Trichloroacetic anhydride (HCID 20079)

Names & identifiers

Preferred name: Trichloroacetic anhydride
IUPAC: (2,2,2-trichloroacetyl) 2,2,2-trichloroacetate
English name: TRICHLOROACETIC ANHYDRIDE
Molecular formula: C4Cl6O3
Molecular weight: 308.74

Names & synonyms

TRICHLOROACETIC ANHYDRIDE4124-31-6DTXSID00871055RefChem:191000DTXCID60818729223-925-3trichloroaceticanhydrideAcetic acid, trichloro-, anhydride(2,2,2-trichloroacetyl) 2,2,2-trichloroacetatetrichloracetic anhydrideMFCD00000793EINECS 223-925-3

Show more names

TCAA2,2,2-trichloroacetic anhydrideTrichloroaceticanhyrideTrichloroaceticAnhydride97%trichloro-aceticacianhydrideTrichloroacetic Anhydride 97%Bis(trichloroacetic)anhydride

Trichloroacetyl 2,2,2-trichloroacetatetrichloroacetic acid anhydrideAcetic acid, 2,2,2-trichloro-, 1,1'-anhydrideAcetic acid, trichloro-, anhydride; Trichloracetic anhydride; Trichloroacetic acid anhydridePerchloroacetic AnhydrideC4Cl6O32,?2,?2-Trichloro-?acetic Acid 1,?1'-?Anhydride; Trichloracetic Anhydride; Trichloroacetic acid anhydrideSCHEMBL150679

Database identifiers

CAS: 4124-31-6
PubChem CID: 20079
DTXSID: DTXSID00871055
EC Number: 223-925-3
Nikkaji: J150.161E

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 201

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Acid Anhydrides, Other

SpringerMaterials PropertiesBoiling point

Physical DescriptionColorless liquid; [Alfa Aesar MSDS]

Physicochemical properties

Boiling point: 139 · 139-141 °C/60 mmHg (lit.)
Density: 1.69 g/mL · 1.69 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.484(lit.)
Flash point: 98 · 98-100°C/11mm
solubility: Miscible with ether and acetic acid.
form: clear liquid
color: Colorless to Almost colorless
Sensitive: Moisture Sensitive
BRN: 980355 · 980355
Dielectric constant: 5 · 5.0
Stability: Stable. Moisture sensitive - store under dry atmosphere. Incompatible with strong bases, strong oxidizing agents.
InChI: InChI=1S/C4Cl6O3/c5-3(6,7)1(11)13-2(12)4(8,9)10
InChIKey: MEFKFJOEVLUFAY-UHFFFAOYSA-N
SMILES: O(C(=O)C(Cl)(Cl)Cl)C(=O)C(Cl)(Cl)Cl
CAS DataBase Reference: 4124 · 4124-31-6(CAS DataBase Reference)
EPA Substance Registry System: Acetic acid, trichloro-, anhydride (4124-31-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 302 · H302-H314
Precautionary statements: 270 · P270-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes: C
Risk Statements: 22 · 22-35
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 3265 · UN 3265 8/PG 2
WGK Germany: 3 · 3
F: 10 · 10-21
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: II
HS Code: 2915907098 · 2915907098

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (88.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationAcetic acid, trichloro-, anhydride: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryHydrolyzed by water; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS] See Pentafluoropropionic anhydride.

Hazard Classes and CategoriesAcute Tox. 4 (88.9%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F: 10-21
wgk: 3
tsca: TSCA listed
ridadr: UN 3265 8/PG 2
hs_code: 2915907098
risk_code: 22-35
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
packing_group: II
Hazard statements: H302-H314
Precautionary statements: P270-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationAcetic acid, 2,2,2-trichloro-, 1,1'-anhydride: ACTIVE

Applications · 2 items

UsesTrichloroacetic Anhydride is used in organometallic reactions as well as oxadiazole containing 5-lipoxygenase activating protein inhibitors.

General DescriptionTrichloroacetic anhydride is reported to be an efficient derivatization reagent, since it produces stable derivatives having both a higher mass fragmentation pattern and lesser volatility than derivatives of trifluoroacetic anhydride (TFAA) or heptafluorobutyric anhydride (HFBA). The interaction of thymidine 5′-phosphate with trichloroacetic anhydride in dimethylformamide and acetonitrile in the presence of tertiary amines hs been studied.