2-(dimethylamino)acetic acid

• ChemBase ID: 1846
• Molecular Formular: C4H9NO2
• Molecular Mass: 103.11976
• Monoisotopic Mass: 103.06332853
• SMILES: CN(C)CC(=O)O
• Canonical SMILES: CN(CC(=O)O)C
• InChI: InChI=1S/C4H9NO2/c1-5(2)3-4(6)7/h3H2,1-2H3,(H,6,7)
• InChIKey: FFDGPVCHZBVARC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(dimethylamino)acetic acid
• IUPAC Traditional name: dimethylglycine
• Synonyms: Dimethylaminoacetic acid; 2-(dimethylamino)acetic acid; (Dimethylamino)acetic acid; N,N-Dimethylglycine; N,N-Dimethylglycine; Dimethylglycine; (Dimethylamino)acetic acid; N,N-Dimethylaminoacetic acid; N,N-DIMETHYLGLYCINE; N,N-二甲基甘氨酸

Database IDs

• CAS Number: 1118-68-9
• EC Number: 214-267-8
• MDL Number: MFCD00004283
• Beilstein Number: 1700261
• Merck Index: 143244
• PubChem SID: 160965301; 24893366; 46507083; 24865204
• PubChem CID: 673
• CHEBI ID: 17724
• Chemspider ID: 653
• DrugBank ID: DB02083
• Gmelin ID: 82215
• KEGG ID: C01026
• MeSH Name: dimethylglycine
• Wikipedia Title: Dimethylglycine

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.8808128
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -3.060791
• LogD (pH = 7.4): -3.0625443
• Log P: -3.0607824
• Molar Refractivity: 26.0727 cm^3
• Polarizability: 10.177998 Å^3
• Polar Surface Area: 40.54 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.7
• LOG S: 0.96
• Solubility (Water): 9.39e+02 g/l

PROPERTIES

Physical Property

• Apperance: White crystals
• Melting Point: 178 - 182°C; 178 - 182°C; 178-182 °C; 178-182 °C(lit.); 179-183°C
• Boiling Point: 175.2°C
• Density: 1.069 g/mL
• Hydrophobicity(logP): -2.368; -2.91 [TSAI,RS ET AL. (1991)]
• Odor: Odourless

Safety Information

• Storage Condition: Room Temperature (15-30°C), Desiccate
• Storage Warning: Hygroscopic; IRRITANT
• RTECS: MB9865000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22; R:22
• Safety Statements: S:36/37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS exclamation mark; GHS07
• GHS Signal Word: WARNING; Warning
• GHS Hazard statements: 302; H302
• GHS Precautionary statements: P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99%; ≥99.0% (NT); 95%; 98%; 98+%; 99%
• Grade: puriss.
• Linear Formula: (CH3)2NCH2COOH

DETAILS

MP Biomedicals - 02157819

Free Base
Purity: 99%

DrugBank - DB02083

• Drug Groups: experimental
• External Links: Wikipedia

Sigma Aldrich - D1156

包装
10 mg in autosmp vl
5, 10, 25 g in poly bottle

REFERENCES

• Additive which promotes the Heck coupling reaction of unactivated aryl chlorides with alkenes, catalyzed by Pd(II) in the presence of Tetraphenylphosphonium chloride, A10575: Angew. Chem. Int. Ed., 37, 481 (1998). The combination with Bis(benzonitrile)dichloropalladum constitutes a highly active phosphine-free catalyst system for Heck reactions of aryl bromides: Tetrahedron Lett., 39, 8449 (1998); see also: Tetrahedron Lett., 39, 8449 (1998). Promotes the copper(I)-catalyzed Ullmann-type coupling of aryl bromides and iodides with amines: Org. Lett., 5, 2453 (2003), and phenols: Org. Lett., 5, 3799 (2003), to give substituted anilines and diaryl ethers, respectively. Aryl iodides can also be coupled with aliphatic alcohols to give aryl alkyl ethers: Synlett, 243 (2007). In combinatiion with CuI, vinyl halides with phenols give aryl vinyl ethers: Synlett, 1767 (2005).