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| CAS No.: | 676-97-1 |
|---|---|
| Name: | METHYLPHOSPHONIC DICHLORIDE |
| Molecular Structure: | |
|
|
|
| Formula: | CH3 Cl2 O P |
| Molecular Weight: | 132.914 |
| Synonyms: | Phosphonicdichloride, methyl- (8CI,9CI); Dichloromethylphosphine oxide;Methanephosphonodichloridic acid; Methanephosphonyl chloride; Methanephosphonyldichloride; Methylphosphonic acid dichloride; Methylphosphonic dichloride;Methylphosphonic dichoride; Methylphosphonodichloridic acid; Methylphosphonylchloride; Methylphosphonyl dichloride |
| EINECS: | 211-634-4 |
| Density: | 1.468 g/mL at 25 °C(lit.) |
| Melting Point: | 31-34 °C |
| Boiling Point: | 163 °C(lit.) |
| Flash Point: | >110°C |
| Solubility: |
Stability
Toxicology
|
| Appearance: | solid |
| Hazard Symbols: |
 T+
|
| Risk Codes: | 14-26-34 |
| Safety: | Poison by inhalation. A corrosive irritant to the eyes, skin, and mucous membranes. When heated to decomposition it emits toxic fumes of Cl− and POx. See also CHLORIDES. |
| Transport Information: | UN 3390 6 |
| PSA: | 26.88000 |
| LogP: | 2.28690 |
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- 756-79-6
dimethyl methane phosphonate
A
- 676-97-1
methylphosphonic acid dichloroanhydride
B
- 74-87-3
methylene chloride
| Conditions | Yield |
|---|---|
| With thionyl chloride; N-Formylpiperidine for 19h; Heating; various conditions and cactalasts investigated; | A 99.2% B n/a |
- 18279-83-9
methylphosphonic acid bis(trimethylsilyl) ester
A
- 676-97-1
methylphosphonic acid dichloroanhydride
B
- 75-77-4
chloro-trimethyl-silane
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride In tetrachloromethane for 1h; Ambient temperature; | A 98% B n/a |
| Conditions | Yield |
|---|---|
| With thionyl chloride; N,N-dimethyl-formamide for 4h; Reagent/catalyst; Reflux; | 96.4% |
| With thionyl chloride | 92.8% |
| With calcium fluoride; thionyl chloride for 20h; Substitution; Heating; | 92.8% |
- 18279-83-9
methylphosphonic acid bis(trimethylsilyl) ester
A
- 676-97-1
methylphosphonic acid dichloroanhydride
B
- 75-77-4
chloro-trimethyl-silane
C
- 1499-17-8
o-phenylene chlorophosphate
| Conditions | Yield |
|---|---|
| With CPT | A 86.5% B n/a C n/a |
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride for 14h; Chlorination; Heating; | 81% |
| With thionyl chloride | 80% |
| With phosphorus pentachloride In tetrachloromethane at 45℃; for 12h; | |
| With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In chloroform at 50℃; for 0.0833333h; | 86 % Spectr. |
| With thionyl chloride |
- 926-57-8
1,3-dichloro-2-butene
A
- 676-97-1
methylphosphonic acid dichloroanhydride
B
- 34838-28-3
1,2-dichloroethyl phosphorodichloridate
C
- 75-36-5
acetyl chloride
D
- 1983-26-2
chloromethylphosphonic dichloride
| Conditions | Yield |
|---|---|
| With oxygen; phosphorus trichloride at -10 - 10℃; Product distribution; Mechanism; | A n/a B 80% C n/a D n/a E n/a |
| With oxygen; phosphorus trichloride at -10 - 10℃; Title compound not separated from byproducts; | A n/a B 80% C n/a D n/a E n/a |
| With oxygen; phosphorus trichloride at -10 - 10℃; | A n/a B 80% C n/a D n/a E n/a |
- 676-97-1
methylphosphonic acid dichloroanhydride
| Conditions | Yield |
|---|---|
| With pyridine; thionyl chloride for 4h; Heating; | 75% |
| Conditions | Yield |
|---|---|
| With pyridine; thionyl chloride for 4h; Heating; | 71% |
| Conditions | Yield |
|---|---|
| With pyridine; thionyl chloride for 4h; Heating; | 65% |
- 25371-75-9
methyl-thiophosphonic acid O,O'-dipropyl ester
- 676-97-1
methylphosphonic acid dichloroanhydride
| Conditions | Yield |
|---|---|
| With pyridine; thionyl chloride for 4h; Heating; | 62% |
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Chemistry
IUPAC: Dichlorophosphorylmethane
Methyl phosphonic dichloride (676-97-1) is also called for 4-04-00-03509 (Beilstein Handbook Reference) ; BRN 1071305 ; EINECS 211-634-4 ; HSDB 6329 ; Methanephosphonyl chloride ; Phosphonic dichloride, methyl- ; Phosphonic dichloride, P-methyl- ; Phosphonic dichloride, methyl- ; NA9206 ; 228052_ALDRICH ; 64262_FLUKA and so on.
Molecular Formula: CH3Cl2OP
Molecular Weight: 132.91
EINECS: 211-634-4
Melting Point: 31-34°C
Density: 1.445 g/cm3
Flash Point: 44.1°C
Boiling Point: 163°C at 760 mmHg
LogP: ACD/LogP: 0.26
XLogP: 0.80
ALOGPS: 0.67
ACD/LogD (pH 5.5): 0.26
ACD/LogD (pH 7.4): 0.26
ACD/BCF (pH 5.5): 1
ACD/BCF (pH 7.4): 1
ACD/KOC (pH 5.5): 32.79
ACD/KOC (pH 7.4): 32.79
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Heavy Atom Count: 5
Formal Charge: 0
Complexity: 64
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 0
Undefined Atom StereoCenter Count: 0
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 0
Covalently-Bonded Unit Count: 1
Index of Refraction: 1.419
Molar Refractivity: 23.25 cm3
Molar Volume: 91.9 cm3
Surface Tension: 33.3 dyne/cm
Vapour Pressure: 2.76 mmHg at 25°C
Enthalpy of Vaporization: 38.31 kJ/mol
The molecular structure of Methyl phosphonic dichloride (676-97-1) :
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| rat | LC50 | inhalation | 26ppm/4H (26ppm) | BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | American Industrial Hygiene Association Journal. Vol. 25, Pg. 470, 1964. |
Consensus Reports
EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
Safety Profile
Poison by inhalation. A corrosive irritant to the eyes, skin, and mucous membranes. When heated to decomposition it emits toxic fumes of Cl− and POx. See also CHLORIDES.
Hazard Codes: T+ 
Risk Statements: 14-26-34
R14: Reacts violently with water
R26: Very Toxic by inhalation
R34: Causes burns
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
S45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR: UN 3390 6.1/PG 1
WGK Germany: 3
F10: Keep under argon
HazardClass: 6.1
PackingGroup: I
RTECS: TA1840000
Standards and Recommendations
DOT Classification: 6.1; Label: Poison, Corrosive
Specification
1.Treatment of Methyl phosphonic dichloride (676-97-1) in Wastewater,see as follows :
Total removal: 2.60 percent
Total biodegradation: 0.09 percent
Total sludge adsorption: 1.75 percent
Total to air: 0.76 percent
(using 10000 hr Bio P,A,S)
2.Reactivity Profile
Methyl phosphonic dichloride (676-97-1) is incompatible with water, strong oxidizing, agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts.