Acetic acid,2-(2-chloroethoxy)- supplier

Name
2-CHLOROETHOXY ACETIC ACID
EINECS 604-645-4
CAS No. 14869-41-1
Article Data16
CAS DataBase
Density 1.296 g/cm³
Solubility
Melting Point 32.5-33.0 °C
Formula C₄H₇ClO₃
Boiling Point 289.753 °C at 760 mmHg
Molecular Weight 138.551
Flash Point 129.038 °C
Transport Information
Appearance Brown crystal
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Aceticacid, (2-chloroethoxy)- (8CI,9CI);1-Chloro-2-(carboxymethoxy)ethane;2-Chloroethoxyacetic acid;2-CHLOROETHOXY ACETIC ACID;
PSA 46.53000
LogP 0.32640

Synthetic route

: 123-91-1
1,4-dioxane

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; thionyl chloride at 25℃; for 4h;	96.1%
With hydrogenchloride; sodium hypochlorite

: tert-butyl 2-(2-chloroethoxy)acetate

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
With hydrogenchloride; water for 2h;	95%

: 17229-14-0
(2-chloro-ethoxy)-acetic acid ethyl ester

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran	90%

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

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid In acetone at 0℃; for 6h;	77%
With sodium periodate; ruthenium trichloride In water; acetonitrile at 20℃; for 16h;	74%
Stage #1: 2-(2-Chloroethoxy)ethanol With calcium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate In dichloromethane; water at 20℃; for 0.5h; Stage #2: With sodium metabisulfite In dichloromethane; water	72%

: 31250-08-5
2-chloroethyl cyanomethyl ether

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 124-38-9
carbon dioxide

: 821-50-1
(2-chloroethoxy)magnesium chloride

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
In tetrahydrofuran at -60℃;

: 28547-59-3
1-chloro-2-(2-nitro-ethoxy)-ethane

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 111-46-6
diethylene glycol

: 14869-41-1
(2-chloroethoxy)-acetic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hypochlorite

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 1075705-01-9
4-fluoro-2-methoxy-5-nitro-phenylamine

: 2-(2-chloroethoxy)-N-(4-fluoro-2-methoxy-5-nitrophenyl)acetamide

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide	99%

: 313682-08-5
brecanavir

: 14869-41-1
(2-chloroethoxy)-acetic acid

: (1R,2S)-2-({[(3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-yloxy]carbonyl}amino)-1-{[(1,3-benzodioxol-5-ylsulfonyl)(isobutyl)amino]methyl}-3-{4-[(2-methyl-1,3-thiazol-4-yl)methoxy]phenyl}propyl (2-chloroethoxy)acetate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 24h;	92%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 71-36-3
butan-1-ol

: 68448-72-6
2-Chlor-aethoxyesssigsaeure-butylester

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;	91%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 2-(1-aminopiperidin-4-yl)isoindoline-1,3-dione

: 2-(2-chloroethoxy)-N-(4-(1,3-dioxoisoindolin-2-yl)piperidin-1-yl)acetamide

Conditions

Conditions	Yield
Stage #1: (2-chloroethoxy)-acetic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 30℃; for 0.333333h; Stage #2: 2-(1-aminopiperidin-4-yl)isoindoline-1,3-dione In N,N-dimethyl-formamide at 30℃; for 16h;	89.3%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 39229-33-9
2-(2-chloroethoxy)acetyl chloride

Conditions

Conditions	Yield
With thionyl chloride In N,N-dimethyl-formamide	88%
With thionyl chloride; N,N-dimethyl-formamide at 25 - 70℃; for 20h;	83%
With thionyl chloride; N,N-dimethyl-formamide at 60℃; for 1 - 16h; Product distribution / selectivity;	82%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 300543-56-0
(R)-1-((4-chlorophenyl)(phenyl)methyl)piperazine

: 130018-77-8
levocetirizine

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium hydride In N,N-dimethyl-formamide at 95℃; for 5h; Inert atmosphere;	86.5%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 100-01-6
4-nitro-aniline

: 811450-82-5
4-(2-(2-chloroethoxy)acetamido)1-nitrobenzene

Conditions

Conditions	Yield
With phenylboronic acid In toluene at 110 - 111℃; Dean-Stark; Reflux;	83%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: methyl 5-(((allyloxy)carbonyl)(1-aminopiperidin-4-yl)carbamoyl)-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate

: methyl 5-(((allyloxy)carbonyl)(1-(2-(2-chloroethoxy)acetamido)piperidin-4-yl)carbamoyl)-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 25℃; for 16.5h;	79%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: (S)-5-[2-[3-(3-chloro-2-fluorophenyl)-1H-pyrazole-3-carboxamido]-3-(4-aminophenyl)-propionamido] -1H-indole-2-carboxylic acid ethyl ester

: (S)-ethyl 5-(2-(5-(3-chloro-2-fluorophenyl)-1H-pyrazole-3-carboxamido)-3-(4-(3-oxomorpholino)phenyl)-propanamido)-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In tetrahydrofuran at 60℃; for 4h;	76%
Stage #1: (2-chloroethoxy)-acetic acid; (S)-5-[2-[3-(3-chloro-2-fluorophenyl)-1H-pyrazole-3-carboxamido]-3-(4-aminophenyl)-propionamido] -1H-indole-2-carboxylic acid ethyl ester With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In tetrahydrofuran at 60℃; for 4h; Inert atmosphere; Stage #2: With sodium hydride In tetrahydrofuran at 20 - 30℃; for 5h; Inert atmosphere;	76%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: (S)-2-{4-[(methoxycarbonyl)amino]benzamido}-3-(4-aminophenyl)propionic acid methyl ester

: (S)-2-(4-((methoxycarbonyl)amino)benzamido)-3-(4-(3-oxomorpholin-4-yl)phenyl)propionic acid methyl ester

Conditions

Conditions	Yield
Stage #1: (2-chloroethoxy)-acetic acid; (S)-2-{4-[(methoxycarbonyl)amino]benzamido}-3-(4-aminophenyl)propionic acid methyl ester With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In tetrahydrofuran at 60℃; for 4h; Stage #2: With sodium hydride In tetrahydrofuran at 20℃; for 5h;	76%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 346433-97-4
2-bromo-4-fluoro-5-nitrophenylamine

: N-(2-bromo-4-fluoro-5-nitrophenyl)-2-(2-chloroethoxy)acetamide

Conditions

Conditions	Yield
Stage #1: (2-chloroethoxy)-acetic acid With pyridine; thionyl chloride In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-bromo-4-fluoro-5-nitrophenylamine With dmap; triethylamine In dichloromethane at 20℃; for 18h; Inert atmosphere;	51%

: 14869-41-1
(2-chloroethoxy)-acetic acid

: ethyl 6-(3-amino-3-azabicyclo[3.1.0]hexan-6-yl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate

: ethyl 6-(3-(2-(2-chloroethoxy)acetamido)-3-azabicyclo[3.1.0]hexan-6-yl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate

Conditions

Conditions	Yield
Stage #1: (2-chloroethoxy)-acetic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 25℃; for 0.5h; Stage #2: ethyl 6-(3-amino-3-azabicyclo[3.1.0]hexan-6-yl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate In dichloromethane at 25℃; for 16h;	50%

Yield

Stage #1: (2-chloroethoxy)-acetic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 25℃; for 0.5h;
Stage #2: ethyl 6-(3-amino-3-azabicyclo[3.1.0]hexan-6-yl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate In dichloromethane at 25℃; for 16h;

50%

: 110-85-0
piperazine

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 142-64-3
piperazine dihydrochloride

: 2-(1-piperazinyl)ethoxyacetic acid dihydrochloride

Conditions

Conditions	Yield
With ammonium acetate; hydrogenchloride In ethanol; water; isopropyl alcohol	12%

...Expand

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 3041-16-5
p-dioxanone

Conditions

Conditions	Yield
With sodium hydroxide unter vermindertem Druck;

: 67-56-1
methanol

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 83881-47-4
(2-Chloro-ethoxy)-acetic acid methyl ester

Conditions

Conditions	Yield
With thionyl chloride

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 1228772-75-5
(2R)-2-[(2R)-4-(4-aminophenyl)-3-oxomorpholin-2-yl]-N-(4-cyanophenyl)-2-hydroxyacetamde

: 1228772-88-0
(2R)-N-(4-cyanophenyl)-2-hydroxy-2-[(2R)-3-oxo-4-[4-(3-oxomorpholin-4-yl)phenyl]morpholin-2-yl]acetamide

Conditions

Conditions	Yield
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In N,N-dimethyl-formamide at 20℃;

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 1391871-33-2
4-chloro-2-oxabutanyl-1-phosphonic acid

Conditions

Conditions	Yield
With phosphorus(III) oxide; methanesulfonic acid at 20 - 30℃; for 2h;
Stage #1: (2-chloroethoxy)-acetic acid With phosphorus trichloride In chlorobenzene at 50℃; for 4h; Inert atmosphere; Stage #2: With water In chlorobenzene Inert atmosphere;

: 14869-41-1
(2-chloroethoxy)-acetic acid

: C22H28N6O2S2

: C26H33ClN6O4S2

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; acetonitrile at 0 - 25℃; for 18h;	484 mg

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 6-(1-aminopiperidin-4-yl)-3-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-5,6-dihydro-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

: 2-(2-chloroethoxy)-N-(4-(7-oxo-3-(trifluoromethyl)-1-((2-(trimethylsilyl)ethoxy)methyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)piperidin-1-yl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 12℃; for 16h;	2.8 g

: 14869-41-1
(2-chloroethoxy)-acetic acid

: 6-(1-aminopiperidin-4-yl)-1-(4-methoxyphenyl)-3-(trifluoromethyl)-5,6-dihydro-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

: 2-(2-chloroethoxy)-N-(4-(1-(4-methoxyphenyl)-7-oxo-3-(trifluoromethyl)-4,5-dihydro-1H-pyrazolo[3,4-c]pyridin-6(7H)-yl)piperidin-1-yl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 16h;	900 mg

: 14869-41-1
(2-chloroethoxy)-acetic acid

: ethyl 6-(1-aminopiperidin-4-yl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3, 4-c]pyridine-3-carboxylate

: ethyl 6-(1-(2-(chloromethoxy)acetamido)piperidin-4-yl)-1-(4-methoxyphenyl)-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 12h;

Acetic acid,2-(2-chloroethoxy)- Specification

The Acetic acid,2-(2-chloroethoxy)-, with the CAS registry number 14869-41-1, is also known as 2-(2-Chloroethoxy)acetic acid. This chemical's molecular formula is C₄H₇ClO₃ and molecular weight is 138.5496. Its systematic name is called (2-chloroethoxy)acetic acid.

Physical properties of Acetic acid,2-(2-chloroethoxy)-: (1)ACD/LogP: -0.18; (2)ACD/LogD (pH 5.5): -2; (3)ACD/LogD (pH 7.4): -4; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.45; (12)Molar Refractivity: 28.739 cm³; (13)Molar Volume: 106.935 cm³; (14)Surface Tension: 41.367 dyne/cm; (15)Density: 1.296 g/cm³; (16)Flash Point: 129.038 °C; (17)Enthalpy of Vaporization: 58.21 kJ/mol; (18)Boiling Point: 289.753 °C at 760 mmHg; (19)Vapour Pressure: 0.001 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-(2-chloro-ethoxy)-ethanol. This reaction will need reagents CrO₃, H₂SO₄ and solvent acetone. The reaction time is 6 hours with reaction temperature of 0 °C. The yield is about 77%.

Uses of Acetic acid,2-(2-chloroethoxy)-: it can be used to produce 2-Chlor-aethoxyesssigsaeure-butylester at ambient temperature. This reaction will need reagent DCC, 4-N,N-dimethylaminopyridine and solvent CH₂Cl₂. The yield is about 91%.

You can still convert the following datas into molecular structure:
(1)SMILES: OC(=O)COCCCl
(2)InChI: InChI=1/C4H7ClO3/c5-1-2-8-3-4(6)7/h1-3H2,(H,6,7)
(3)InChIKey: MHXJETVNZPUVEN-UHFFFAOYAR

Product Name

2-CHLOROETHOXY ACETIC ACID

Synthetic route

Acetic acid,2-(2-chloroethoxy)- Specification

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