CAS 14064-10-9 Diethyl chloromalonate (HCID 84182)

Names & identifiers

Preferred name: Diethyl chloromalonate
IUPAC: diethyl 2-chloropropanedioate
English name: Diethyl chloromalonate
Molecular formula: C7H11ClO4
Molecular weight: 194.61

Names & synonyms

Diethyl chloromalonate14064-10-9Diethyl 2-chloromalonateEthyl chloromalonateEthylmonochloromalonatePropanedioic acid, chloro-, diethyl esterPropanedioic acid, 2-chloro-, 1,3-diethyl esterdiethyl chloropropanedioateChloromalonic acid, diethyl ester1,3-diethyl 2-chloropropanedioateMalonic acid, chloro-, diethyl esterchloromalonic acid diethyl ester

Show more names

RARECHEM AL BI 0643Diethyl chloromaloteBosentan Impurity 16Chloro di-Ethyl esterα-Chlorodiethylmalonate

EINECS 237-913-0NSC 2279528Y5J45M964NSC-227952DIETHYL MONOCHLOROMALONATEDTXSID2022258EC 237-913-0.ALPHA.-CHLORODIETHYL MALONATE

Database identifiers

CAS: 14064-10-9
PubChem CID: 84182
DTXSID: DTXSID2022258
UNII: 8Y5J45M964
EC Number: 237-913-0
Nikkaji: J267D

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 12
Formal charge: 0
Complexity: 151

Experimental & physicochemical properties

SpringerMaterials PropertiesDiamagnetic susceptibility

Physicochemical properties

Boiling point: 279.11 °C · 279.11°C (rough estimate)
Density: 1.204 g/mL · 1.204 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.432(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form: Liquid
pka: 9.07 · 9.07±0.46(Predicted)
color: Clear colorless
Specific Gravity: 1.204 · 1.204
InChI: InChI=1S/C7H11ClO4/c1-3-11-6(9)5(8)7(10)12-4-2/h5H,3-4H2,1-2H3
InChIKey: WLWCQKMQYZFTDR-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(Cl)C(OCC)=O
LogP: 2.23 at · 2.23 at 40℃ and pH4-9
CAS DataBase Reference: 14064 · 14064-10-9(CAS DataBase Reference)
FDA UNII: 8 Y5J45M964 · 8Y5J45M964
EPA Substance Registry System: 2 · Propanedioic acid, 2-chloro-, 1,3-diethyl ester (14064-10-9)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07,GHS09
Signal word: Danger
Hazard statements: 314 · H314-H335-H400
Precautionary statements: 261 · P261-P271-P273-P280-P303+P361+P353-P305+P351+P338
target organs: Respiratory system
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 34 · 34-36/37
Safety Statements: 26 · 26-27-28-36/37/39-45
RIDADR: 3265 · UN 3265 8/PG 2
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29171990 · 29171990
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Eye · Aquatic Acute 1Eye Dam. 1Skin Corr. 1BSTOT SE 3
REACH Registrations: Inactive
Limited Quantities: 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (95.5%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P261, P264, P264+P265, P271, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Cease Manufacture Update: 21-02-2013 https://echa.europa.eu/registration-dossier/-/registered-dossier/11740

Diethyl chloromalonate: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Corr. 1B (95.5%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 3265 8/PG 2
hs_code: 29171990
risk_code: 34-36/37
Signal word: Danger
Symbol(GHS): GHS05,GHS07,GHS09
hazard_code: C
safety_code: 26-27-28-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
target organs: Respiratory system
Hazard statements: H314-H335-H400
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Inactive
Hazard Classifications: Aquatic Acute 1Eye Dam. 1Skin Corr. 1BSTOT SE 3
Precautionary statements: P261-P271-P273-P280-P303+P361+P353-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationPropanedioic acid, 2-chloro-, 1,3-diethyl ester: INACTIVE

Applications · 3 items

UsesA compound used in the models of aquatic toxicity developed (QSAR). Combinatorial QSAR modeling of chemical toxicants tested against Tetrahymena pyriformis.

UsesDiethyl chloromalonate is a compound used in the models of aquatic toxicity developed

General DescriptionDiethyl chloromalonate (Diethyl α-chloromalonate) is a 2-halo-1,3-dicarbonyl compound. It participates in K2CO3-catalyzed domino reactions (Michael alkylation, Mannich alkylation, and aldol alkylation) of salicylic aldehyde derivatives to afford functionalized 2,3-dihydrobenzofurans. It reacts with Cs2CO3 in the presence of elemental S8 or Sen to afford the corresponding diethyl thioxo- or selenoxomalonates, which can be trapped in situ with various 1,3-dienes.