3-Chloropivalic acid

Base Information

• Chemical Name: 3-Chloropivalic acid
• CAS No.: 13511-38-1
• Molecular Formula: C5H9ClO2
• Molecular Weight: 136.578
• Hs Code.: 2915900090
• European Community (EC) Number: 236-848-5
• NSC Number: 89696
• UNII: H601192X41
• DSSTox Substance ID: DTXSID0065517
• Nikkaji Number: J236.438G
• Wikidata: Q27279684
• Mol file: 13511-38-1.mol

Synonyms:3-Chloropivalic acid;13511-38-1;3-Chloro-2,2-dimethylpropionic acid;3-Chloro-2,2-dimethylpropanoic acid;Chloropivalic acid;beta-Chloropivalic acid;Propanoic acid, 3-chloro-2,2-dimethyl-;Chlorotrimethylacetic acid;Propionic acid, 3-chloro-2,2-dimethyl-;.beta.-Chloropivalic acid;MFCD00004195;NSC 89696;UNII-H601192X41;EINECS 236-848-5;NSC-89696;3-Chloro-2,2-dimethylpropaneoic acid;H601192X41;beta-Chloro-alpha,alpha-dimethylpropionic acid;.beta.-Chloro-.alpha.,.alpha.-dimethylpropionic acid;ss-Chloropivalic acid;Propanoic acid,3-chloro-2,2-dimethyl-;SCHEMBL159468;DTXSID0065517;3-Chloro-2,2-dimethylpropanoicacid;NSC89696;AKOS009031436;3-Chloro-2,2-dimethylpropanoic acid #;AS-62191;SY051586;3-Chloro-2,2-dimethylpropionic acid, 99%;CS-0140560;FT-0636906;EN300-20324;CHLORO-2,2-DIMETHYLPROPANOIC ACID, 3-;D84180;J-006648;Q27279684

Chemical Property of 3-Chloropivalic acid

Chemical Property:

• Appearance/Colour: WHITE TO LIGHT YELLOW-BEIGE CRYSTALLINE POWDER
• Vapor Pressure: 0.0584mmHg at 25°C
• Melting Point: 41-43 °C(lit.)
• Refractive Index: 1.4445 (estimate)
• Boiling Point: 215 °C at 760 mmHg
• PKA: 4.12±0.10(Predicted)
• Flash Point: 74.8 °C
• PSA: 37.30000
• Density: 1.166 g/cm³
• LogP: 1.33600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 136.0291072
• Heavy Atom Count: 8
• Complexity: 98.6

Purity/Quality:

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

3-Chloro-2,2-dimethylpropionic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(CCl)C(=O)O

Technology Process of 3-Chloropivalic acid

There total 11 articles about 3-Chloropivalic 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%

N-[3-chloro-2,2-dimethylpropanoyl]-S-methyl-S-2-pyridylsulfoximine (1384980-44-2) → 3-chloropivalic acid (13511-38-1)

Guidance literature:

With water; hydrogen bromide; at 50 ℃; for 8h; Schlenk technique;

DOI:10.1021/ol502337b

Reference yield:

Trimethylacetic acid (75-98-9) → 3-chloropivalic acid (13511-38-1) + 2,2-bis(chloromethyl)propanoic acid (67329-11-7)

Guidance literature:

With Oxone; sodium chloride; In chloroform; water; at 20 ℃; for 3h; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.7b02153

Reference yield:

Trimethylacetic acid (75-98-9) → 3-chloropivalic acid (13511-38-1)

Guidance literature:

With tetrachloromethane; sulfuryl dichloride; dibenzoyl peroxide;

upstream raw materials:

1,4-dichloro-3,3-dimethyl-butan-2-one

Trimethylacetic acid

3-Chloro-2-methylpropene

chlorine

Downstream raw materials:

methyl 3-chloro-2,2-dimethylpropionate

O-benzyl-β-chloropivalohydroxamic acid

3-Chloropivaloyl chloride

2,2-dimethyl-3-(phenylthio)propionic acid

Refernces

• 1、 Zhao, Mengdi,Lu, Wenjun. "Visible Light-Induced Oxidative Chlorination of Alkyl sp3 C-H Bonds with NaCl/Oxone at Room Temperature". supporting information. p. 4560 - 4563. Retrieved 2017/09/11.
• 2、 -. "Pyridylthio-acylanilide herbicides". . . Retrieved 2008/06/13.