- Trichloroacetyl chloride
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Cas Database |
| Name |
Trichloroacetyl chloride |
EINECS | 200-926-7 |
| CAS No. | 76-02-8 | Density | 1.744 g/cm3 |
| PSA | 17.07000 | LogP | 2.12200 |
| Solubility | reacts violently | Melting Point |
-57 °C(lit.) |
| Formula | C2Cl4O | Boiling Point | 118 °C at 760 mmHg |
| Molecular Weight | 181.833 | Flash Point | 31 °C |
| Transport Information | UN 2442 8/PG 2 | Appearance | clear to slightly yellow fuming liquid |
| Safety | 26-28-36/37/39-45-8-28A-23 | Risk Codes | 14-22-26-34-35-29 |
| Molecular Structure |
|
Hazard Symbols |
 T+, T
|
| Synonyms |
Acetylchloride, trichloro- (6CI,8CI,9CI);2,2,2-Trichloroacetyl chloride;Trichloroacetic acid chloride;Trichloroacetochloride; |
Article Data | 107 |
Trichloroacetyl chloride Synthetic route
| Conditions | Yield |
|---|---|
| With thionyl chloride; pentabutyl propyl guanidinium chloride; silica gel In chlorobenzene at 130℃; for 6h; | 95% |
| With N,N-dimethyl-formamide; trichlorophosphate at 100℃; | 92% |
| With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 2h; | 78% |
| Conditions | Yield |
|---|---|
| Stage #1: chloroacetic acid With chlorine at 90 - 120℃; under 2250.23 Torr; for 18h; Large scale; Stage #2: With disulfur dichloride; chlorine at 100℃; under 750.075 Torr; for 28h; Large scale; Stage #3: With dmap; chlorine; triethylamine at 116℃; Temperature; Pressure; Reagent/catalyst; Large scale; | 94.9% |
- 127-18-4
1,1,2,2-tetrachloroethylene
- 373-91-1
hypofluorous acid trifluoromethyl ester
A
- 76-12-0
CFC-112a
B
- 354-17-6
dichloro-fluoro-acetyl chloride
C
- 136649-69-9
1,1,2,2-tetrachloro-1-fluoro-2-trifluoromethoxyethane
D
- 76-02-8
Trichloroacetyl chloride
| Conditions | Yield |
|---|---|
| With oxygen at 40.9℃; under 420.8 Torr; for 1.97833h; Product distribution; Mechanism; Rate constant; var. of partial pressure, temp.; | A n/a B n/a C n/a D 85% E n/a F n/a |
- 73569-84-3
chlorotriphenoxy(trichloroacetyl)phosphorane
A
- 101-02-0
triphenyl phosphite
B
- 5382-00-3
Diphenyl phosphorochloridite
C
- 76-02-8
Trichloroacetyl chloride
| Conditions | Yield |
|---|---|
| at 50℃; under 10 Torr; Mechanism; | A n/a B n/a C 63.6% |
- 108-77-0
1,3,5-trichloro-2,4,6-triazine
- 76-03-9
trichloroacetic acid
A
- 15791-08-9
4,6-dichloro-2-hydroxy-1,3,5-triazine
B
- 76-02-8
Trichloroacetyl chloride
| Conditions | Yield |
|---|---|
| In acetone for 3h; Product distribution; Ambient temperature; | A n/a B 40% |
| Conditions | Yield |
|---|---|
| Irradiation (UV/VIS); with Cl2 sensibilized photochemical oxidn., 80 to 100°C; | A 20% B n/a |
- 65785-42-4
trichloro-acetic acid pentachloroethyl ester
- 76-02-8
Trichloroacetyl chloride
| Conditions | Yield |
|---|---|
| bei der Destillation; | |
| at 400℃; |
| Conditions | Yield |
|---|---|
| With zinc(II) chloride at 100℃; |
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride |
| Conditions | Yield |
|---|---|
| With pyridine; chlorine at 75 - 80℃; |
Trichloroacetyl chloride Chemical Properties
Molecular Structure of Trichloroacetyl chloride (CAS NO.76-02-8):
IUPAC Name: 2,2,2-trichloroacetyl chloride
Molecular Formula: C2Cl4O
Molar mass: 181.83 g/mol
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 17.07Å2
Index of Refraction: 1.5
Molar Refractivity: 30.7 cm3
Molar Volume: 104.2 cm3
Surface Tension: 42.1 dyne/cm
Density: 1.744 g/cm3
Flash Point: 31 °C
Enthalpy of Vaporization: 35.62 kJ/mol
Boiling Point: 118 °C at 760 mmHg
Vapour Pressure: 17 mmHg at 25°C
Melting point: -57 °C(lit.)
Sensitive: Moisture Sensitive
Appearance: colourless liquid
Water solubility: reacts violently
EINECS: 200-926-7
Stability: Stable. Reacts violently with water. Incompatible with alcohols, oxidizing agents, strong bases.
Product Categories: Organics; Acid HalidesDerivatization Reagents; Carbonyl Compounds; Derivatization Reagents GC; Organic Building Blocks; Reagents for Acylation; Acid Halides
Synonyms: Trichloroacetic acid chloride;Acetyl chloride, trichloro-;Superpalite
Product Categories: Carbonyl Compounds;Organics;Organic Building Blocks;Acid Halides;Derivatization Reagents GC
Trichloroacetyl chloride Production
Trichloroacetyl chloride (CAS NO.76-02-8) is the acyl chloride of trichloroacetic acid. It can be formed by reacting chlorine with acetyl chloride or acetaldehyde in the presence of activated charcoal.
Trichloroacetyl chloride Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LC50 | inhalation | 445mg/m3 (445mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 113, 1982. | |
| rat | LC50 | inhalation | 475mg/m3/4H (475mg/m3) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 113, 1982. | |
| rat | LD50 | oral | 600mg/kg (600mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 113, 1982. |
Trichloroacetyl chloride Consensus Reports
EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.
Trichloroacetyl chloride Safety Profile
Moderately toxic by inhalation and ingestion. A corrosive irritant to skin, eyes, and mucous membranes. When heated to decomposition it emits toxic fumes of Cl−.
Hazard Note: Very Toxic
Hazard Codes: T+
,T
Risk Statements:
14: Reacts violently with water
22: Harmful if swallowed
26: Very Toxic by inhalation
29: Contact with water liberates toxic gas
34: Causes burns
35: Causes severe burns
Safety Statements:
8: Keep container dry
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28A After contact with skin, wash immediately with plenty of water.
36: Wear suitable protective clothing
37: Wear suitable gloves
38: In case of insufficient ventilation, wear suitable respiratory equipment
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
Trichloroacetyl chloride Standards and Recommendations
DOT Classification: 8; Label: Corrosive, Poison
Trichloroacetyl chloride Specification
Polymerization of the Trichloroacetyl chloride (CAS NO.76-02-8) is moisture sensitive ,and can be stable under normal temperature and pressure conditions. It is not compatible with water, amines, alcohols, alkaline earth metals, alkali metals,bases,and you must not take it with incompatible materials and not be exposured to moist air or water.And also prevent it to broken down into hazardous decomposition products: carbon dioxide,carbon monoxide,phosgene, hydrogen chloride. Trichloroacetyl chloride (CAS NO.76-02-8) is used in the manufacture of pharmaceuticals and plant protection compounds.
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