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Name	2-(2-Chloroethoxy)ethanol	EINECS	211-059-9
CAS No.	628-89-7	Density	1.134 g/cm³
PSA	29.46000	LogP	0.23410
Solubility	soluble in water	Melting Point	N/A
Formula	C₄H₉ClO₂	Boiling Point	182.5 °C at 760 mmHg
Molecular Weight	124.567	Flash Point	90.6 °C
Transport Information	N/A	Appearance	colourless liquid
Safety	26-36-39	Risk Codes	36/37/38-36
Molecular Structure		Hazard Symbols	Xi
Synonyms	Ethanol,2-(2-chloroethoxy)-;2-(2-Hydroxyethoxy)ethyl chloride;2-(2'-Chloroethoxy)ethanol;2-(Chloroethoxy)ethanol;2-Chloroethyl 2-hydroxyethyl ether;5-Chloro-3-oxa-1-pentanol;Diethylene glycolmonochlorohydrin;Diglycol chlorohydrin;Ethylene glycol mono(2-chloroethyl)ether;NSC 2648;	Article Data	25

2-(2-Chloroethoxy)ethanol Synthetic route

: 75-21-8
oxirane

: 107-07-3
2-chloro-ethanol

: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With sulfuric acid bei Siedetemperatur;
at 140℃;
With sulfuric acid

: 75-21-8
oxirane

: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With hydrogenchloride

: 107-21-1
ethylene glycol

: 107-07-3
2-chloro-ethanol

: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
at 140℃; Erkalten mit HCl-Gas gesaettigt und Erhitzen auf 100grad;

: 107-21-1
ethylene glycol

: 107-07-3
2-chloro-ethanol

A: 5197-66-0
2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol

B: 5197-62-6
2-[2-(chloroethoxy)ethoxy]ethanol

C: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
at 140℃;

: 14258-40-3
2-(2-chloroethoxy)ethyl ethanoate

: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With hydrogenchloride; methanol

: 111-46-6
diethylene glycol

: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With pyridine; thionyl chloride
With hydrogenchloride; sulfuric acid; zinc(II) chloride at 160℃; for 7h;

: 123-91-1
1,4-dioxane

A: 5197-66-0
2-(2-(2-(2-chloroethoxy)ethoxy)ethoxy)ethanol

B: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With titanium tetrachloride 1.) 20 deg C, 2.) reflux, 7 d;	A 150 mg B 55 mg

: 2568-30-1
2-chloromethyl-1,3-dioxolane

A: 107-21-1
ethylene glycol

B: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; boron trichloride 1.) CH2Cl2, 0.2 h, 2.) Et2O, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 2568-30-1
2-chloromethyl-1,3-dioxolane

: 628-89-7
2-(2-Chloroethoxy)ethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; boron trichloride 1.) CH2Cl2, 0.2 h, 2.) Et2O, 30 min; Yield given. Multistep reaction;

: 111-44-4
3-oxa-1,5-dichloropentane

A: 123-91-1
1,4-dioxane

B: 107-20-0
2-chloroethanal

C: 75-07-0
acetaldehyde

D: 628-89-7
2-(2-Chloroethoxy)ethanol

E: 107-06-2
1,2-dichloro-ethane

F: 107-07-3
2-chloro-ethanol

Conditions

Conditions	Yield
In neat (no solvent) at 130 - 190℃; for 0.1h; Product distribution; thermal conversion; in presence of water, various time;

...Expand

2-(2-Chloroethoxy)ethanol Chemical Properties

Molecular Structure of Diglycol chlorhydrin (CAS NO. 628-89-7):

IUPAC Name: 2-(2-Chloroethoxy)ethanol
Molecular Formula: C₄H₉ClO₂
Molecular Weight: 124.566060 g/mol
XLogP3: 0
H-Bond Donor: 1
H-Bond Acceptor: 2
Canonical SMILES: C(COCCCl)O
InChI: InChI=1S/C4H9ClO2/c5-1-3-7-4-2-6/h6H,1-4H2
InChIKey: LECMBPWEOVZHKN-UHFFFAOYSA-N
Appearance: Colourless liquid
Index of Refraction: 1.435
Molar Refractivity: 28.7 cm³
Molar Volume: 109.8 cm³
Surface Tension: 34.4 dyne/cm
Density: 1.134 g/cm³
Flash Point: 90.6 °C
Enthalpy of Vaporization: 48.74 kJ/mol
Boiling Point: 182.5 °C at 760 mmHg
Vapour Pressure: 0.234 mmHg at 25 °C
Refractive Index: n20/D 1.452(lit.)
BRN: 506015
EINECS:211-059-9

2-(2-Chloroethoxy)ethanol Toxicity Data With Reference

1.	skn-rbt 10 mg/24H open	JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269.
2.	eye-rbt 5 mg SEV	AJOPAA American Journal of Ophthalmology. 29 (1946),1363.
3.	orl-rat LD50:6300 mg/kg	JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269.
4.	skn-gpg LD50:3000 mg/kg	JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269.

2-(2-Chloroethoxy)ethanol Consensus Reports

Reported in EPA TSCA Inventory.

2-(2-Chloroethoxy)ethanol Safety Profile

Safety Information of Diglycol chlorhydrin (CAS NO. 628-89-7):
Hazard Codes: Xi Irritant
Risk Statements: 36/37/38-36
R36/37/38:Irritating to eyes, respiratory system and skin
R36:Irritating to eyes
Safety Statements: 26-36-39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
S39:Wear eye / face protection
WGK Germany: 2
RTECS: KK1350000
F: 19
Moderately toxic by skin contact. Mildly toxic by ingestion. A skin and severe eye irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, CO₂, dry chemical. Will react with water or steam to produce toxic and corrosive fumes. When heated to decomposition it emits toxic fumes of Cl⁻.

2-(2-Chloroethoxy)ethanol Specification

Diglycol chlorhydrin with cas registry number of 628-89-7 is also known as 2-(2-Chloroethoxy)ethanol ; 2-Chloroethyl 2-hydroxyethyl ether ; AI3-14497 ; Diglycol chlorohydrin ; NSC 2648 ; Ethanol, 2-(2-chloroethoxy)- . Diglycol Chlorhydrin is used as intermediate for Hydroxyzine( Atarax).

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