Isopropylmalonic acid

Base Information

• Chemical Name: Isopropylmalonic acid
• CAS No.: 601-79-6
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Hs Code.: 2917190090
• European Community (EC) Number: 210-008-8
• NSC Number: 120711,1168
• UNII: 2ECG2M39FN
• DSSTox Substance ID: DTXSID80208845
• Nikkaji Number: J134.396C
• Wikidata: Q72486024
• Mol file: 601-79-6.mol

Synonyms:Isopropylmalonic acid;601-79-6;2-Isopropylmalonic acid;Malonic acid, isopropyl-;2-propan-2-ylpropanedioic acid;Propanedioic acid, (1-methylethyl)-;.alpha.-Carboxyisovaleric acid;2-(propan-2-yl)propanedioic acid;2ECG2M39FN;NSC1168;NSC 1168;NSC-1168;EINECS 210-008-8;MFCD00021717;NSC-120711;2-isopropylpropanedioic acid;Isopropylmalonsaure;2-Isopropylmalonicacid;iso-propyl malonic acid;2-Isopropylmalonic acid #;UNII-2ECG2M39FN;2-isopropyl-propanedioic acid;SCHEMBL593998;DTXSID80208845;NSC120711;AKOS005255657;CS-W021708;DS-1295;2-(1-METHYLETHYL)PROPANEDIOIC ACID;AM20100468;FT-0627492;I0557;EN300-104354;O10812;PROPANEDIOIC ACID, 2-(1-METHYLETHYL)-;W-105275;Z1201617379

Chemical Property of Isopropylmalonic acid

Chemical Property:

• Vapor Pressure: 9.44E-05mmHg at 25°C
• Melting Point: 90 °C
• Boiling Point: 315.4 °C at 760 mmHg
• PKA: pK1:2.94;pK2:5.88 (25°C)
• Flash Point: 158.7 °C
• PSA: 74.60000
• Density: 1.242 g/cm³
• LogP: 0.42780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

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

2-IsopropylmalonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Isopropylmalonic acid

There total 12 articles about Isopropylmalonic 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: 98.0%

5-isopropyl-2,2-dimethyl-[1,3]dioxane-4,6-dione (72651-95-7) → isopropylmalonic acid (601-79-6)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.25h;

DOI:10.1021/ja0028368

Reference yield:

2-isopropyl-3-methoxy-3-oxopropanoic acid (103495-93-8) + isobutyl chloroformate (543-27-1) → isopropylmalonic acid (601-79-6)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran;

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + isopropyl alcohol (67-63-0,8013-70-5) → isopropylmalonic acid (601-79-6)

Guidance literature:

In toluene; at 85 - 90 ℃;

upstream raw materials:

2-iodo-propane

sodium diethylmalonate

isopropylmalonyl dichloride

2-diethoxymethyl-1,1-diethoxy-3-methylbutane

Downstream raw materials:

(1R,3R,4S)-p-menthan-3-yl hydrogen isopropylmalonate

(1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen isopropylmalonate

(R)-2,3-dimethylbutan-1-ol

(2S)-2,3-dimethylbutyl (S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionate

Refernces

• 1、 Jiang, Yuqin,Li, Pengfei,Li, Xingwei,Liu, Bingxian,Zhao, Jie. "Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation". supporting information. p. 7475 - 7479. Retrieved 2020/10/12.
• 2、 Chen, Chao,Hao, Yu,Zhang, Ting-Yu,Pan, Jin-Long,Ding, Jun,Xiang, Heng-Ye,Wang, Man,Ding, Tong-Mei,Duan, Abing,Zhang, Shu-Yu. "Computational and experimental studies on copper-mediated selective cascade C-H/N-H annulation of electron-deficient acrylamide with arynes". supporting information. p. 755 - 758. Retrieved 2019/01/21.