4,4-Dimethylpentanoic acid

Base Information

• Chemical Name: 4,4-Dimethylpentanoic acid
• CAS No.: 1118-47-4
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• Hs Code.: 2915900090
• European Community (EC) Number: 619-177-6,827-415-7
• DSSTox Substance ID: DTXSID30880579
• Nikkaji Number: J421.561C
• Wikidata: Q81981588
• Metabolomics Workbench ID: 213
• ChEMBL ID: CHEMBL4873436
• Mol file: 1118-47-4.mol

Synonyms:4,4-dimethylpentanoic acid;1118-47-4;Neoheptanoic acid;4,4-dimethyl valeric acid;4,4-dimethyl-pentanoic acid;Pentanoic acid, 4,4-dimethyl-;Pentanoic acid,4,4-dimethyl-;4,4-DIMETHYLPENTANOICACID;95823-36-2;NCIOpen2_002964;4,4-dimethyl pentanoic acid;SCHEMBL120318;CHEMBL4873436;4,4-DIMETHYLVALERIC ACID;DTXSID30880579;CHEBI:180005;AB7068;LMFA01020144;MFCD00101613;AKOS005111150;4,4-dimethylpentanoic acid, AldrichCPR;BS-13107;LS-96087;BB 0260734;CS-0440906;FT-0681341;EN300-80467;Z819990896

Chemical Property of 4,4-Dimethylpentanoic acid

Chemical Property:

• Vapor Pressure: 0.0889mmHg at 25°C
• Melting Point: 81.5-82 °C
• Refractive Index: 1.432
• Boiling Point: 207.8 °C at 760 mmHg
• PKA: pK1:4.79 (18°C)
• Flash Point: 92 °C
• PSA: 37.30000
• Density: 0.938 g/cm³
• LogP: 1.89730
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 130.099379685
• Heavy Atom Count: 9
• Complexity: 100

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,4-Dimethylpentanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)CCC(=O)O

Technology Process of 4,4-Dimethylpentanoic acid

There total 37 articles about 4,4-Dimethylpentanoic 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: 85.0%

tert-butylethylene (558-37-2) + oxalic acid (144-62-7,97993-78-7) → 4,4-dimethylpentanoic acid (1118-47-4)

Guidance literature:

With palladium diacetate; acetic anhydride; P(p-C₆H₄F)3; In toluene; at 80 ℃; for 72h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02101

Reference yield: 85.0%

β-Propiolactone (57-57-8) + tert-butylmagnesium chloride (677-22-5) → 4,4-dimethylpentanoic acid (1118-47-4)

Guidance literature:

copper(l) chloride; at 0 ℃; for 0.25h;

DOI:10.1246/cl.1980.571

Reference yield: 58.0%

1-chloro-3,3-dimethylbutane (2855-08-5) + carbon dioxide (124-38-9,18923-20-1) → 4,4-dimethylpentanoic acid (1118-47-4)

Guidance literature:

With magnesium; In diethyl ether; for 1.5h; Heating;

DOI:10.1002/(SICI)1099-1395(199907)12:7<564::AID-POC164>3.0.CO;2-2

upstream raw materials:

4,4-dimethyl-1-pentanol

1-chloro-3,3-dimethylbutane

4,4-dimethyl-pentanamide

β-tert-butylacrylic acid

Downstream raw materials:

ethyl 4,4-dimethylpentanoate

1-bromo-4,4-dimethylpentane

5-[4-(4,4-dimethyl-pentyloxy)-phenyl]-pent-4-ynoic acid methyl ester

5-[4-(2-isopropyl-4,4-dimethyl-pentyloxy)-phenyl]-pent-4-ynoic acid methyl ester

Refernces

• 1、 Talaty,E.R. et al.. "-". . p. 3665 - 3668. Retrieved 1978.
• 2、 -. "PROCESS FOR THE DIRECT CONVERSION OF ALKENES TO CARBOXYLIC ACIDS". Paragraph 0029-0032. . Retrieved 2019/07/10.
• 3、 -. "CATALYTIC CARBOXYLATION OF ACTIVATED ALKANES AND/OR OLEFINS". Page/Page column 64; 72; 73. . Retrieved 2018/02/28.