CAS 83-13-6 Diethyl phenylmalonate (HCID 66514)

Names & identifiers

Preferred name: Diethyl phenylmalonate
IUPAC: diethyl 2-phenylpropanedioate
English name: Diethyl phenylmalonate
Molecular formula: C13H16O4
Molecular weight: 236.26

Names & synonyms

Diethyl phenylmalonate83-13-6Propanedioic acid, phenyl-, diethyl esterPhenylmalonic acid diethyl esterMalonic acid, phenyl-, diethyl esterEINECS 201-456-5NSC 53560AI3-07022DTXSID7058886RefChem:133436DTXCID2048325Malonic acid, phenyl, diethyl ester

Show more names

DEPMETHYL PHENYLMALONATERARECHEM AL BI 1370PHENYL MALONIC ESTERDiethylphenylmalonatDIETHYL PHENYMALONATEPhenyldiethylmalonateDiethylephenylmalonate

Propanedioic acid, phenyl, diethyl esterMalonic acid, phenyl, diethyl ester (8CI)Propanedioic acid, 2phenyl, 1,3diethyl ester201-456-5FGYDHYCFHBSNPE-UHFFFAOYSA-NInChI=1/C13H16O4/c1-3-16-12(14)11(13(15)17-4-2)10-8-6-5-7-9-10/h5-9,11H,3-4H2,1-2HMalonic acid, phenyl-, diethyl ester (8CI)Diethyl 2-phenylmalonate

Database identifiers

CAS: 83-13-6
PubChem CID: 66514
DTXSID: DTXSID7058886
UNII: XVQ6PE5CLT
EC Number: 201-456-5
Nikkaji: J136.571A

Properties

Computed structural properties

XLogP: 2.6
Topological polar surface area: 52.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 7
Heavy atoms: 17
Formal charge: 0
Complexity: 238

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Esters, Other

SpringerMaterials PropertiesDiamagnetic susceptibility

Physical DescriptionLow melting solid or liquid; mp = 15-17 deg C; [Alfa Aesar MSDS]

Physicochemical properties

Melting point: 16 °C · 16 °C (lit.)
Boiling point: 170 · 170-172 °C/14 mmHg (lit.)
Density: 1.095 g/mL · 1.095 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.491(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
form: Liquid After Melting
pka: 11.84 · 11.84±0.46(Predicted)
color: Clear colorless to yellow
Water Solubility: immiscible
BRN: 614465 · 614465
InChI: 1S/C13H16O4/c1-3-16-12(14)11(13(15)17-4-2)10-8-6-5-7-9-10/h5-9,11H,3-4H2,1-2H3
InChIKey: FGYDHYCFHBSNPE-UHFFFAOYSA-N
SMILES: CCOC(=O)C(C(=O)OCC)c1ccccc1
LogP: 2.71 at · 2.71 at 20℃
CAS DataBase Reference: 83 · 83-13-6(CAS DataBase Reference)
FDA UNII: 6 PE5CLT · XVQ6PE5CLT
NIST Chemistry Reference: Propanedioic acid, phenyl-, diethyl ester(83-13-6)
EPA Substance Registry System: Propanedioic acid, phenyl-, diethyl ester (83-13-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Safety Statements: 23 · 23-24/25
WGK Germany: 3 · 3
TSCA: TSCA listed
HS Code: 29173980 · 29173980
Storage Class: 10 · 10 - Combustible liquids
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 75% (3 of 4) of all reports.

Warning

H315 (25%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: Propanedioic acid, phenyl-, diethyl ester

Status: Active Update: 25-06-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18962

Propanedioic acid, phenyl-, diethyl ester: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [Alfa Aesar MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (25%)

Safety data

PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: 3
tsca: TSCA listed
hs_code: 29173980
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 23-24/25
Storage Class: 10 - Combustible liquids
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Uses & manufacturing

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

Applications

UsesDiethyl phenylmalonate was used in the synthesis of felbamate-d4 (2-phenyl-1,3-propanediol-l,l,3,3-d4 dicarbamate) using lithium aluminum deuteride.

General DescriptionDiethyl phenylmalonate was partially hydrolysed to the corresponding chiral monoester by various immobilized preparations of lipase from Thermomyces lanuginosa.

Upstream & downstream products

Upstream raw materials

Downstream products

Diethyl 2-ethyl-2-phenylmalonate Felbamate Phenobarbital 2-Phenyl-1,3-propanediol 2-Isopropyl-2-phenylacetic acid Phenethyl alcohol

Suppliers100 total

常州帝通化工有限公司+86-0519-88298848 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]

Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Related reactions

73 records

New reaction record

HRID 81054As reactantuspto-grants-2014_09

HRID 96056As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 124818As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 159114As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 258376As reactantuspto-grants-1993_11

HRID 270222As reactantuspto-grants-2008_11

HRID 326110As reactantuspto-grants-1984_04

HRID 357072As reactantuspto-grants-1998_11

Compound notes

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Basic information