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Cas Database

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

Diethyl (hydroxymethyl)phosphonate Synthetic route

: 50-00-0
formaldehyd

: 762-04-9
phosphonic acid diethyl ester

: 3084-40-0
diethyl (1-hydroxymethyl)phosphonate

Conditions

Conditions	Yield
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

Conditions	Yield
With sodium ethanolate In ethanol	90%

: 50-00-0
formaldehyd

: 762-04-9, 123-22-8
Diethyl phosphonate

: 3084-40-0
diethyl (1-hydroxymethyl)phosphonate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With nitrogen; triethylamine; paraformaldehyde	60%
With nitrogen; triethylamine; paraformaldehyde	60%
With triethylamine; paraformaldehyde	57.5 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

Conditions	Yield
In xylene at 120℃; for 1h;	A 16% B 55% C 5.5%

...Expand

: 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

Conditions	Yield
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

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

...Expand

: 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

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

...Expand

: 50-00-0
formaldehyd

: 122-52-1
triethyl phosphite

: 3084-40-0
diethyl (1-hydroxymethyl)phosphonate

Conditions

Conditions	Yield
With 2-methoxy-phenylamine

Diethyl (hydroxymethyl)phosphonate Chemical Properties

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: C₅H₁₃O₄P
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

Diethyl (hydroxymethyl)phosphonate Safety Profile

Hazard Codes: Irritant Xi
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

Diethyl (hydroxymethyl)phosphonate 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 .

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