Ethyl 4-piperidinecarboxylate (HCID 70770)

Names & identifiers

Preferred name: Ethyl 4-piperidinecarboxylate
IUPAC: ethyl piperidine-4-carboxylate
English name: Ethyl 4-piperidinecarboxylate
Molecular formula: C8H15NO2
Molecular weight: 157.21

Names & synonyms

Ethyl piperidine-4-carboxylate1126-09-6Ethyl 4-piperidinecarboxylateEthyl isonipecotate4-CarbethoxypiperidineEINECS 214-416-7DTXSID90150109NSC 93792RefChem:138794DTXCID9072600214-416-7RUJPPJYDHHAEEK-UHFFFAOYSA-N

Show more names

Ethyl isonipcotinate4-piperidinecarboxylateH-Nip-OEtH-DL-Inp-OEtAKOS MSC-0737RARECHEM AH CK 0180

Piperidine-4-carboxylic acid ethyl esterMFCD000060034-Piperidinecarboxylic acid, ethyl esterIsonipecotic Acid Ethyl Esterethylpiperidine-4-carboxylate4-Carboethoxypiperidine4-Piperidinecarboxylic Acid Ethyl EsterEthylisonipecotate

Database identifiers

CAS: 1126-09-6
PubChem CID: 70770
DTXSID: DTXSID90150109
ChEMBL: CHEMBL2251608
UNII: DZ369E63UB
EC Number: 214-416-7
Nikkaji: J27.969B

Properties

Computed structural properties

XLogP: 0.5
Topological polar surface area: 38.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 11
Formal charge: 0
Complexity: 130

Experimental & physicochemical properties

SpringerMaterials PropertiesDielectric constant

Physicochemical properties

Boiling point: 204 °C · 204 °C(lit.)
Density: 1.02 g/mL · 1.02 g/mL at 25 °C(lit.)
vapor pressure: 39.4 Pa · 39.4Pa at 25℃
refractive index: 20 · n20/D 1.459(lit.)
Flash point: 176 °F · 176 °F
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
form: Liquid
pka: 9.83 · 9.83±0.10(Predicted)
color: Clear colorless to slightly brown
Water Solubility: miscible
BRN: 118419 · 118419
InChI: InChI=1S/C8H15NO2/c1-2-11-8(10)7-3-5-9-6-4-7/h7,9H,2-6H2,1H3
InChIKey: RUJPPJYDHHAEEK-UHFFFAOYSA-N
SMILES: N1CCC(C(OCC)=O)CC1
LogP: 1.15 · 1.15
CAS DataBase Reference: 1126 · 1126-09-6(CAS DataBase Reference)
NIST Chemistry Reference: -4 · Ethyl piperidine-4-carboxylate(1126-09-6)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 227 · H227-H315-H319-H335
Precautionary statements: 210 · P210-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P370+P378-P403+P235-P501-P210e-P261-P280a-P305+P351+P338-P405-P501a
Hazard Codes: C,Xi
Risk Statements: 34 · 34-36/37/38
Safety Statements: 23 · 23-24/25-36-26
RIDADR: 2735 · UN2735
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29333999 · 29333999
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): 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 22 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 19-12-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/19718

Ethyl 4-piperidinecarboxylate: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: 3
ridadr: UN2735
hs_code: 29333999
risk_code: 34-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: C,Xi
hazard_note: Irritant
safety_code: 23-24/25-36-26
Hazard statements: H227-H315-H319-H335
REACH Registrations: Active
Precautionary statements: P210-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P370+P378-P403+P235-P501-P210e-P261-P280a-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 3 items

UsesReactant for synthesis of:• ;SMN protein modulators1• ;β-aryl and β-amino-substituted aliphatic esters by rhodium catalyzed tandem double bond migration/conjugate addition2• ;Nitroethylenediamines by nucleophilic ring opening of nitroimidazolidinone3• ;RhoA inhibitors for cardiovascular disease therapy4• ;Saccharin derived Mannich bases as antimicrobials and antioxidants5Reactant for one-pot reductive amination and Suzuki-Miyaura cross coupling of formyl aryl and heteroaryl MIDA boronates6

UsesReactant for synthesis of SMN protein modulators and β-aryl and β-amino-substituted aliphatic esters by rhodium catalyzed tandem double bond migration/conjugate addition.

UsesIt is used as a reactant for synthesis of SMN protein modulators, β-aryl and β-amino-substituted aliphatic esters by rhodium catalyzed tandem double bond migration/conjugate addition, nitroethylenediamines by nucleophilic ring opening of nitroimidazolidinone. It is also involved in the reactions of RhoA inhibitors for cardiovascular disease therapy and saccharin derived Mannich bases as antimicrobials and antioxidants. It is employed as a reactant for one-pot reductive amination and Suzuki-Miyaura cross coupling of formyl aryl and heteroaryl MIDA boronates.

Upstream & downstream products

Upstream raw materials

Downstream products

1-Boc-4-ethyl-4-piperidinecarboxylic acid Ethyl 1-(2-chloroacetyl)-4-piperidinecarboxylate (R)-3-Aminoquinuclidine dihydrochloride Ethyl 2-(4-(ethoxycarbonyl)piperidin-1-yl)-6-(trifluoromethyl)pyrimidine-4-carboxylate (R)-(-)-3-Quinuclidinol 1-(2,6-Dimethoxybenzyl)piperidin-4-amine hydrochloride 1-(Pyrimidin-2-yl)piperidine-4-carboxylic acid hydrochloride 4-Allyl-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester 1-Boc-4-methylpiperidine-4-carboxylic acid 3-Quinuclidinone hydrochloride (S)-(+)-3-Quinuclidinol Ethyl N-Boc-4-methylpiperidine-4-carboxylate

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

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

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

Related reactions

715 records

New reaction record

HRID 518As reactant750 AstraZeneca ELN dataset

HRID 527As reactant750 AstraZeneca ELN dataset

HRID 528As reactant750 AstraZeneca ELN dataset

HRID 745As reactant750 AstraZeneca ELN dataset

HRID 4942As reactantuspto-grants-1993_09

HRID 4946As reactantuspto-grants-1993_09

HRID 12396As reactantuspto-grants-2010_06

HRID 17428As reactantuspto-grants-2010_06

Linked notes

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Basic information