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676-97-1

Basic Information
CAS No.: 676-97-1
Name: METHYLPHOSPHONIC DICHLORIDE
Article Data: 51
Molecular Structure:
Molecular Structure of 676-97-1 (METHYLPHOSPHONIC DICHLORIDE)
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

    Stable, but may decompose in the presence of water ormoisture. Incompatible with water, strong bases, strong oxidizing agents.

Toxicology

    May be fatal if swallowed, inhaled or absorbed through
Appearance: solid
Hazard Symbols: VeryT+
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
Synthetic route
756-79-6

dimethyl methane phosphonate

A

676-97-1

methylphosphonic acid dichloroanhydride

B

74-87-3

methylene chloride

Conditions
ConditionsYield
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
ConditionsYield
With phosphorus pentachloride In tetrachloromethane for 1h; Ambient temperature;A 98%
B n/a
756-79-6

dimethyl methane phosphonate

676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide for 4h; Reagent/catalyst; Reflux;96.4%
With thionyl chloride92.8%
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
ConditionsYield
With CPTA 86.5%
B n/a
C n/a
993-13-5

methylphosphonic acid

676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With phosphorus pentachloride for 14h; Chlorination; Heating;81%
With thionyl chloride80%
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

E

phosphoryl chloride

phosphoryl chloride

Conditions
ConditionsYield
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

methylthiophosphonic acid

676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 4h; Heating;75%
681-06-1

dimethyl methylphosphonothionate

676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
With pyridine; thionyl chloride for 4h; Heating;71%
6996-81-2

O,O-diethyl methanephosphonothionate

676-97-1

methylphosphonic acid dichloroanhydride

Conditions
ConditionsYield
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
ConditionsYield
With pyridine; thionyl chloride for 4h; Heating;62%
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  • METHYLPHOSPHONIC DICHLORIDE cas  676-97-1

  • Casno:

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    METHYLPHOSPHONIC DICHLORIDE cas 676-97-1

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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.