meso-2,3-Dimethylsuccinic acid

Base Information

• Chemical Name: meso-2,3-Dimethylsuccinic acid
• CAS No.: 608-40-2
• Molecular Formula: C6H10 O4
• Molecular Weight: 146.143
• Hs Code.: 2917190090
• European Community (EC) Number: 210-163-1
• DSSTox Substance ID: DTXSID601016985
• Nikkaji Number: J137.025A
• Mol file: 608-40-2.mol

Synonyms:meso-2,3-Dimethylsuccinic acid;608-40-2;trans-2,3-Dimethylsuccinic acid;(2R,3S)-2,3-dimethylbutanedioic acid;(2R,3S)-2,3-dimethylsuccinic acid;Butanedioic acid, 2,3-dimethyl-, (R*,S*)-;EINECS 210-163-1;(R*,S*)-2,3-Dimethylsuccinic acid;SCHEMBL715386;DTXSID601016985;MFCD00064229;AKOS006377802;meso-2,3-Dimethylsuccinic acid, 99%;Succinic acid, 2,3-dimethyl-, meso-;AS-60292;rel-(2R,3S)-2,3-Dimethylbutanedioic acid;CS-0037182;W13396;A853098;meso-I+/-,I+/-'-DimethylbernsteinsA currencyure;J-200105

Chemical Property of meso-2,3-Dimethylsuccinic acid

Chemical Property:

• Vapor Pressure: 0.0116mmHg at 25°C
• Melting Point: 200 °C (dec.)(lit.)
• Refractive Index: 1.4310 (estimate)
• Boiling Point: 241.9°C at 760 mmHg
• PKA: pK1:3.67;pK2:5.30 (25°C)
• Flash Point: 114.4°C
• PSA: 74.60000
• Density: 1.242g/cm³
• LogP: 0.42780
• Water Solubility.: 300g/L(15 oC)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

98%min ^*data from raw suppliers

Meso-2,3-Dimethylsuccinic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C)C(=O)O)C(=O)O
• Isomeric SMILES: C[C@H]([C@H](C)C(=O)O)C(=O)O
• Uses: meso-2,3-Dimethylsuccinic acid is a reagent used in the synthesis of meso-1,4-diiodo-2,3-dimethylbutane and selenoacetal with an erythro-configured CHMe-CHMe fragment. meso-2,3-Dimethylsuccinic acid was used in the synthesis of: meso-1,4-diiodo-2,3-dimethylbutaneselenoacetal with an erythro-configured CHMe-CHMe fragmenterythro-4-acetoxy-2,3-dimethylbutan-1-ol (±)-faranal

Technology Process of meso-2,3-Dimethylsuccinic acid

There total 96 articles about meso-2,3-Dimethylsuccinic 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:

3,4-dimethyl-hepta-1,5-diene (68701-75-7,122969-60-2,123001-94-5) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + meso 2,3-dimethylsuccinic acid (608-40-2) + acetic acid (64-19-7,77671-22-8)

Guidance literature:

bei der Ozonspaltung;

Reference yield:

thiophenol (108-98-5) + 2-Bromopropionic acid (598-72-1,10327-08-9) → rac-2,3-dimethylsuccinic acid (608-40-2,5866-39-7,5866-40-0,13545-04-5,57694-62-9,608-39-9,143291-17-2) + diphenyldisulfane (882-33-7)

Guidance literature:

With tin(IV) chloride; benzene; nachfolgenden Behandeln des entstandenen Produkts mit heissem Wasser;

Reference yield:

C7H12O4 → meso 2,3-dimethylsuccinic acid (608-40-2) + L(+)-tartaric acid (5866-39-7)

Guidance literature:

C₇H₁₂O₄; With sodium hydroxide; water; at 20 - 25 ℃; for 0.65h;

With hydrogenchloride; water;

upstream raw materials:

1,4-dioxane

rac-2,3-dimethylsuccinic acid

methanol

monoethyl methylmalonate

Downstream raw materials:

rac-2,3-dimethylsuccinic acid

meso-2.3-dimethyl-succinic acid bis-(4-bromo-phenacyl ester)

meso-2,3-dimethylsuccinic anhydride

2,3-Dimethylmaleic anhydride

Refernces

• 1、 -. "STEREOSELECTIVE SYNTHESIS OF 3,4-DISUBSTITUTED CYCLOPENTANONES AND RELATED COMPOUNDS". Page/Page column 44. . Retrieved 2010/11/25.
• 2、 Muramatsu, Hitoshi,Kawano, Hiroyuki,Ishii, Youichi,Saburi, Masahiko,Uchida, Yasuzo. "Double Asymmetric Hydrogenation of Conjugated Dienes Catalysed by Ruthenium-binap Complexes". . p. 769 - 770. Retrieved 2007/10/02.