Identification | More | [Name]
2-(2-Methoxyethoxy)acetic acid | [CAS]
16024-56-9 | [Synonyms]
2-(2-METHOXYETHOXY)ACETIC ACID 3,6-DIOXAHEPTANOIC ACID TIMTEC-BB SBB008497 (2-methoxyethoxy)acetic acid 2-(2-METHOXYETHOXY)ACETIC ACID, TECH. 2-(2-Methoxyethoxy)Acetic o-(2-methoxyethyl)glycolic acid (2-Methoxyethoxy)essigsure 2-(2-METHOXYETHOXY)ACETIC ACID TECH 90+% DOHA | [EINECS(EC#)]
240-161-6 | [Molecular Formula]
C5H10O4 | [MDL Number]
MFCD00044097 | [Molecular Weight]
134.13 | [MOL File]
16024-56-9.mol |
Chemical Properties | Back Directory | [Boiling point ]
245-250 °C (lit.) | [density ]
1.18 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.436(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Chloroform, DMSO, Methanol | [form ]
Oil | [pka]
3.40±0.10(Predicted) | [color ]
Clear Colourless | [Water Solubility ]
Fully miscible in water. | [BRN ]
1753567 | [InChIKey]
CLLLODNOQBVIMS-UHFFFAOYSA-N | [CAS DataBase Reference]
16024-56-9(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 3265 8/PG 2
| [WGK Germany ]
1
| [HazardClass ]
8 | [PackingGroup ]
II |
Hazard Information | Back Directory | [Chemical Properties]
Colorless to pale yellow liquid | [Uses]
2-(2-Methoxyethoxy)acetic Acid is a urinary metabolite of Diglyme (D446300) that is a reproductive toxin. 2-(2-Methoxyethoxy)acetic Acid can be used as a biomarker of exposure for jet fuel JP-8 workers. | [Synthesis]
General procedure for the synthesis of methoxyethoxyacetic acid from 2-methoxyethanol and tert-butyl bromoacetate: 2-methoxyethanol (10 g, 131.4 mmol) and potassium tert-butoxide (17.67 g, 157.68 mmol) were dissolved in 100 mL of tetrahydrofuran (THF). The reaction mixture was heated to 45 °C, maintained for 1 h and then cooled to room temperature. To the above mixture was added tert-butyl bromoacetate (25.63 g, 131.41 mmol) and the reaction was stirred at room temperature for 16 hours. After completion of the reaction, the reaction mixture was concentrated and the residue was dissolved in water. The pH of the aqueous phase was adjusted to 12-12.5 with 1 M sodium hydroxide aqueous solution and stirring was continued for 12-14 hours at room temperature. Subsequently, the pH of the aqueous phase was adjusted with 10% aqueous phosphoric acid solution to 2. The product was extracted with dichloromethane (DCM). The DCM was removed by rotary evaporator to give 2-(2-methoxyethoxy)acetic acid as an oil (4.1 g, 23% yield). | [References]
[1] Patent: WO2015/79459, 2015, A1. Location in patent: Paragraph 00261 |
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