Chloroacetic acid
Athanor · official
C2H3ClO2 · 94.5 g/mol
IUPAC name: 2-chloroacetic acid
Also called monochloroacetic acid, MCA
Names and identifiers
- IUPAC name
- 2-chloroacetic acid
- Synonyms
- monochloroacetic acid, MCA, Monochloroacetic acid
+ 37 more
Chloracetic acid, 2-chloroacetic acid, Chloroethanoic acid, Acetic acid, chloro-, Acide chloracetique, Monochloroethanoic acid, Monochloracetic acid, Monochloorazijnzuur, Monochloressigsaeure, Acidomonocloroacetico, Acide monochloracetique, alpha-Chloroacetic acid, Acide chloroacetique, Kyselina chloroctova, 2-chloro-ethanoic acid, NCI-C60231, DTXSID4020901, NSC-142, 5GD84Y125G, DTXCID20901, CHEBI:27869, RefChem:5670, 201-178-4, Chloroacetic acid, solid, Acetic acid, 2-chloro-, Chloroacetic, 2-chloro-acetic acid, Chloroacetic acid [BSI:ISO], .alpha.-Chloroacetic acid, Monochloorazijnzuur [Dutch], Acide chloracetique [French], Kyselina chloroctova [Czech], Monochloressigsaeure [German], Acide chloroacetique [French], Acidomonocloroacetico [Italian], Acide monochloracetique [French], Chloroacetic acid, molten
- Molecular formula
- C2H3ClO2
- Empirical formula
- C2H3ClO2
- Molecular weight
- 94.5 g/mol
- Exact mass
- 93.98216
- CAS number
- 79-11-8
- PubChem CID
- 300
- Canonical SMILES
- C(C(=O)O)Cl
- Isomeric SMILES
- C(C(=O)O)Cl
- InChI
- InChI=1S/C2H3ClO2/c3-1-2(4)5/h1H2,(H,4,5)
- InChIKey
- FOCAUTSVDIKZOP-UHFFFAOYSA-N
- Molfile
Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.
Physical properties
- Appearance
- Colorless to light-brownish crystals[5]
7 values
From Hazardous Substances Data Bank (HSDB), the most authoritative source here.
Value As written Source – Chloroacetic acid, solid is a colorless to light-brown crystalline material. It is soluble in water and sinks in water. Combustible. It is transported as a molten liquid and therefore can cause thermal burns. It is toxic by ingestion, skin absorption and inhalation of dust. It is corrosive to metals and tissue. [1] CAMEO Chemicals – Chloroacetic acid, solution is a colorless solution of the white crystalline solid. The acid concentration can be up to 80%. It is toxic by inhalation, ingestion and skin contact. It is corrosive to metals and tissue. It is used as an herbicide, preservative and bacteriostat. [1] CAMEO Chemicals – Large Crystals; CBI; Dry Powder; Other Solid; Liquid [2] EPA Chemical Data Reporting (CDR) – COLOURLESS HYGROSCOPIC CRYSTALS WITH PUNGENT ODOUR. [3] ILO-WHO International Chemical Safety Cards (ICSCs) – Colorless solution of the white crystalline solid. [4] Occupational Safety and Health Administration (OSHA) –shown Colorless to light-brownish crystals [5] Hazardous Substances Data Bank (HSDB)cites Larranaga, M.D., Lewis, R.J. Sr., Lewis, R.A.; Hawley's Condensed Chemical Dictionary 16th Edition. John Wiley & Sons, Inc. Hoboken, NJ 2016., p. 307 – Colorless, hygroscopic, crystalline solid, which occurs in monoclinically prismatic structures ... [5] Hazardous Substances Data Bank (HSDB)cites Koenig G et al; Chloroacetic Acids. Ullmann's Encyclopedia of Industrial Chemistry. (1999-2019). New York, NY: John Wiley & Sons. Online Posting Date: 15 Oct 2012. - Odor
- Strong vinegar-like odor[5]
- Melting point
- 63 °C (145 °F, EPA 1998)[1]
2 values
2 of 2 sources agree on it (most common value).
Value As written Source 63 °Cshown 145 °F (EPA, 1998) [1] CAMEO Chemicalscites U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office. 63 °C 63 °C [6] PAC Chemical Database, U.S. Department of Energy 1 more value was reported but failed the checks (unreadable or out of range), so it is not shown.
- Boiling point
- 189.3 °C @760 [mmHg][6]
3 values
3 of 3 sources agree on it (most common value).
Value As written Source 189 °C 372 °F at 760 mmHg (EPA, 1998) [1] CAMEO Chemicalscites U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office. 189 °C 189 °C [3] ILO-WHO International Chemical Safety Cards (ICSCs) 189.3 °Cshown 189.3 °C @760 [mm Hg] [6] PAC Chemical Database, U.S. Department of Energy - Density
- Density: 1.3703 at 65 °C/4 °C (liquid)[5]
7 values
Only one source reports it.
Value As written Source – 1.4043 at 104 °F (EPA, 1998) - Denser than water [1] CAMEO Chemicalscites U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office. – 1.328 (USCG, 1999) - Denser than water [1] CAMEO Chemicalscites U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office. – 1.58 at 20 °C/20 °C (solid) [5] Hazardous Substances Data Bank (HSDB)cites Koenig G et al; Chloroacetic Acids. Ullmann's Encyclopedia of Industrial Chemistry. (1999-2018). New York, NY: John Wiley & Sons. Online Posting Date: Online Posting Date: 15 Oct 2012 1.3703 g/mLshown Density: 1.3703 at 65 °C/4 °C (liquid) [5] Hazardous Substances Data Bank (HSDB)cites Koenig G et al; Chloroacetic Acids. Ullmann's Encyclopedia of Industrial Chemistry. (1999-2018). New York, NY: John Wiley & Sons. Online Posting Date: Online Posting Date: 15 Oct 2012 – 1.58 at 20 °C/20 °C (solid) [5] Hazardous Substances Data Bank (HSDB)cites Koenig G et al; Chloroacetic Acids. Ullmann's Encyclopedia of Industrial Chemistry. (1999-2018). New York, NY: John Wiley & Sons. Online Posting Date: Online Posting Date: 15 Oct 2012 – 1.328 [4] Occupational Safety and Health Administration (OSHA) – 1.4043 @ 40°C [6] PAC Chemical Database, U.S. Department of Energy 1 more value was reported but failed the checks (unreadable or out of range), so it is not shown.
- Solubility in water
- Solubility in water at 20 °C: very good[3]
4 values
From ILO-WHO International Chemical Safety Cards (ICSCs), the most authoritative source here.
Value As written Source – greater than or equal to 100 mg/mL at 68 °F (NTP, 1992) [1] CAMEO Chemicalscites National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina. – In water, 8.58X10+5 mg/L at 25 °C [5] Hazardous Substances Data Bank (HSDB)cites Seidell A; Solubilities of Organic Compounds. New York, NY: D. Van Norstrand Co. Inc. p. 87 (1941 – ... good solubility in methanol, acetone, diethyl ether, and ethanol, but is only sparingly soluble in hydrocarbons and chlorinated hydrocarbons. [5] Hazardous Substances Data Bank (HSDB)cites Koenig G et al; Chloroacetic Acids. Ullmann's Encyclopedia of Industrial Chemistry. (1999-2018). New York, NY: John Wiley & Sons. Online Posting Date: Online Posting Date: 15 Oct 2012 –shown Solubility in water at 20 °C: very good [3] ILO-WHO International Chemical Safety Cards (ICSCs) - log P
- 0.34[3]
2 values
Sources disagree; from ILO-WHO International Chemical Safety Cards (ICSCs), the most authoritative.
Value As written Source – log Kow = 0.22 [5] Hazardous Substances Data Bank (HSDB)cites Hansch, C., Leo, A., D. Hoekman. Exploring QSAR - Hydrophobic, Electronic, and Steric Constants. Washington, DC: American Chemical Society., 1995., p. 4 –shown 0.34 [3] ILO-WHO International Chemical Safety Cards (ICSCs) - pKa
- pKa = 2.87[5]
- Vapor pressure
- 6.5 × 10⁻² mmHg (8.68 × 10⁻³ kPa) at 25 °C[5]
3 values
Sources disagree; from Hazardous Substances Data Bank (HSDB), the most authoritative.
Value As written Source 1 mmHg 1 mmHg at 109.4 °F (EPA, 1998) [1] CAMEO Chemicalscites U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office. 0.065 mmHgshown 6.5X10-2 mm Hg (8.68X10-3 kPa) at 25 °C [5] Hazardous Substances Data Bank (HSDB)cites Morris ED, Bost JC; Acetic Acid, Halogenated Derivatives. Kirk-Othmer Encyclopedia of Chemical Technology. (1999-2018). New York, NY: John Wiley & Sons. Online Posting Date: 19 July 2002. 7.5 mmHg 7.5 [mm Hg] @78.400000000000006 °C [6] PAC Chemical Database, U.S. Department of Energy 1 more value was reported but failed the checks (unreadable or out of range), so it is not shown.
- Flash point
- 126 °C c.c.[3]
5 values
4 of 4 sources agree on it (most common value).
Value As written Source 150 °C 302 °F (EPA, 1998) [1] CAMEO Chemicalscites U.S. Environmental Protection Agency. 1998. Extremely Hazardous Substances (EHS) Chemical Profiles and Emergency First Aid Guides. Washington, D.C.: U.S. Government Printing Office. 126 °C 259 °F (USCG, 1999) [1] CAMEO Chemicalscites U.S. Coast Guard. 1999. Chemical Hazard Response Information System (CHRIS) - Hazardous Chemical Data. Commandant Instruction 16465.12C. Washington, D.C.: U.S. Government Printing Office. 126 °C 259 °F (126 °C) (Closed cup) [5] Hazardous Substances Data Bank (HSDB)cites National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-29 126 °Cshown 126 °C c.c. [3] ILO-WHO International Chemical Safety Cards (ICSCs) 126 °C 259 °F [4] Occupational Safety and Health Administration (OSHA) - Autoignition temperature
- 470 °C[3]
2 values
Only one source reports it.
Value As written Source > 500 °C >932 °F (>500 °C) [5] Hazardous Substances Data Bank (HSDB)cites National Fire Protection Association; Fire Protection Guide to Hazardous Materials. 14TH Edition, Quincy, MA 2010, p. 325-29 470 °Cshown 470 °C [3] ILO-WHO International Chemical Safety Cards (ICSCs)
Each value as its source reports it, with the source's number after it (listed under References). Where several sources report a property, the row shows the value most of them agree on, the rule the app uses; open the values to see every one.
Calculated
- Heavy atoms
- 5
- Rings
- 0
- Aromatic rings
- 0
- Fraction sp³ carbons (Fsp3)
- 0.5
- H-bond donors
- 1
- H-bond acceptors
- 1 computed here · PubChem 2
- Rotatable bonds
- 1
- TPSA (Ų)
- 37.3
- Formal charge
- 0
- XLogP3
- 0.2 PubChem
- Complexity
- 42 PubChem
- Stereocenters
- None
- Double-bond geometry
- None specified
- Point group
- Cs of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)
Elemental analysis
- C25.42%
- H3.20%
- Cl37.52%
- O33.86%
Isotope pattern
Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.
Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.
Predicted
- log P
- 0.31 Crippen (Wildman and Crippen 1999)
- log S (water solubility)
- -0.56 ESOL (Delaney 2004), log mol/L
- Synthetic accessibility
- 2.26 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)
Drug-likeness: Lipinski’s rule of five
- Molecular weight ≤ 500: 94.5
- log P ≤ 5 (Crippen): 0.31
- H-bond donors ≤ 5: 1
- H-bond acceptors ≤ 10: 1
Passes all four rules.
¹³C NMR shifts, predicted
Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.
Safety
Danger
Harmonized EU classification (CLP Annex VI). Source [7].
Corrosive
Acute toxicity
Environmental hazard
- H301Toxic if swallowed
- H311Toxic in contact with skin
- H314Causes severe skin burns and eye damage
- H331Toxic if inhaled
- H400Very toxic to aquatic life
Precautionary statements: P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P361+P364, P363, P391, P403+P233, P405, P501
View all classifications (3)
- [7] Regulation (EC) No 1272/2008 of the European Parliament and of the Council · DangerH301, H311, H314, H331, H400
- [8] European Chemicals Agency (ECHA) · 1,299 reports · DangerH301+H311+H331, H311+H331, H311, H314, H318, H330, H331, H335, H400, H410
- [5] Hazardous Substances Data Bank (HSDB) · DangerH301, H311, H314, H318, H330, H335, H400
Exposure limits
First aid
- Warning: Effects may be delayed. Caution is advised. Chloroacetic acid is extremely corrosive. Signs and Symptoms of Acute Chloroacetic Acid Exposure: Signs and symptoms of acute ingestion of chloroacetic acid may be severe and include salivation, intense thirst, difficulty in swallowing, chills, and shock. Oral, esophageal, and stomach burns are common and often associated with severe pain. Vomitus generally has a coffee-ground appearance. The potential for circulatory collapse is high following ingestion of chloroacetic acid.[1]
- Get medical attention for all exposures to this compound. Inhalation: Remove victim to fresh air. Eyes: Flush with running water for 15 min. Skin: Flush with water. Ingestion: Give large amount of water to dilute the acid. (USCG, 1999)[1]
- General First Aid: · Call 911 or emergency medical service. · Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination. · Move victim to fresh air if it can be done safely. · Administer oxygen if breathing is difficult. · If victim is not breathing: -- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance. -- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped…[9]
- General First Aid: · Call 911 or emergency medical service. · Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination. · Move victim to fresh air if it can be done safely. · Administer oxygen if breathing is difficult. · If victim is not breathing: -- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance. -- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped…[9]
Storage
- Separated from incompatible materials and food and feedstuffs. See Chemical Dangers. Dry. Store only in original container. Well closed. Ventilation along the floor. Store in an area without drain or sewer access.[3]
- Keep container tightly closed in a dry and well-ventilated place.[5]
- Prior to working with chloroacetic acid you should be trained on its proper handling and storage. Store in tightly closed containers in a cool, well-ventilated area away from metal, combustibles, strong oxidizers, strong bases, and reducing agents. Where possible, automatically pump liquid from drums or other storage containers to process containers. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters. Use only non-sparking tools and equipment, especially when opening and closing containers of this chemical.[5]
- Store in a cool, dry, well-ventilated location. Separate from alkalies, alcohols, oxidizing materials, reducing agents, and metals.[5]
Incompatibilities
Safety data sheets on the supplier’s page: Sigma-Aldrich, MP Biomedicals, Halochem.
Always read the supplier’s safety data sheet before working with it.
Spectra
- NMRHazardous Substances Data Bank (HSDB) · NMRShiftDB
- 1H NMRSpectraBase
- 13C NMRSpectraBase
- 17O NMRSpectraBase
- GC-MSNIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · NIST Mass Spectrometry Data Center · SpectraBase
- Other MSHazardous Substances Data Bank (HSDB)
- UVHazardous Substances Data Bank (HSDB)
- IRHazardous Substances Data Bank (HSDB)
- FTIRSpectraBase (MELT)
- ATR-IRSpectraBase (PerkinElmer SpectrumTwo · ATR-IR)
- Vapor Phase IRSpectraBase (DIGILAB FTS-14 · Vapor Phase)
- RamanHazardous Substances Data Bank (HSDB) · SpectraBase
Experimental spectra held by these sources; each link opens the source's own record.
Literature
Reading PubChem, OpenAlex and GSRS…
Bioactivity
Reading ChEMBL…
References
- [1]CAMEO Chemicals · Public domain (NOAA) · via PubChem · retrieved 2026-10-14
- [2]EPA Chemical Data Reporting (CDR) · Public domain (US EPA) · via PubChem · retrieved 2026-10-14
- [3]ILO-WHO International Chemical Safety Cards (ICSCs) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [4]Occupational Safety and Health Administration (OSHA) · Public domain (US DOL) · via PubChem · retrieved 2026-10-14
- [5]Hazardous Substances Data Bank (HSDB) · Public domain (US NLM) · via PubChem · retrieved 2026-10-14
- [6]PAC Chemical Database, U.S. Department of Energy · Public domain (US DOE) · via PubChem · retrieved 2026-10-14
- [7]Regulation (EC) No 1272/2008 of the European Parliament and of the Council · EU reuse policy, CC BY 4.0 · via PubChem · retrieved 2026-10-14
- [8]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
- [9]Emergency Response Guidebook (ERG) · Public domain (US DOT) · via PubChem · retrieved 2026-10-14
- [10]NMRShiftDB · Linked only · via PubChem · retrieved 2026-10-14
- [11]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
- [12]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
- ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
- ·Literature on PubChem
Data last updated 2026-10-14.
