HYDROCINNAMIC-2,2-D2 ACID

Base Information

• Chemical Name: HYDROCINNAMIC-2,2-D2 ACID
• CAS No.: 19136-97-1
• Molecular Formula: C9H8 D2 O2
• Molecular Weight: 152.19
• Mol file: 19136-97-1.mol

Synonyms:Hydrocinnamic-a,a-d2 acid (8CI)

Chemical Property of HYDROCINNAMIC-2,2-D2 ACID

Chemical Property:

• PSA: 37.30000
• LogP: 1.70380

Purity/Quality:

Hydrocinnamic-2,2-d2Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Hydrocinnamic-alpha,alpha-d2 Acid (CAS# 19136-97-1) is a useful isotopically labeled research compound.

Technology Process of HYDROCINNAMIC-2,2-D2 ACID

There total 12 articles about HYDROCINNAMIC-2,2-D2 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: 89.0%

5-benzyl-2,2-dimethyl-1,3-dioxane-4,6-dione (3709-27-1) → α-dideuterated 3-phenyl propionic acid (19136-97-1)

Guidance literature:

With water-d2; In pyridine; at 20 ℃; for 4h; Heating;

DOI:10.1002/(SICI)1099-1344(199909)42:9<835::AID-JLCR244>3.0.CO;2-R

Reference yield: 62.0%

carbon dioxide (124-38-9,18923-20-1) + 1,1,-d2-2-phenylethyl bromide (15785-29-2) → α-dideuterated 3-phenyl propionic acid (19136-97-1)

Guidance literature:

1,1,-d²-2-phenylethyl bromide; With magnesium; In tetrahydrofuran; Reflux;

carbon dioxide; In tetrahydrofuran;

DOI:10.1039/b916477d

Reference yield: 60.0%

3-phenyl-propionaldehyde (104-53-0) → α-dideuterated 3-phenyl propionic acid (19136-97-1)

Guidance literature:

3-phenyl-propionaldehyde; With N-chloro-succinimide; rac-Pro-OH; In dichloromethane; at 0 - 25 ℃;

With water-d2; potassium carbonate; 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; In dichloromethane;

upstream raw materials:

3-phenylpropanoic acid methyl ester

1,1,-d²-2-phenylethyl bromide

phenylpropionic acid sodium salt

5-benzyl-2,2-dimethyl-1,3-dioxane-4,6-dione

Downstream raw materials:

2-[D₂]-4-phenylbutanoic acid

C₁₆H₁₆⁽²⁾H₂O₃S

C₁₅H₁₄⁽²⁾H₂OSe

C₁₅H₁₄⁽²⁾H₂Se

Refernces

• 1、 Yan, Sheng-Yi,Han, Ye-Qiang,Yao, Qi-Jun,Nie, Xing-Liang,Liu, Lei,Shi, Bing-Feng. "Palladium(II)-Catalyzed Enantioselective Arylation of Unbiased Methylene C(sp3)?H Bonds Enabled by a 2-Pyridinylisopropyl Auxiliary and Chiral Phosphoric Acids". supporting information. p. 9093 - 9097. Retrieved 2018/07/25.
• 2、 MacLean, Micheal J.,Walker, Scott,Wang, Tianfang,Eichinger, Peter C. H.,Sherman, Patrick J.,Bowie, John H.. "Diagnostic fragmentations of adducts formed between carbanions and carbon disulfide in the gas phase. A joint experimental and theoretical study". experimental part. p. 371 - 377. Retrieved 2010/02/16.