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22987-21-9

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22987-21-9 Usage

Uses

Different sources of media describe the Uses of 22987-21-9 differently. You can refer to the following data:
1. 2-Hydroxyethanephosphonic acid is an substrate used in the study of 2-hydroxyethylphosphonate dioxygenase reaction mechanism. 2-Hydroxyethanephosphonic Acid is also a required intermediate in labelled Fosfomycin (F727502) biosynthesis.
2. 2-Hydroxyethanephosphonic acid is an substrate used in the study of 2-hydroxyethylphosphonate dioxygenase reaction mechanism. 2-Hydroxyethanephosphonic Acid is also a required intermediate in labelled Fosfomycin (F727502) biosynthesis.

Definition

ChEBI: A phosphonic acid consisting of ethanol with the phospho group at the 2-position.

Check Digit Verification of cas no

The CAS Registry Mumber 22987-21-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,9,8 and 7 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 22987-21:
(7*2)+(6*2)+(5*9)+(4*8)+(3*7)+(2*2)+(1*1)=129
129 % 10 = 9
So 22987-21-9 is a valid CAS Registry Number.
InChI:InChI=1/C2H7O4P/c3-1-2-7(4,5)6/h3H,1-2H2,(H2,4,5,6)

22987-21-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-hydroxyethylphosphonic acid

1.2 Other means of identification

Product number -
Other names 2-Hydroxyethanphosphonseaure

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:22987-21-9 SDS

22987-21-9Synthetic route

dimethyl 2-hydroxyethylphosphonate
54731-72-5

dimethyl 2-hydroxyethylphosphonate

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
Stage #1: dimethyl 2-hydroxyethylphosphonate With trimethylsilyl bromide In dichloromethane at 0 - 20℃; for 13h;
Stage #2: In methanol at 20℃; for 12h;
100%
(2-benzyloxy-ethyl)-phosphonic acid dibenzyl ester

(2-benzyloxy-ethyl)-phosphonic acid dibenzyl ester

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol at 20℃;97%
2-acetoxyethanephosphonic acid dimethyl ester
39118-50-8

2-acetoxyethanephosphonic acid dimethyl ester

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With water at 100℃; for 15h;89%
With hydrogenchloride In water at 100 - 115℃; for 14h;97 % Spectr.
β-Hydroxyethanphosphonsaeure-bis(trimethylsilylester)
75502-78-2

β-Hydroxyethanphosphonsaeure-bis(trimethylsilylester)

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With water at 20 - 25℃;72%
diethyl <2-(benzyloxy)ethyl>phosphonate
727-18-4

diethyl <2-(benzyloxy)ethyl>phosphonate

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With hydrogenchloride; water for 75h; Inert atmosphere; Reflux;63%
oxirane
75-21-8

oxirane

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With phosphonic Acid at 0℃;30%
With sodium dihydrogen phosphate; water
(2-hydroxyethyl)phosphine
16247-01-1

(2-hydroxyethyl)phosphine

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With dihydrogen peroxide
2-chloroethylphosphonic acid
16672-87-0

2-chloroethylphosphonic acid

A

ethene
74-85-1

ethene

B

vinylphosphonic acid
1746-03-8

vinylphosphonic acid

C

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With sodium hydroxide Mechanism; Product distribution; other 2-haloethylphosphonic acids or esters; var. aqueous and non-aqueous solvents, var. times, var. temp., var. pH; isotopic effect;
2-acetoxyethanephosphonic acid dimethyl ester
39118-50-8

2-acetoxyethanephosphonic acid dimethyl ester

A

2-chloroethylphosphonic acid
16672-87-0

2-chloroethylphosphonic acid

B

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

C

β-Acetoxyethanphosphonsaeure
32541-80-3

β-Acetoxyethanphosphonsaeure

Conditions
ConditionsYield
With hydrogenchloride In water at 100℃; for 11h;A 3 % Spectr.
B 77 % Spectr.
C 18 % Spectr.
With water at 160℃; for 6.5h; Product distribution; hydrolysis, reagent, temperature;A 3 % Spectr.
B 77 % Spectr.
C 18 % Spectr.
2-Acetoxyethanphosphonseauredichlorid
50655-62-4

2-Acetoxyethanphosphonseauredichlorid

A

vinylphosphonic acid
1746-03-8

vinylphosphonic acid

B

2-chloroethylphosphonic acid
16672-87-0

2-chloroethylphosphonic acid

C

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

D

β-Acetoxyethanphosphonsaeure
32541-80-3

β-Acetoxyethanphosphonsaeure

E

2-(2-Hydroxyethan-hydrogenphosphonato)-ethanphosphonseaure

2-(2-Hydroxyethan-hydrogenphosphonato)-ethanphosphonseaure

Conditions
ConditionsYield
With water at 30 - 35℃; for 24h; Product distribution; hydrolysis, temperature;A 0.4 % Spectr.
B 3.4 % Spectr.
C 60 % Spectr.
D 30 % Spectr.
E 4.4 % Spectr.
β-Acetoxyethanphosphonsaeure-bis(trimethylsilylester)
72563-41-8

β-Acetoxyethanphosphonsaeure-bis(trimethylsilylester)

A

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

B

β-Acetoxyethanphosphonsaeure
32541-80-3

β-Acetoxyethanphosphonsaeure

Conditions
ConditionsYield
With water at 10 - 15℃; for 24h; Product distribution; hydrolysis;A 84 % Spectr.
B 15 % Spectr.
2-Methoxyethanphosphoseauredimethylester
26119-43-7

2-Methoxyethanphosphoseauredimethylester

A

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

B

2-Methoxyethanphosphonseaure

2-Methoxyethanphosphonseaure

C

2-(2-Hydroxyethan-hydrogenphosphonato)-ethanphosphonseaure

2-(2-Hydroxyethan-hydrogenphosphonato)-ethanphosphonseaure

D

hydroxyethylenediphosphonic acid
84549-24-6

hydroxyethylenediphosphonic acid

Conditions
ConditionsYield
With water at 160℃; for 60h; Product distribution; hydrolysis;
(2-hydroxyethyl)phosphonic acid-1.5cyclohexylamine
132155-50-1

(2-hydroxyethyl)phosphonic acid-1.5cyclohexylamine

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With Dowex 50 (H+) In water
(2-hydroxyethyl)phosphine
16247-01-1

(2-hydroxyethyl)phosphine

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

triethyl borate
150-46-9

triethyl borate

phosphorus trichloride
7719-12-2, 52843-90-0

phosphorus trichloride

oxygen

oxygen

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
at 0℃; anschliessend mit Wasser;
ethylphosphonic acid
6779-09-5

ethylphosphonic acid

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

Conditions
ConditionsYield
With carbon monoxide; oxygen; trifluoroacetic acid; palladium on activated charcoal; copper dichloride at 75℃; under 56887.8 Torr; for 18h; Hydroxylation;7 % Spectr.
bis(2-chloroethyl) 2-chloroethylphosphonate
6294-34-4

bis(2-chloroethyl) 2-chloroethylphosphonate

A

2-chloroethylphosphonic acid
16672-87-0

2-chloroethylphosphonic acid

B

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

C

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

1,2-dichloro-ethane

D

2-chloro-ethanol
107-07-3

2-chloro-ethanol

Conditions
ConditionsYield
With hydrogenchloride at 120℃; under 3800 Torr; for 16h; Product distribution; Further Variations:; Pressures; Temperatures;
2-chloroethylphosphonic acid
16672-87-0

2-chloroethylphosphonic acid

A

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

B

2-oxo-2-hydroxy-1,2-oxaphosphetane

2-oxo-2-hydroxy-1,2-oxaphosphetane

C

2-hydroxyethylphosphonyl phosphate

2-hydroxyethylphosphonyl phosphate

Conditions
ConditionsYield
In aq. buffer pH=7.4; Kinetics; Mechanism;
(Z)-9-octadecenoyl chloride
112-77-6

(Z)-9-octadecenoyl chloride

β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

(Z)-Octadec-9-enoic acid 2-phosphono-ethyl ester

(Z)-Octadec-9-enoic acid 2-phosphono-ethyl ester

Conditions
ConditionsYield
With pyridine at -20℃;56%
β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

dimethyl 2-hydroxyethylphosphonate
54731-72-5

dimethyl 2-hydroxyethylphosphonate

Conditions
ConditionsYield
In methanol; diethyl ether
β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

fosfomycin
23155-02-4

fosfomycin

Conditions
ConditionsYield
In water at 28℃; for 120h; blocked mutant of Streptomyces wedmorensis ATCC 21239, pH 8.0;
β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

A

formic acid
64-18-6

formic acid

B

hydroxymethylphosphonic acid
2617-47-2

hydroxymethylphosphonic acid

Conditions
ConditionsYield
With oxygen pH=7.5; aq. buffer; Enzymatic reaction;
β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

2-hydroxyethylphosphonic acid monomethyl ester
54731-76-9

2-hydroxyethylphosphonic acid monomethyl ester

Conditions
ConditionsYield
With Escherichia coli AdoHcy nucleosidase; N-terminal hexahistidine tagged DhpI proteine; tris hydrochloride at 30℃; pH=7.8; Kinetics; Enzymatic reaction;
β-Hydroxyethanphosphonsaeure
22987-21-9

β-Hydroxyethanphosphonsaeure

methylphosphonic acid
993-13-5

methylphosphonic acid

Conditions
ConditionsYield
With methylphosphonic acid synthase In aq. buffer at 20℃; for 2h; pH=7.5; Kinetics; Inert atmosphere; Enzymatic reaction;

22987-21-9Relevant articles and documents

New insight into the mechanism of methyl transfer during the biosynthesis of fosfomycin

Woodyer, Ryan D.,Li, Gongyong,Zhao, Huimin,Van Der Donk, Wilfred A.

, p. 359 - 361 (2007)

Hydroxyethylphosphonate is a required intermediate in fosfomycin biosynthesis. The Royal Society of Chemistry.

Biosynthesis of the Fungal Organophosphonate Fosfonochlorin Involves an Iron(II) and 2-(Oxo)glutarate Dependent Oxacyclase

Gama, Simanga R.,Stankovic, Toda,Hupp, Kendall,Al Hejami, Ahmed,McClean, Mimi,Evans, Alysa,Beauchemin, Diane,Hammerschmidt, Friedrich,Pallitsch, Katharina,Zechel, David L.

, (2022)

The fungal metabolite Fosfonochlorin features a chloroacetyl moiety that is unusual within known phosphonate natural product biochemistry. Putative biosynthetic genes encoding Fosfonochlorin in Fusarium and Talaromyces spp. were investigated through reactions of encoded enzymes with synthetic substrates and isotope labelling studies. We show that the early biosynthetic steps for Fosfonochlorin involve the reduction of phosphonoacetaldehyde to form 2-hydroxyethylphosphonic acid, followed by oxidative intramolecular cyclization of the resulting alcohol to form (S)-epoxyethylphosphonic acid. The latter reaction is catalyzed by FfnD, a rare example of a non-heme iron/2-(oxo)glutarate dependent oxacyclase. In contrast, FfnD behaves as a more typical oxygenase with ethylphosphonic acid, producing (S)-1-hydroxyethylphosphonic acid. FfnD thus represents a new example of a ferryl generating enzyme that can suppress the typical oxygen rebound reaction that follows abstraction of a substrate hydrogen by a ferryl oxygen, thereby directing the substrate radical towards a fate other than hydroxylation.

Double-Layered Plasmonic–Magnetic Vesicles by Self-Assembly of Janus Amphiphilic Gold–Iron(II,III) Oxide Nanoparticles

Song, Jibin,Wu, Binghui,Zhou, Zijian,Zhu, Guizhi,Liu, Yijing,Yang, Zhen,Lin, Lisen,Yu, Guocan,Zhang, Fuwu,Zhang, Guofeng,Duan, Hongwei,Stucky, Galen D.,Chen, Xiaoyuan

, p. 8110 - 8114 (2017)

Janus nanoparticles (JNPs) offer unique features, including the precisely controlled distribution of compositions, surface charges, dipole moments, modular and combined functionalities, which enable excellent applications that are unavailable to their symmetrical counterparts. Assemblies of NPs exhibit coupled optical, electronic and magnetic properties that are different from single NPs. Herein, we report a new class of double-layered plasmonic–magnetic vesicle assembled from Janus amphiphilic Au-Fe3O4 NPs grafted with polymer brushes of different hydrophilicity on Au and Fe3O4 surfaces separately. Like liposomes, the vesicle shell is composed of two layers of Au-Fe3O4 NPs in opposite direction, and the orientation of Au or Fe3O4 in the shell can be well controlled by exploiting the amphiphilic property of the two types of polymers.

PREPARATION OF A HYDROXYALKYL PHOSPHONIC ACID

-

Paragraph 0009, (2016/01/01)

The present invention is a process for converting a phosphonate to a hydroxyalkyl phosphonic acid comprising the step of contacting together water, the phosphonate, and a sulfonated or phosphonated heterogeneous catalyst under conditions sufficient to convert at least 50% of the phosphonate to the hydroxyalkyl phosphonic acid. The process of the present invention provides a way of preparing hydroxyalkyl phosphonic acids safely and economically, without corrosive effects.

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