3-Hydroxy-2,2-dimethylpropanoic acid

Base Information

• Chemical Name: 3-Hydroxy-2,2-dimethylpropanoic acid
• CAS No.: 4835-90-9
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Hs Code.: 2918199090
• European Community (EC) Number: 225-419-8
• NSC Number: 115936
• UNII: BJP2CXK56P
• DSSTox Substance ID: DTXSID4063616
• Nikkaji Number: J39.928K
• Wikidata: Q27274706
• Mol file: 4835-90-9.mol

Synonyms:4835-90-9;3-Hydroxy-2,2-dimethylpropanoic acid;2,2-Dimethyl-3-hydroxypropionic acid;Hydroxypivalic acid;3-Hydroxypivalic acid;3-Hydroxy-2,2-dimethylpropionic acid;Propanoic acid, 3-hydroxy-2,2-dimethyl-;UNII-BJP2CXK56P;BJP2CXK56P;EINECS 225-419-8;MFCD00059953;NSC 115936;NSC-115936;3- Hydroxypivalic acid;beta-hydroxy pivalic acid;HYDROXY PIVALIC ACID;SCHEMBL38932;DTXSID4063616;2,2-Dimethy13-hydroxypropionic acid;2,2-DIMETHYLHYDRACRYLIC ACID;3-Hydroxy-2,2-dimethylpropanoicacid;AC7895;GEO-01199;NSC115936;2,2-dimethyl-3-hydroxypropanoic acid;AKOS006229590;2,2-dimethyl-3-hydroxy propanoic acid;2,2-Dimethyl-3-hydroxy propionic acid;2,2-dimethyl-3-hydroxy-propionic acid;3-hydroxy-2,2-dimethyl-propionic acid;AM90214;CS-W011224;3-Hydroxy-2,2-dimethylpropanoic acid #;HYDRACRYLIC ACID, 2,2-DIMETHYL-;AC-29208;AS-15428;BP-30038;SY017233;FT-0627156;H0661;EN300-65050;3-Hydroxy-2,2-dimethylpropanoic acid, AldrichCPR;A847217;AQ-917/40987623;J-660015;J-660055;Q27274706;Z997726628;.ALPHA.,.ALPHA.-DIMETHYL-.BETA.-HYDROXYPROPIONIC ACID;3-hydroxy-2,2-dimethyl-propanoicaci

Chemical Property of 3-Hydroxy-2,2-dimethylpropanoic acid

Chemical Property:

• Vapor Pressure: 0.00567mmHg at 25°C
• Melting Point: -16 °C(lit.)
• Refractive Index: n20/D 1.5215(lit.)
• Boiling Point: 242.8 °C at 760 mmHg
• PKA: 4.55±0.10(Predicted)
• Flash Point: 114.9 °C
• PSA: 57.53000
• Density: 1.144 g/cm³
• LogP: 0.08950
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water.
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 118.062994177
• Heavy Atom Count: 8
• Complexity: 95.8

Purity/Quality:

99.9% ^*data from raw suppliers

3-?HydroxypivalicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-41-37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(CO)C(=O)O
• Uses: 3-Hydroxy-2,2-dimethylpropionic acid is used as pharmaceutical intermediate.

Technology Process of 3-Hydroxy-2,2-dimethylpropanoic acid

There total 31 articles about 3-Hydroxy-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: 91.0%

2,2-dimethyl-3-hydroxypropionaldehyde (597-31-9) → 3-Hydroxy-2,2-dimethylpropanoic acid (4835-90-9)

Guidance literature:

2,2-dimethyl-3-hydroxypropionaldehyde; With sodium hydroxide; at 85 - 95 ℃; for 2h;

With ammonium hydroxide; H₁₀₄₄; at 60 ℃; for 8h; pH=7 - 9;

Reference yield: 88.0%

N-[3-acetoxy-2,2-dimethylpropanoyl]-S-methyl-S-2-pyridylsulfoximine (1384980-61-3) → 3-Hydroxy-2,2-dimethylpropanoic acid (4835-90-9) + imino(methyl)(pyridin-2-yl)-λ6-sulfanone (76456-06-9)

Guidance literature:

With hydrogenchloride; water; at 50 ℃; for 3h;

DOI:10.1021/ol301579q

Reference yield: 73.0%

Methyl 2,2-dimethyl-3-hydroxypropionate (14002-80-3) → 3-Hydroxy-2,2-dimethylpropanoic acid (4835-90-9)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/j.tet.2013.12.012

upstream raw materials:

2,2-dimethyl-3-hydroxypropionaldehyde

3-hydroxy-2,2-dimethylpropionitrile

3-acetoxy-2,2-dimethyl-propionitrile

2,2-dimethyl-3-pivaloyloxy-propionic acid

Downstream raw materials:

Methyl 2,2-dimethyl-3-hydroxypropionate

3-hydroxy-2,2-dimethyl-propionic acid ethyl ester

3-bromo-2,2-dimethylpropionic acid

3-acetoxy-2,2-dimethylpropionic acid

Refernces

• 1、 Nauser, Thomas,Buehler, Rolf E.. "Pivalic Acid as Combined Buffer and Scavenger for Studies of Cloud Water Chemistry with Pulse Radiolysis". . p. 3651 - 3656. Retrieved 1994.
• 2、 Frank,Krzemicki. "". . p. 410,411, 412. Retrieved 1964.
• 3、 Pickl, Mathias,Marín-Valls, Roser,Joglar, Jesús,Bujons, Jordi,Clapés, Pere. "Chemoenzymatic Production of Enantiocomplementary 2-Substituted 3-Hydroxycarboxylic Acids from l-α-Amino Acids". . p. 2866 - 2876. Retrieved 2021/04/14.