Propanoic acid, 3-chloro-2-(chloromethyl)-2-methyl-

Base Information

• Chemical Name: Propanoic acid, 3-chloro-2-(chloromethyl)-2-methyl-
• CAS No.: 67329-11-7
• Molecular Formula: C5H7Cl2O2-
• Molecular Weight: 171.023
• European Community (EC) Number: 266-644-1
• DSSTox Substance ID: DTXSID8074079
• Nikkaji Number: J149.874F
• Wikidata: Q82002600
• Mol file: 67329-11-7.mol

Synonyms:67329-11-7;3,3'-Dichloropivalic acid;3-Chloro-2-(chloromethyl)-2-methylpropanoic acid;Propanoic acid, 3-chloro-2-(chloromethyl)-2-methyl-;2,2-bis(chloromethyl)propanoic acid;EINECS 266-644-1;3-Chloro-2-(chloromethyl)-2-methylpropionic acid;.beta.,.beta.-Dichloropivalic acid;2,2-Bis(chloromethyl)propionic acid;starbld0016044;3?3?-Dichloropivalic acid;SCHEMBL5527565;DTXSID8074079;DDSPBKFTRPWDLI-UHFFFAOYSA-;3,3'-Dichloropivalic acid, 99%;AKOS015893958;CS-0454803;FT-0641116;E85353;3-Chloro-2-(chloromethyl)-2-methylpropanoic acid #

Chemical Property of Propanoic acid, 3-chloro-2-(chloromethyl)-2-methyl-

Chemical Property:

• Melting Point: 64-66oC(lit.)
• Refractive Index: 1.4595 (estimate)
• Boiling Point: 233.5°Cat760mmHg
• PKA: 3.30±0.15(Predicted)
• Flash Point: 95°C
• PSA: 37.30000
• Density: 1.33g/cm³
• LogP: 1.55490
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 169.9901349
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

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

3,3′-Dichloropivalic acid 99% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(CCl)(CCl)C(=O)O
• Uses: 3,3′-Dichloropivalic acid was used in the synthesis of 3,3′-dichloropivaloyl chloride.

Technology Process of Propanoic acid, 3-chloro-2-(chloromethyl)-2-methyl-

There total 4 articles about Propanoic acid, 3-chloro-2-(chloromethyl)-2-methyl- 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: 59.0%

α,α-bischloromethyl propionyl chloride (4301-04-6) → 2,2-bis(chloromethyl)propanoic acid (67329-11-7)

Guidance literature:

With sodium hydroxide; In water; at 0 ℃; for 2h;

DOI:10.1073/pnas.1700922114

Reference yield:

5-chloro-4-chloromethyl-2,4-dimethylpent-1-ene (38696-17-2) → 2,2-bis(chloromethyl)propanoic acid (67329-11-7)

Guidance literature:

With nitric acid; at 30 - 80 ℃;

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

upstream raw materials:

5-chloro-4-chloromethyl-2,4-dimethylpent-1-ene

2,2-bis(hydroxymethyl)propionic acid

α,α-bischloromethyl propionyl chloride

Trimethylacetic acid

Downstream raw materials:

α,α-bischloromethyl propionyl chloride

3-Methyl-1-(3-trifluoromethyl-phenyl)-azetidine-3-carboxylic acid propyl ester

3-Methyl-1-(2-trifluoromethyl-phenyl)-azetidine-3-carboxylic acid propyl ester

3-Methyl-1-(2-trifluoromethyl-phenyl)-azetidine-3-carboxylic acid ethyl ester

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.