2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97

Base Information

• Chemical Name: 2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97
• CAS No.: 630-51-3
• Molecular Formula: C8H14 O4
• Molecular Weight: 174.197
• Hs Code.: 2917190090
• European Community (EC) Number: 811-900-5
• NSC Number: 92372
• UNII: NG22HEH2M7
• DSSTox Substance ID: DTXSID30212210
• Nikkaji Number: J134.599K
• Wikipedia: 2,2,3,3-Tetramethylsuccinic_acid
• Wikidata: Q25323751
• Mol file: 630-51-3.mol

Synonyms:Butanedioicacid, tetramethyl- (9CI); Succinic acid, tetramethyl- (6CI,7CI,8CI);2,3-Dimethyl-2,3-butanedicarboxylic acid; NSC 92372; Tetramethylsuccinic acid

Chemical Property of 2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97

Chemical Property:

• Vapor Pressure: 0.00385mmHg at 25°C
• Melting Point: 204-206
• Refractive Index: 1.4338 (estimate)
• Boiling Point: 259.6°C at 760 mmHg
• PKA: pK1:3.50;pK2:7.28 (25°C)
• Flash Point: 125.1°C
• PSA: 74.60000
• Density: 1.161g/cm³
• LogP: 1.20800
• Storage Temp.: 2-8°C
• Water Solubility.: 4.8g/L(13.5 oC)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 174.08920892
• Heavy Atom Count: 12
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Tetramethylsuccinic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97

There total 13 articles about 2,2,3,3-TETRAMETHYLSUCCINIC ACID, 97 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: 66.0%

isobutyric Acid (79-31-2) → tetramethyl succinic acid (630-51-3) + 2-bromo-2-methylpropionic acid (2052-01-9)

Guidance literature:

isobutyric Acid; With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 40 ℃; Inert atmosphere;

With N,N-diethyl-N-bromoamine; In tetrahydrofuran; at 20 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.1134/S1070363216110116

Reference yield: 64.0%

tetrachloromethane (56-23-5) + isobutyric Acid (79-31-2) → tetramethyl succinic acid (630-51-3) + chloroform (67-66-3,8013-54-5) + 2-chloro-2-methylpropanoic acid (594-58-1)

Guidance literature:

isobutyric Acid; With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 40 ℃; Inert atmosphere;

tetrachloromethane; In tetrahydrofuran; at 20 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.1134/S1070428019010068

Reference yield: 59.0%

isobutyric Acid (79-31-2) → tetramethyl succinic acid (630-51-3) + 2-chloro-2-methylpropanoic acid (594-58-1)

Guidance literature:

isobutyric Acid; With lithium diisopropyl amide; In tetrahydrofuran; at 0 - 40 ℃; Inert atmosphere;

With N-chlorodiethylamine; In tetrahydrofuran; at 20 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.1134/S1070363216110116

upstream raw materials:

2,2'-azobis(isobutyronitrile)

2,2,3,3-tetramethylsuccinonitrile

isobutyric Acid

diacetyl peroxide

Downstream raw materials:

3,3,4,4-tetramethyl-1-phenyl-pyrrolidine-2,5-dione

2,3-dimethyl-2,3-dinitrobutane

2,2,3,3-tetramethyl-N-phenyl-succinamic acid

tetramethylsuccinic anhydride

Refernces

• 1、 Zorin,Zaynashev,Zorin. "Reaction of Lithium Acylate α-Carbanions with Carbon Tetrachloride". . p. 42 - 46. Retrieved 2019/04/27.
• 2、 Zorin,Zaynashev,Chanysheva,Zorin. "Reaction of α-carbanions of lithium acylates with 1,2-dibromoethane". . p. 1382 - 1385. Retrieved 2015/08/03.