• Flash Point: 118 °F
• PSA: 26.30000
• Density: 1.524 g/mL at 25 °C
• LogP: 0.94440
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 167.96965
• Heavy Atom Count: 7
• Complexity: 62.7

Purity/Quality:

98%Min ^*data from raw suppliers

Ethyl Bromoacetate-1,2-13C2| ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 26-45-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CBr
• Isomeric SMILES: CCO[13C](=O)[13CH2]Br
• Uses: Labeled Ethyl Bromoacetate, is used in the synthesis of 13C4-labeled metabolites of carcinogenic PAHs. Used in the preparation of steroidal antiestrogens through cyclic condensation. A reactant in the preparation of antimicrobial and antioxidant coumarinyloxymethyl-thiadiazolone. Ethyl BroMoacetate-1,2-13C2 is used in the synthesis of 13C4-labeled metabolites of carcinogenic PAHs. Used in the preparation of steroidal antiestrogens through cyclic condensation. A reactant in the preparation of antimicrobial and antioxidant coumarinyloxymethyl-thiadiazolone.

Technology Process of Ethyl bromoacetate-13C2

There total 2 articles about Ethyl bromoacetate-13C2 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: 93.0%

ethanol (64-17-5) + bromo[1,2-13C2]acetic acid (52947-00-9) → ethyl bromoacetate-(13)C2 (61898-49-5)

Guidance literature:

bromo[1,2-¹³C₂]acetic acid; With oxalyl dichloride; at 20 ℃; for 30h;

ethanol; at 20 ℃; for 0.5h; Further stages.;

DOI:10.1021/ja012368h

Reference yield: 44.0%

[1,2-13C2]acetic acid (16651-47-1) + ethanol (64-17-5) → ethyl bromoacetate-(13)C2 (61898-49-5)

Guidance literature:

[1,2-13C₂]acetic acid; With phosphorus; bromine; at 120 ℃; for 5h;

ethanol; at 20 ℃; for 12h;

DOI:10.1002/jlcr.583

Reference yield: 100.0%

ethyl bromoacetate-(13)C2 (61898-49-5) + triethyl phosphite (122-52-1) → [13C2]-triethyl phosphonoacetate (100940-60-1)

Guidance literature:

at 180 ℃; for 0.5h;

DOI:10.1002/recl.19921110307

upstream raw materials:

[1,2-13C₂]acetic acid

ethanol

bromo[1,2-¹³C₂]acetic acid

Downstream raw materials:

[¹³C₂]-triethyl phosphonoacetate

C₉⁽¹³⁾C₂H₉⁽²⁾H₅O₃

(ethoxycarbonyl<13C>methyliden)triphenylphosphorane

(ethoxycarbonyl<13C>methyl)triphenylphosphonium bromide

Refernces

• 1、 Schütt, Jessica,Schieberle, Peter. "Quantitation of Nine Lactones in Dairy Cream by Stable Isotope Dilution Assays Based on Novel Syntheses of Carbon-13-Labeled γ-Lactones and Deuterium-Labeled δ-Lactones in Combination with Comprehensive Two-Dimensional Gas Chromatography with Time-of-Flight Mass Spectrometry". . p. 10534 - 10541. Retrieved 2017/12/15.