2-[2-(2-chloroethoxy)ethoxy]ethan-1-ol

• ChemBase ID: 147458
• Molecular Formular: C6H13ClO3
• Molecular Mass: 168.61862
• Monoisotopic Mass: 168.05532196
• SMILES: C(COCCOCCCl)O
• Canonical SMILES: OCCOCCOCCCl
• InChI: InChI=1S/C6H13ClO3/c7-1-3-9-5-6-10-4-2-8/h8H,1-6H2
• InChIKey: KECMLGZOQMJIBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-chloroethoxy)ethoxy]ethan-1-ol
• IUPAC Traditional name: 2-[2-(2-chloroethoxy)ethoxy]ethanol
• Synonyms: Triethylene glycol monochlorohydrin; 2-[2-(2-Chloroethoxy)ethoxy]ethanol; 2-[(2-Chloroethoxy)ethoxy]ethanol; 8-Chloro-3,6-dioxa-1-octanol; 8-Chloro-3,6-dioxaoctanol; Diethylene Glycol Mono(2-chloroethyl) Ether; NSC 2636; Triethylene Glycol Monochloride; 2-[2-(2-Chloroethoxy)ethoxy]ethanol; 2-(2-(2-Chloroethoxy)ethoxy)ethanol; 三乙二醇单氯醇; 2-[2-(2-氯乙氧基)乙氧基]乙醇

Database IDs

• CAS Number: 5197-62-6
• EC Number: 225-984-0
• MDL Number: MFCD00002874
• Beilstein Number: 1739194
• PubChem SID: 24850015; 162241646
• PubChem CID: 78871

CALCULATED PROPERTIES

• Acid pKa: 15.121156
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.051961757
• LogD (pH = 7.4): 0.05196175
• Log P: 0.051961757
• Molar Refractivity: 39.6916 cm^3
• Polarizability: 15.720099 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Clear Pale Yellow Oil
• Boiling Point: 117-120 °C/5 mmHg(lit.)
• Flash Point: 107 °C; 224.6 °F
• Density: 1.16 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.458(lit.)

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95+%; 96%
• Linear Formula: Cl(CH2CH2O)2CH2CH2OH

DETAILS

Sigma Aldrich - 162973

Packaging
10 g in glass bottle

Toronto Research Chemicals - C365760

2-[2-(2-Chloroethoxy)ethoxy]ethanol is used in the preparation of ethylene glycol based amino acids. 2-[2-(2-Chloroethoxy)ethoxy]ethanol is also used in the preparation of polymers for direct and amplified DNA detection.

REFERENCES

• Slama, J. et al.: Biochemistry, 19, 4595 (1980)
• Tansil, N.C. et al.: Chem. Comm., 47, 1533 (1980)