CAS 4755-81-1 Methyl 2-chloroacetoacetate (HCID 107332)

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Basic information

CAS: 4755-81-1
Standard SMILES: COC(=O)C(Cl)C(C)=O
InChIKey: GYQRIAVRKLRQKP-UHFFFAOYSA-N
Molecular formula: C5H7ClO3
Average molar mass: 150.56 g/mol
Monoisotopic mass: 150.00837176

Names & identifiers

Preferred name: Methyl 2-chloroacetoacetate
IUPAC: methyl 2-chloro-3-oxobutanoate
English name: Methyl 2-chloroacetoacetate
Molecular formula: C5H7ClO3
Molecular weight: 150.56

Names & synonyms

Methyl 2-chloroacetoacetate4755-81-1Butanoic acid, 2-chloro-3-oxo-, methyl ester2-Chloroacetoacetic Acid Methyl EsterEINECS 225-286-609T3687932DTXSID10884111METHYL 2-CHLORO-3-OXOBUTYRATEMETHYL .ALPHA.-CHLOROACETOACETATERefChem:814320DTXCID901023581METHYL ALPHA-CHLOROACETOACETATE

Show more names

Apixaban Impurity 2102-chloro acetylacetateMethyle2-chloroacetoacetateMETHYL 2-CHLORO-3-OXOBUTANATEMethyl 2-chloroacetoacetate,95%Methyl 2-Chloroacetoacetate >methyl alpha-chloroacetoacetateChloroacetoaceticacidmethylester

225-286-6Methyl 2-chloro-3-oxobutanoatemethyl-2-chloroacetoacetateMFCD00008757UNII-09T36879322-chloro-3-oxo-butyric acid methyl ester2-Aminobenzoesaure2-chloro-3-oxobutyric acid methyl ester

Database identifiers

CAS: 4755-81-1
PubChem CID: 107332
DTXSID: DTXSID10884111
UNII: 09T3687932
EC Number: 225-286-6
Nikkaji: J24.755C

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 9
Formal charge: 0
Complexity: 132

Physicochemical properties

Melting point: -33 · -33--32.7 °C (lit.)
Boiling point: 137 °C · 137 °C (lit.)
Density: 1.236 g/mL · 1.236 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.446(lit.)
Flash point: 161 °F · 161 °F
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
form: Liquid
pka: 7.89 · 7.89±0.46(Predicted)
color: Clear yellow
Water Solubility: 50 g/L · 50 g/L (20 ºC)
Henry's Law Constant: 2.3 · 2.3×100 mol/(m3Pa) at 25℃, Ebert et al. (2023)
InChI: 1S/C5H7ClO3/c1-3(7)4(6)5(8)9-2/h4H,1-2H3
InChIKey: GYQRIAVRKLRQKP-UHFFFAOYSA-N
SMILES: COC(=O)C(Cl)C(C)=O
CAS DataBase Reference: 4755 · 4755-81-1(CAS DataBase Reference)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (95.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Chemical: Butanoic acid, 2-chloro-3-oxo-, methyl ester

Methyl 2-chloroacetoacetate: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (95.1%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 2810 6.1/PG 3
hs_code: 29183000
risk_code: 20/21/22-36/37/38-22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-27-28-36/37/39-37/39
hazard_class: 8
Storage Class: 10 - Combustible liquids
packing_group: III

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationButanoic acid, 2-chloro-3-oxo-, methyl ester: ACTIVE

Applications

UsesMethyl 2-chloroacetoacetate was used in one-pot synthesis of 2-arylimidazole-4-carboxylic acids. It was also used in synthesis of 3,5-disubstituted 1,2,4-triazoles.