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Tetrakis(hydroxymethyl)phosphonium chloride

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Name

Tetrakis(hydroxymethyl)phosphonium chloride

EINECS 204-707-7
CAS No. 124-64-1 Density 1.341 g/mL at 25 °C
PSA 94.51000 LogP -4.19280
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 Molecular Structure of 124-64-1 (Tetrakis(hydroxymethyl)phosphonium chloride) Hazard Symbols ToxicT,DangerousN
Synonyms

Phosphonium,tetrakis(hydroxymethyl)-, chloride (8CI,9CI);NSC 30698;Pyroset TKC;THPC;Tetrakis(hydroxymethyl)phosphochloride;Tetramethylolphosphonium chloride;

Article Data 10

Tetrakis(hydroxymethyl)phosphonium chloride Synthetic route

50-00-0

formaldehyd

124-64-1

tetrakis(hydroxymethyl)phosphonium chloride

Conditions
ConditionsYield
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
ConditionsYield
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%
50-00-0

formaldehyd

7803-51-2

phosphan

124-64-1

tetrakis(hydroxymethyl)phosphonium chloride

Conditions
ConditionsYield
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
ConditionsYield
With water
50-00-0

formaldehyd

2767-80-8

tris(hydroxymethyl)phosphine

124-64-1

tetrakis(hydroxymethyl)phosphonium chloride

Conditions
ConditionsYield
With hydrogenchloride
124-64-1

tetrakis(hydroxymethyl)phosphonium chloride

2767-80-8

tris(hydroxymethyl)phosphine

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

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 POx and Cl.
Hazard Codes: T,N
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
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