Tetrakis(hydroxymethyl)phosphonium chloride supplier

Name
Tetrakis(hydroxymethyl)phosphonium chloride
EINECS 204-707-7
CAS No. 124-64-1
Article Data10
CAS DataBase
Density 1.341 g/mL at 25 °C
Solubility water: >=10 g/100 mL at 20 °C
Melting Point 154 °C
Formula C₄H₁₂O₄P^.Cl
Boiling Point 115°C/760mmHg
Molecular Weight 190.564
Flash Point > 96oC
Transport Information UN 2810 6.1/PG 3
Appearance Clear light pink or yellow-green solution
Safety 22-26-36/37/39-45-60-61
Risk Codes 21-25-38-41-42/43-51/53
Molecular Structure
Hazard Symbols T,N
Synonyms Phosphonium,tetrakis(hydroxymethyl)-, chloride (8CI,9CI);NSC 30698;Pyroset TKC;THPC;Tetrakis(hydroxymethyl)phosphochloride;Tetramethylolphosphonium chloride;
PSA 94.51000
LogP -4.19280

Synthetic route

: 50-00-0
formaldehyd

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

Conditions

Conditions	Yield
Stage #1: formaldehyd With phosphorus; bis(tri-n-butyltin)oxide; 1,1'-azobis(1-cyanocyclohexanenitrile) In ethanol at 20℃; for 16h; Stage #2: With hydrogenchloride In 1,4-dioxane; ethanol at 20℃; for 4h; Catalytic behavior; Reagent/catalyst; Cooling with liquid nitrogen;	80%
With hydrogenchloride; phosphorus hydrogen; water at 80℃;
With hydrogenchloride; phosphan

: 7647-01-0
hydrogenchloride

: 50-00-0
formaldehyd

: phosphorus

: 688-73-3
tri-n-butyl-tin hydride

A: 1461-22-9
tributyltin chloride

B: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

Conditions

Conditions	Yield
Stage #1: phosphorus; tri-n-butyl-tin hydride In toluene at 20℃; for 16h; Schlenk technique; Irradiation; Stage #2: formaldehyd In ethanol at 20℃; for 16h; Stage #3: hydrogenchloride In 1,4-dioxane; ethanol at 20℃; for 2h; Cooling with liquid nitrogen;	A 96% B 75%

...Expand

: 50-00-0
formaldehyd

: 7803-51-2
phosphan

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

Conditions

Conditions	Yield
With hydrogenchloride In water passing PH3 in aq. formaldehyde soln. containing HCl at ambient temp.;;
With hydrogenchloride In water passing PH3 in aq. formaldehyde soln. containing HCl at 80 °C;;
With HCl In water passing PH3 in aq. formaldehyde soln. containing HCl at 80 °C;;
With HCl In water passing PH3 in aq. formaldehyde soln. containing HCl at ambient temp.;;

: 50-00-0
formaldehyd

phosphine: phosphine

hydrochloric acid: hydrochloric acid

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

Conditions

Conditions	Yield
With water

...Expand

: 50-00-0
formaldehyd

: 2767-80-8
tris(hydroxymethyl)phosphine

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

Conditions

Conditions	Yield
With hydrogenchloride

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 2767-80-8
tris(hydroxymethyl)phosphine

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With potassium hydroxide In methanol; water at 15 - 20℃; for 0.166667h; Stage #2: With zinc(II) chloride; sodium sulfite In methanol; water at 25℃; Reagent/catalyst; Solvent;	98.3%
With triethylamine at 60℃; for 4h; Elimination;	95%
With sodium hydroxide

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 106-49-0
p-toluidine

: Tetrakis-(p-tolylamino-methyl)-phosphonium; chloride

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	95%
In ethanol for 2h;

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 134-32-7
1-amino-naphthalene

: C44H40N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	100%

: 4684-12-2
1-amino-4-chloronaphthalene

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: C44H36Cl4N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	91%

: 2298-07-9
4-Bromo-1-naphthylamine

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: C44H36Br4N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	85%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 104-94-9
4-methoxy-aniline

: C32H40N4O4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	97%

: 348-54-9
2-Fluoroaniline

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: C28H28F4N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	97%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 1885-29-6
anthranilic acid nitrile

: C32H28N8P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	94%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 2237-30-1
m-cyanoaniline

: C32H28N8P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	92%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 873-74-5
4-Aminobenzonitrile

: C32H28N8P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	91%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 106-47-8
4-chloro-aniline

: C28H28Cl4N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	90%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 540-37-4
p-aminoiodobenzene

: C28H28I4N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	97%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 589-16-2
4-aminoethylbenzene

: C36H48N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	93%

: 2696-84-6
4-propylaniline

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: C40H56N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	85%

: 99-88-7
4-Isopropylaniline

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: C40H56N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	87%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 371-40-4
4-fluoroaniline

: C28H28F4N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	83%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 106-40-1
4-bromo-aniline

: C28H28Br4N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In ethanol at 20℃; for 2h;	83%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 74-88-4
methyl iodide

: 5958-52-1
[hydroxymethyl(methyl)phosphanyl]methanol

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With triethylamine at 20℃; for 18h; Stage #2: methyl iodide In tetrahydrofuran at -40 - 20℃;	33%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 88-17-5
2-(trifluoromethyl)benzenamine

: C32H28F12N4P(1+)*Cl(1-)

Conditions

Conditions	Yield
In methanol at 20℃; for 2h;	72%

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 1067-13-6
tris(hydroxymethyl)phosphine sulfide

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With triethylamine In N,N-dimethyl-formamide; toluene at 60℃; for 1h; Inert atmosphere; Stage #2: With octasulfur In N,N-dimethyl-formamide; toluene Inert atmosphere;	94%

: potassium tetrachloropalladate(II)

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: C3H9Cl3O3PPd(1-)*K(1+)

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With potassium hydroxide In methanol Stage #2: potassium tetrachloropalladate(II) In methanol for 336h; Inert atmosphere;	37%

: 129826-46-6
4‐bromobutylferrocene

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 1599441-98-1
Fc(CH2)4P(CH2OH)2

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With potassium hydroxide In methanol for 1h; Schlenk technique; Inert atmosphere; Stage #2: 4‐bromobutylferrocene In methanol for 21h; Schlenk technique; Inert atmosphere; Reflux; Stage #3: With triethylamine In diethyl ether; water for 1h; Schlenk technique; Inert atmosphere;

: 136237-36-0
ω-bromohexane ferrocene

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 1599442-01-9
Fc(CH2)6P(CH2OH)2

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With potassium hydroxide In methanol for 1h; Schlenk technique; Inert atmosphere; Stage #2: ω-bromohexane ferrocene In methanol; ethanol for 20.5h; Schlenk technique; Inert atmosphere; Reflux; Stage #3: With triethylamine In diethyl ether; water for 2h; Schlenk technique; Inert atmosphere;

: 11-bromo-n-undecylferrocene

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 1599442-03-1
Fc(CH2)11P(CH2OH)2

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With potassium hydroxide In methanol for 1h; Schlenk technique; Inert atmosphere; Stage #2: 11-bromo-n-undecylferrocene In methanol for 20.5h; Schlenk technique; Inert atmosphere; Reflux; Stage #3: With triethylamine In diethyl ether; water for 2h; Schlenk technique; Inert atmosphere;

: N-trimethyl-N-ruthenocenylammonium iodide

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 1599442-18-8
RcCH2P(CH2OH)2

Conditions

Conditions	Yield
Stage #1: tetrakis(hydroxymethyl)phosphonium chloride With potassium hydroxide In methanol for 1h; Schlenk technique; Inert atmosphere; Stage #2: N-trimethyl-N-ruthenocenylammonium iodide In methanol for 20h; Schlenk technique; Inert atmosphere; Reflux;

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 460-00-4
1-Bromo-4-fluorobenzene

A: 18437-79-1
tri(4-fluorophenyl)phosphine oxide

B: bis(4-fluorophenyl)methylphosphine oxide

Conditions

Conditions	Yield
With 3 A molecular sieve; potassium carbonate; [(o-Tol)2PC6H4CH2Pd(OAc)]2 In N,N-dimethyl acetamide at 130℃; for 17h;	A 10% B 40%
With 3 A molecular sieve; potassium carbonate; [(o-Tol)2PC6H4CH2Pd(OAc)]2 In N,N-dimethyl acetamide at 130℃; for 17h;	A 23 % Chromat. B 13 % Chromat.

...Expand

: 124-64-1
tetrakis(hydroxymethyl)phosphonium chloride

: 1067-12-5
tri(hydroxymethyl)phosphine oxide

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 50℃; for 2h; Elimination;	100%
With barium carbonate In water
With sodium hydroxide
With sodium hydroxide; dihydrogen peroxide at 70 - 80℃; for 1h;
With sodium hydroxide at 20℃; Rate constant;

Tetrakis(hydroxymethyl)phosphonium chloride Chemical Properties

Molecular Formula: C₄H₁₂O₄P
Molar mass: 155.1089 g/mol
Index of Refraction: n20/D 1.512
Boiling Point: 115°C/760mmHg
Vapour Pressure: 1.16 mmHg at 25°C
Melting point: 154 °C
Water solubility: >=10 g/100 mL at 20°C
Appearance: Clear slightly viscous,colorless to yellow liquid
Structure of Tetrakis(hydroxymethyl)phosphonium chloride(124-64-1):

Synonyms of Tetrakis(hydroxymethyl)phosphonium chloride(124-64-1): THPC;pyrosettkc;Tetramethylolphosphonium chloride;Phosphonium,tetrakis(hydroxymethyl)-,chloride
Product Categories of Tetrakis(hydroxymethyl)phosphonium chloride(124-64-1): Phosphonium Compounds:Phosphonium Salts; Catalysis;Greener Alternatives

Tetrakis(hydroxymethyl)phosphonium chloride Toxicity Data With Reference

1.	otr-mus:emb 5000 ppm	JTEHD6 Journal of Toxicology and Environmental Health. 6 (1980),259.
2.	otr-ham:kdy 5000 ppm	JTEHD6 Journal of Toxicology and Environmental Health. 6 (1980),259.
3.	cyt-ham:lng 87 mg/L	GMCRDC Gann Monograph on Cancer Research. 27 (1981),95.
4.	msc-ham:lng 5000 ppm	JTEHD6 Journal of Toxicology and Environmental Health. 6 (1980),259.
5.	orl-rat LD50:161 mg/kg	NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-296 ,1987.
6.	ipr-mus LDLo:125 mg/kg	CBCCT* “Summary Tables of Biological Tests“ National Research Council Chemical-Biological Coordination Center. 7 (1955),789.

Tetrakis(hydroxymethyl)phosphonium chloride Consensus Reports

Reported in EPA TSCA Inventory.

Tetrakis(hydroxymethyl)phosphonium chloride Safety Profile

Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits very toxic fumes of PO_x and Cl⁻.
Hazard Codes: T

Risk Statements:
21: Harmful in contact with skin
25: Toxic if swallowed
38: Irritating to the skin
41: Risk of serious damage to eyes
42: May cause sensitization by inhalation
43: May cause sensitization by skin contact
51: Toxic to aquatic organisms
53: May cause long-term adverse effects in the aquatic environment
Safety Statements:
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
60: This material and/or its container must be disposed of as hazardous waste
61: Avoid release to the environment. Refer to special instructions safety data sheet

Product Name

Tetrakis(hydroxymethyl)phosphonium chloride

Synthetic route

Tetrakis(hydroxymethyl)phosphonium chloride Chemical Properties

Tetrakis(hydroxymethyl)phosphonium chloride Toxicity Data With Reference

Tetrakis(hydroxymethyl)phosphonium chloride Consensus Reports

Tetrakis(hydroxymethyl)phosphonium chloride Safety Profile

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