Bromoacetic-13c2 acid

Base Information

• Chemical Name: Bromoacetic-13c2 acid
• CAS No.: 52947-00-9
• Molecular Formula: C2H3BrO2
• Molecular Weight: 140.97
• European Community (EC) Number: 685-275-0
• Nikkaji Number: J1.207.611H
• Mol file: 52947-00-9.mol

Synonyms:52947-00-9;Bromoacetic-13c2 acid;Bromoacetic-1,2-13C2 Acid;Bromoacetic acid-13C2;Bromo(13C2)acetic acid;13C Labeled bromoacetic acid;Bromoacetic-1,2 13C2 Acid;SCHEMBL1332313;AKOS015893932;CS-T-49604;Bromoacetic acid-13C2, 99 atom % 13C

Chemical Property of Bromoacetic-13c2 acid

Chemical Property:

• Melting Point: 47-49 °C(lit.)
• Refractive Index: 1.506
• Boiling Point: 208 °C(lit.)
• Flash Point: >230 °F
• PSA: 37.30000
• Density: 2.003g/cm³
• LogP: 0.46590
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 139.93835
• Heavy Atom Count: 5
• Complexity: 42.9

Purity/Quality:

99% ^*data from raw suppliers

Bromoacetic-1,2-13C2Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,C,N
• Statements: 23/24/25-35-50-43
• Safety Statements: 26-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)O)Br
• Isomeric SMILES: [13CH2]([13C](=O)O)Br
• Uses: BroMoacetic acid-13C2 is a relatively strong alkylating agent as well as a versatile building block used very commonly in organic synthesis. Bromoacetic acid has been shown to re versibly inhibit human erythrocyte carbonic anhydrase B.

Technology Process of Bromoacetic-13c2 acid

There total 1 articles about Bromoacetic-13c2 acid 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: 98.0%

[1,2-13C2]acetic acid (16651-47-1) → bromo[1,2-13C2]acetic acid (52947-00-9)

Guidance literature:

With bromine; trifluoroacetic anhydride; for 16h;

DOI:10.1002/(SICI)1099-0690(200003)2000:5<861::AID-EJOC861>3.0.CO;2-E

Reference yield: 100.0%

bromo[1,2-13C2]acetic acid (52947-00-9) → (1,2-13C2) glycolic acid (111389-68-5)

Guidance literature:

With sodium hydroxide; In water; at 50 ℃; for 3h;

DOI:10.1002/jlcr.2580340806

Reference yield: 97.0%

bromo[1,2-13C2]acetic acid (52947-00-9) + benzyl alcohol (100-51-6,185532-71-2) → 2-O-benzyl-[1,2-13C2]glycolic acid (267411-67-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1002/(SICI)1099-0690(200003)2000:5<861::AID-EJOC861>3.0.CO;2-E

upstream raw materials:

[1,2-13C₂]acetic acid

Downstream raw materials:

(1,2-13C₂) glycolic acid

2-O-benzyl-[1,2-13C₂]glycolic acid

ethyl bromoacetate-⁽¹³⁾C₂

2-(phenylthio)[1,2-¹³C₂]acetic acid

Refernces

• 1、 Wisse, Patrick,Gold, Henrik,Mirzaian, Mina,Ferraz, Maria J.,Lutteke, Ginger,Van Den Berg, Richard J. B. H. N.,Van Den Elst, Hans,Lugtenburg, Johan,Van Der Marel, Gijsbert A.,Aerts, Johannes M. F. G.,Codée, Jeroen D. C.,Overkleeft, Herman S.. "Synthesis of a panel of carbon-13-labelled (glyco)sphingolipids". . p. 2661 - 2677. Retrieved 2015/04/27.
• 2、 Creemers, Alain F. L.,Lugtenburg, Johan. "The preparation of all-trans uniformly 13C-labeled retinal via a modular total organic synthetic strategy. Emerging central contribution of organic synthesis toward the structure and function study with atomic resolution in protein research". . p. 6324 - 6334. Retrieved 2007/10/03.