Diethyl (2-cyanoethyl)malonate (HCID 87005)

Names & identifiers

Preferred name: Diethyl (2-cyanoethyl)malonate
IUPAC: diethyl 2-(2-cyanoethyl)propanedioate
English name: Diethyl 2-(2-cyanoethyl)malonate
Molecular formula: C10H15NO4
Molecular weight: 213.23

Names & synonyms

17216-62-5Diethyl (2-cyanoethyl)malonateDTXSID30169210EINECS 241-260-7RefChem:587006DTXCID7091701241-260-7Diethyl 2-(2-cyanoethyl)malonatediethyl 2-(2-cyanoethyl)propanedioate1,3-diethyl 2-(2-cyanoethyl)propanedioateMFCD00001966Propanedioic acid, (2-cyanoethyl)-, diethyl ester

Show more names

Diethyl 2-cyanomalonateDK583DKSI155DKFELEX0146TIMTEC-BB SBB000530DIETHYL 2-(2-CYANOETDiethyl (2-Cyanoethyl)malonate >4,4-bis(ethoxycarbonyl)butyronitrile

Diethyl 2-(2-cyanoethyl)-malonate2-cyanoethylmalonic acid diethyl esterdiethyl 2-(2-cyanoethyl)propane-1,3-dioate2-CyanoethylmDIETHYL2-(2-CYANOETHYL)MALONATE(2-Cyanoethyl)malonic Acid Diethyl Ester4,4-DicarbethoxybutyronitrileDiethyl 2-(cyanoethyl)malonate

Database identifiers

CAS: 17216-62-5
PubChem CID: 87005
DTXSID: DTXSID30169210
EC Number: 241-260-7
Nikkaji: J208.272A

Properties

Computed structural properties

XLogP: 1
Topological polar surface area: 76.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 8
Heavy atoms: 15
Formal charge: 0
Complexity: 248

Physicochemical properties

Boiling point: 115 · 115-118 °C2 mm Hg(lit.)
Density: 1.078 g/mL · 1.078 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.436(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C
form: clear liquid
pka: 12.15 · 12.15±0.59(Predicted)
color: Colorless to Light yellow
BRN: 1790237 · 1790237
InChI: 1S/C10H15NO4/c1-3-14-9(12)8(6-5-7-11)10(13)15-4-2/h8H,3-6H2,1-2H3
InChIKey: YJJLOESDBPRZIP-UHFFFAOYSA-N
SMILES: CCOC(=O)C(CCC#N)C(=O)OCC
CAS DataBase Reference: 17216 · 17216-62-5(CAS DataBase Reference)
NIST Chemistry Reference: 2 · Diethyl 2-(2-cyanoethyl)-malonate(17216-62-5)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332
Precautionary statements: 261 · P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn,Xi
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 36 · 36-26
RIDADR: 3276 · 3276
WGK Germany: 3 · 3
HazardClass: 6.1 · 6.1
PackingGroup: III
HS Code: 29269095 · 29269095
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: 3276
hs_code: 29269095
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn,Xi
safety_code: 36-26
hazard_class: 6.1
Storage Class: 10 - Combustible liquids
packing_group: III
Hazard statements: H302+H312+H332
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
Precautionary statements: P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312

Chemistry & industry

Applications

UsesDiethyl 2-(2-cyanoethyl)malonate was used in the synthesis of carbon-3-substituted 1,5,9-triazacyclododecanes, useful as RNA cleavage reagent for oligonucleotide tethering.