3-(Benzyloxy)-2,2-dimethylpropanoic acid

Base Information

• Chemical Name: 3-(Benzyloxy)-2,2-dimethylpropanoic acid
• CAS No.: 36881-14-8
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• European Community (EC) Number: 827-632-7
• DSSTox Substance ID: DTXSID70541798
• Nikkaji Number: J1.333.760H
• Wikidata: Q82418240
• Mol file: 36881-14-8.mol

Synonyms:3-(benzyloxy)-2,2-dimethylpropanoic acid;36881-14-8;2,2-dimethyl-3-phenylmethoxypropanoic acid;Propanoic acid, 2,2-dimethyl-3-(phenylmethoxy)-;SCHEMBL1691754;DTXSID70541798;LGPTVHABQNQBSK-UHFFFAOYSA-N;AKOS018179047;2,2-dimethyl-3-benzyloxypropionic acid;3-Benzyloxy-2,2-dimethylpropionic acid;3-(benzyloxy)-2,2-dimethylpropanoicacid;3-benzyloxy-2,2-dimethyl-propionic acid;BS-42542;CS-0214834;2,2-Dimethyl-3-(phenylmethoxy)propanoic acid;EN300-197680;F91940;A1-06717;Z1335956862

Chemical Property of 3-(Benzyloxy)-2,2-dimethylpropanoic acid

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(COCC1=CC=CC=C1)C(=O)O

Technology Process of 3-(Benzyloxy)-2,2-dimethylpropanoic acid

There total 13 articles about 3-(Benzyloxy)-2,2-dimethylpropanoic 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: 99.0%

2,2-dimethyl-3-(benzyloxy)propionitrile (132259-96-2) → 3-(benzyloxy)-2,2-dimethylpropionic acid (36881-14-8)

Guidance literature:

With potassium hydroxide; potassium carbonate; In methanol; at 140 ℃; for 22h;

Reference yield: 99.0%

3-benzyloxypivalic aldehyde (38216-93-2) → 3-(benzyloxy)-2,2-dimethylpropionic acid (36881-14-8)

Guidance literature:

With potassium permanganate; In tert-butyl alcohol; for 0.166667h; Ambient temperature; 5percent NaH₂PO₄ pH=4.4;

DOI:10.1016/S0040-4039(00)84997-7

Reference yield: 98.0%

benzyl 3-(benzyloxy)-2,2-dimethylpropanoate (141942-91-8) → 3-(benzyloxy)-2,2-dimethylpropionic acid (36881-14-8)

Guidance literature:

With cyclohexa-1,4-diene; hydrogen; palladium on activated charcoal; In ethanol; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)74195-5

upstream raw materials:

pivalolactone

benzyl alcohol

3-benzyloxypivalic aldehyde

benzyl bromomethyl ether

Downstream raw materials:

1-diazo-4-(benzyloxy)-3,3-dimethylbutan-2-one

Refernces

• 1、 Schmidt, Andrea-Katharina C.,Stark, Christian B. W.. "TPAP-catalyzed direct oxidation of primary alcohols to carboxylic acids through stabilized aldehyde hydrates". supporting information; experimental part. p. 4164 - 4167. Retrieved 2011/10/08.
• 2、 Rega, Miriam,Candal, Paloma,Jimenez, Carlos,Rodriguez, Jaime. "Mycothiazole: Synthesis of the C8-C18 subunit and further evidence of the (Z)-Δ14 double bond configuration". . p. 934 - 942. Retrieved 2008/02/13.