2-(2-Chloroethoxy)ethanol supplier

Name
2-(2-Chloroethoxy)ethanol
EINECS 211-059-9
CAS No. 628-89-7
Article Data25
CAS DataBase
Density 1.134 g/cm³
Solubility soluble in water
Melting Point
Formula C₄H₉ClO₂
Boiling Point 182.5 °C at 760 mmHg
Molecular Weight 124.567
Flash Point 90.6 °C
Transport Information
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;
PSA 29.46000
LogP 0.23410

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℃;

...Expand

: 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

: 1-(2-Chloro-ethoxy)-2-nitrosooxy-ethane

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

Conditions

Conditions	Yield
With potassium chloride In 1,4-dioxane at 28℃; Rate constant; phosphate buffer pH 7.6;

: 75-21-8
oxirane

: 7664-93-9
sulfuric acid

: 107-07-3
2-chloro-ethanol

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

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

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

...Expand

: 107-07-3
2-chloro-ethanol

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

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

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

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

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

F HCl, water: HCl, water

Conditions

Conditions	Yield
at 150℃; for 5h; Product distribution; Kinetics; Rate constant; dependence of the products of ECH decomposition on temperature in sealed tube at 115, 130, 140, 150, 160 deg C;

...Expand

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

: 139115-90-5
2-(2-azidoethoxy)ethanol

Conditions

Conditions	Yield
With sodium azide; sodium iodide In water at 60℃; for 96h;	100%
With sodium azide In water at 80℃; for 16h; Inert atmosphere;	99%
With sodium azide In water at 80℃; for 18h;	99%

: 7285-83-8
2,4,6-tris(benzyloxy)-1,3,5-triazine

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

: 64352-98-3
benzyl (2-(2-chloroethoxy)ethyl) ether

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In 1,4-dioxane at 20℃; for 7h; Inert atmosphere;	100%

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

: 465529-53-7
tert-butyl (4-(4-hydroxyphenyl)butyl)carbamate

: C20H33NO5

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile	100%

: 18920-70-2
4-hydroxy-4'-nitrobenzophenone

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

: (4-(2-(2-hydroxyethoxy)ethoxy)phenyl)(4-nitrophenyl)methanone

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 65 - 70℃; for 16h; Sealed tube;	100%

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

: 1-{2-[2-(2-azidoethoxy)ethoxy]ethyl}piperazine TFA salt

: C14H29N5O4

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetonitrile Reflux;	100%

: 887646-88-0
2-(4-(dimethylamino)phenyl)-6-hydroxy-4H-chromen-4-one

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

: 1147337-36-7
6-(2-(2-hydroxyethoxy)ethoxy)-4'-dimethylaminoflavone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 11h;	99.3%

: 110-87-2
3,4-dihydro-2H-pyran

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

: 54533-84-5
2-(2-(2-chloroethoxy)ethoxy)tetrahydro-2H-pyran

Conditions

Conditions	Yield
With hydrogenchloride	99%
at 0 - 20℃; for 6h;	99%
With hydrogenchloride at 20℃; for 1h; Etherification;	98%

: 83-56-7
1,5-dihydroxynaphthalene

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

: 136133-14-7
1,5-bis[2-(2-hydroxyethoxy)ethoxy]naphthalene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 82℃;	99%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere;	75%
With potassium carbonate In N,N-dimethyl-formamide Heating;	67%

: 612-76-0
1,1'-biphenyl-3,3'-diol

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

: 929886-87-3
3,3'-bis(5-hydroxy-3-oxa-1-pentyloxy)-1,1'-biphenyl

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 24h;	99%

: 18162-48-6
tert-butyldimethylsilyl chloride

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

: 119382-85-3
tert-butyl (2-(2-chloroethoxy)ethoxy)dimethylsilane

Conditions

Conditions	Yield
With 1H-imidazole In tetrahydrofuran at 0 - 20℃; for 16h;	99%
With 1H-imidazole In acetonitrile at 20℃;	92%

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

: 6674-22-2
1,8-diazabicyclo[5.4.0]undec-7-ene

: 1-[2-(2-hydroxyethoxy)ethyl]-1,8-diazabicyclo[5.4.0]undec-7-ene chloride

Conditions

Conditions	Yield
In acetonitrile at 75℃; for 24h; Inert atmosphere;	99%
In ethyl acetate at 80℃; for 24h; Inert atmosphere;	95%

: 753475-15-9
11-piperazin-1-yldibenzo[b,f][1,4]thiazepine hydrochloride

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

: 111974-69-7
Quetiapine

Conditions

Conditions	Yield
With sodium carbonate; sodium iodide; tetrabutylammomium bromide In toluene at 115 - 120℃; for 17h; Heating / reflux;	98.2%
With sodium carbonate; sodium iodide; tetrabutylammomium bromide In butan-1-ol at 115 - 120℃; for 17h; Heating / reflux;	96.9%
With sodium carbonate; sodium iodide In butan-1-ol at 115 - 120℃; for 17h; Heating / reflux;	94.1%

: 120-80-9
benzene-1,2-diol

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

: 41757-99-7
1,2-bis[2-(2-hydroxyethoxy)ethoxy]benzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 12h; Inert atmosphere;	98%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 75℃; for 72h;	88.4%
Stage #1: benzene-1,2-diol With potassium carbonate In N,N-dimethyl-formamide at 90℃; Inert atmosphere; Stage #2: 2-(2-Chloroethoxy)ethanol With potassium iodide In N,N-dimethyl-formamide at 100℃; for 144h; Inert atmosphere;	85.5%

: 1806-29-7
2,2'-dihydroxybiphenyl

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

: 91859-84-6
2,2'-bis(5-hydroxy-3-oxa-1-pentyloxy)-1,1'-biphenyl

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 24h;	98%

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

: 99-76-3
methyl 4-hydroxylbenzoate

: 159550-14-8
methyl 4-[2-(2-hydroxyethoxy)ethoxy]-benzoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Reflux;	98%
With potassium carbonate; potassium iodide In cyclohexanone for 24h; Inert atmosphere; Reflux;	66%
With caesium carbonate; potassium iodide In cyclohexanone for 24h; Reflux;
With caesium carbonate; potassium iodide for 24h; Reflux;

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

: 100-51-6
benzyl alcohol

: 64352-98-3
benzyl (2-(2-chloroethoxy)ethyl) ether

Conditions

Conditions	Yield
With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold (I) at 150℃; for 0.5h; Inert atmosphere; Microwave irradiation;	98%

: 68298-12-4
N-methyl-perfluorobutane-1-sulfonamide

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

: C9H12F9NO4S

Conditions

Conditions	Yield
With potassium carbonate at 90 - 120℃; for 17.25h;	97.8%

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

: 159726-86-0
m-bis(2-(p-hydroxyphenyl)-1,10-phenanthrolinyl)benzene

: 2-[2-(4-{9-[3-(9-{4-[2-(2-Hydroxy-ethoxy)-ethoxy]-phenyl}-[1,10]phenanthrolin-2-yl)-phenyl]-[1,10]phenanthrolin-2-yl}-phenoxy)-ethoxy]-ethanol

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 80℃;	97%
With caesium carbonate 1.) DMF, 80 deg C, 1 h, 2.) DMF, 80 deg C, 6 h; Yield given; Multistep reaction;

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

: 2524-64-3
chlorophosphoric acid diphenyl ester

: 1232681-87-6
2-(2-chloro-ethoxy)-ethyldiphenylphosphate

Conditions

Conditions	Yield
With molybdenum(VI) tetrachloride oxide; triethylamine In dichloromethane at 20℃; for 1h;	97%

: 4-(4,6-diphenoxy-1,3,5-triazine-2-yl)-4-benzylmorpholinium trifluoromethanesulfonate

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

: 64352-98-3
benzyl (2-(2-chloroethoxy)ethyl) ether

Conditions

Conditions	Yield
With magnesium oxide In 1,2-dimethoxyethane at 20℃; for 2h; Inert atmosphere;	97%

: 3001-72-7
DBN

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

: 1-[2-(2-hydroxyethoxy)ethyl]-1,5-diazabicyclo[4.3.0]non-5-ene chloride

Conditions

Conditions	Yield
In ethyl acetate at 80℃; for 24h; Inert atmosphere;	97%

: 6-(4-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)benzyloxy)-1,3,5-triazine-2,4(1H,3H)-dione

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

: 4-(3,3,4,4,5,5,6,6,6-nonafluorohexyl)benzyl 2-(2-chloroethoxy)ethyl ether

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In 1,4-dioxane at 20℃; for 5h; Molecular sieve;	97%

: 4084-45-1
1,4-bis[2-(4-hydroxyphenyl)-2-propylene]benzene

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

: 2-(2-{4''-[2-(2-hydroxy-ethoxy)-ethoxy]-[1,1';4',1'']terphenyl-4-yloxy}-ethoxy)-ethanol

Conditions

Conditions	Yield
With potassium carbonate; lithium bromide In N,N-dimethyl-formamide	96%

: 62810-51-9
1-(3-hydroxyphenyl)pentan-1-one

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

: 1-(3-((2-((2-hydroxyethyl)oxy)ethyl)oxy)phenyl)-1-pentanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 60h; Heating / reflux;	96%

: 19812-93-2
4-Cyano-4'-hydroxybiphenyl

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

: 127972-30-9
C17H17NO3

Conditions

Conditions	Yield
With potassium phosphate In dimethyl sulfoxide at 110℃; for 12h;	96%

: 110-85-0
piperazine

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

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

Conditions

Conditions	Yield
With piperazine dihydrochloride In ethanol for 10h; Reflux; Large scale;	95.1%
at 120 - 140℃; for 1h;	70%

: 835875-06-4
5-tert-butyl-N,N'-bis(3-hydroxyphenyl)-1,3-benzenediamide

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

: 835875-09-7
5-tert-butyl-N,N'-bis-{3-[2-(2-hydroxyethoxy)ethoxy]phenyl}-1,3-benzenediamide

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 120h; Heating;	95%

: 13103-80-5
1-(3-hydroxyphenyl)propan-1-one

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

: 1-(3-((2-((2-hydroxyethyl)oxy)ethyl)oxy)phenyl)-1-propanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 60h; Heating / reflux;	95%

: 753475-15-9
11-piperazin-1-yldibenzo[b,f][1,4]thiazepine hydrochloride

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

: 110-17-8
(2E)-but-2-enedioic acid

: quetiapine fumarate

Conditions

Conditions	Yield
Stage #1: 11-piperazin-1-yldibenzo[b,f][1,4]thiazepine hydrochloride; 2-(2-Chloroethoxy)ethanol With sodium carbonate; sodium iodide In propan-1-ol; N,N-dimethyl-formamide at 10 - 20℃; for 24h; Heating / reflux; Stage #2: (2E)-but-2-enedioic acid In ethanol	95%
Stage #1: 11-piperazin-1-yldibenzo[b,f][1,4]thiazepine hydrochloride; 2-(2-Chloroethoxy)ethanol With sodium carbonate; sodium iodide In 1-methyl-pyrrolidin-2-one; propan-1-ol for 24h; Heating / reflux; Stage #2: (2E)-but-2-enedioic acid In ethanol

...Expand

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

: 17643-17-3
2-(2-mercaptoethoxy)ethanol

Conditions

Conditions	Yield
Stage #1: 2-(2-Chloroethoxy)ethanol With thiourea; sodium iodide In acetonitrile at 20℃; for 72h; Reflux; Stage #2: With water; sodium hydroxide In ethanol for 24h; Reflux;	95%
Stage #1: 2-(2-Chloroethoxy)ethanol With thiourea In water at 100℃; for 18h; Inert atmosphere; Stage #2: With sodium hydroxide In water at 20 - 100℃; Stage #3: With hydrogenchloride In water pH=4; Inert atmosphere; Cooling with ice;	49%
With thiourea

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).

Product Name

2-(2-Chloroethoxy)ethanol

Synthetic route

2-(2-Chloroethoxy)ethanol Chemical Properties

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

2-(2-Chloroethoxy)ethanol Consensus Reports

2-(2-Chloroethoxy)ethanol Safety Profile

2-(2-Chloroethoxy)ethanol Specification

Related Products

Hot Products