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3084-40-0

Basic Information
CAS No.: 3084-40-0
Name: Diethyl (hydroxymethyl)phosphonate
Article Data: 54
Molecular Structure:
Molecular Structure of 3084-40-0 (Diethyl (hydroxymethyl)phosphonate)
Formula: C5H13 O4 P
Molecular Weight: 168.13
Synonyms: Phosphonicacid, (hydroxymethyl)-, diethyl ester (6CI,7CI,8CI,9CI);(Hydroxymethyl)phosphonate diethyl ester;Diethyl (hydroxymethyl)phosphonate;Diethyl phosphonomethanol;
EINECS: 221-391-6
Density: 1.14
Boiling Point: 124-126 ºC (3 mmHg)
Flash Point: 98.7°C
Solubility: 500g/L at 20℃
Appearance: Clear colorless to yellow viscous liquid
Hazard Symbols:
Risk Codes: R36/37/38   
Safety: S26;S37/39
PSA: 65.57000
LogP: 1.20230
Synthetic route
50-00-0

formaldehyd

762-04-9

phosphonic acid diethyl ester

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

Conditions
ConditionsYield
With triethylamine at 90℃; for 3h; Reflux;96%
With potassium carbonate In ethanol at 75℃; for 5h;95%
With potassium carbonate In toluene at 60℃; for 2.25h; pH=7.5 - 8;95%
7016-78-6

(diethoxyphosphoryl)methyl acetate

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

Conditions
ConditionsYield
With sodium ethanolate In ethanol90%
50-00-0

formaldehyd

762-04-9, 123-22-8

Diethyl phosphonate

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

Conditions
ConditionsYield
triethylamine Ambient temperature;85.5%
With triethylamine at 90℃; for 12h;60%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water for 1h; Ambient temperature;53%
With triethylamine In toluene at 70℃; for 2h;
53920-49-3

N-methoxypyridinium p-toluenesulfonate

762-04-9

phosphonic acid diethyl ester

A

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

B

23081-78-9

diethyl pyridin-2-yl-2-phosphonate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 0.0833333h;A 20%
B 74%
762-04-9, 123-22-8

Diethyl phosphonate

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

Conditions
ConditionsYield
With nitrogen; triethylamine; paraformaldehyde60%
With nitrogen; triethylamine; paraformaldehyde60%
With triethylamine; paraformaldehyde57.5 g (68%)
50-00-0

formaldehyd

104-94-9

4-methoxy-aniline

122-52-1

triethyl phosphite

A

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

B

81439-58-9

diethyl ester of p-N-methoxyphenylaminomethylphosphonic acid

C

1,3,5-tris-(4-methoxybenzyl)-1,3,5-triazinane

Conditions
ConditionsYield
In xylene at 120℃; for 1h;A 16%
B 55%
C 5.5%
296-38-8

trioxa-4,10,16-triaza-1,7,13-cyclooctadecane

50-00-0

formaldehyd

762-04-9

phosphonic acid diethyl ester

A

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

B

[10,16-bis-(diethoxy-phosphorylmethyl)-1,7,13-trioxa-4,10,16-triaza-cyclooctadec-4-ylmethyl]-phosphonic acid diethyl ester

Conditions
ConditionsYield
With triethylamine In benzene Alkylation; Mannich reaction; substitution; Heating;A n/a
B 37%
50-00-0

formaldehyd

94-09-7

p-aminoethylbenzoate

A

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

B

10287-54-4

p-N,N-diethylaminobenzoic acid ethyl ester

C

74763-68-1

diethyl 4,4′-(methylenebis(azanediyl))dibenzoate

D

114416-19-2

Diethyl (p-ethoxycarbonylphenylaminomethyl)phosphonate

Conditions
ConditionsYield
With triethyl phosphite In toluene at 110 - 120℃; for 6.5h;A 32.8%
B n/a
C 24.4%
D 23.8%
50-00-0

formaldehyd

94-09-7

p-aminoethylbenzoate

122-52-1

triethyl phosphite

A

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

B

10287-54-4

p-N,N-diethylaminobenzoic acid ethyl ester

C

74763-68-1

diethyl 4,4′-(methylenebis(azanediyl))dibenzoate

D

114416-19-2

Diethyl (p-ethoxycarbonylphenylaminomethyl)phosphonate

Conditions
ConditionsYield
In toluene at 110 - 120℃; for 6.5h;A 32.8%
B n/a
C 24.4%
D 23.8%
50-00-0

formaldehyd

122-52-1

triethyl phosphite

3084-40-0

diethyl (1-hydroxymethyl)phosphonate

Conditions
ConditionsYield
With 2-methoxy-phenylamine
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Chemistry

Molecule structure of Phosphonic acid,P-(hydroxymethyl)-, diethyl ester (CAS NO.3084-40-0):

IUPAC Name: Diethoxyphosphorylmethanol 
Molecular Weight: 168.128081 [g/mol]
Molecular Formula: C5H13O4
Index of Refraction: 1.423
Molar Refractivity: 37.11 cm3
Molar Volume: 145.4 cm3
Surface Tension: 37.2 dyne/cm
Density: 1.155 g/cm3 
Flash Point: 98.7 °C
Enthalpy of Vaporization: 55.37 kJ/mol
Boiling Point: 239.5 °C at 760 mmHg
Vapour Pressure: 0.00699 mmHg at 25 °C
XLogP3-AA: -0.4
H-Bond Donor: 1
H-Bond Acceptor: 4
Rotatable Bond Count: 5
Exact Mass: 168.055145
MonoIsotopic Mass: 168.055145
Topological Polar Surface Area: 55.8
Heavy Atom Count: 10
Canonical SMILES: CCOP(=O)(CO)OCC
InChI: InChI=1S/C5H13O4P/c1-3-8-10(7,5-6)9-4-2/h6H,3-5H2,1-2H3
InChIKey: RWIGWWBLTJLKMK-UHFFFAOYSA-N
EINECS: 221-391-6
Product Categories of Phosphonic acid,P-(hydroxymethyl)-, diethyl ester (CAS NO.3084-40-0): C-C Bond Formation; Horner-Wadsworth-Emmons Reagents; Olefination

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 37/39-26-36
S37/39:Wear suitable gloves and eye/face protection. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3

Specification

 Phosphonic acid,P-(hydroxymethyl)-, diethyl ester (CAS NO.3084-40-0) is also named as (Hydroxymethyl)phosphonic acid, diethyl ester ; Diethyl (hydroxymethyl phosphonate ; Phosphonic acid, (hydroxymethyl)-, diethyl ester ; Hydroxymethyldiethylphosphonate .