CAS 86953-79-9 N-Boc-pyrrolidine (HCID 643455)

Overview

structure in first source

Names & identifiers

Preferred name: N-Boc-pyrrolidine
IUPAC: tert-butyl pyrrolidine-1-carboxylate
English name: 1-Boc-Pyrrolidine
Molecular formula: C9H17NO2
Molecular weight: 171.24

Names & synonyms

N-Boc-pyrrolidineRefChem:436575N-butyloxycarbonyl-pyrrolidine1-Boc-Pyrrolidine86953-79-9tert-butyl pyrrolidine-1-carboxylatepyrrolidine-1-carboxylic acid tert-butyl estertert-Butyl 1-pyrrolidinecarboxylateMFCD00216581Boc-pyrrolidinen-tert-butoxycarbonylpyrrolidine1-tert-Butoxycarbonylpyrrolidine

Show more names

N-BocNT 0186N-1-BOC-PyrrolidoneN-T-BOC-PYRROLIDINEN-T-Boc-PyrrolidoneN-Boc-pyrrolidine 97%1-Boc-pyrrolidine,96%

tert-butylpyrrolidine-1-carboxylateN-(tert-butoxycarbonyl) pyrrolidineAC-26602SY0191951-pyrrolidinecarboxylic acid tert-butyl esterB39711-pyrrolidinecarboxylic acid, 1,1-dimethylethyl estertert-Butyl pyrrolidine-1-carboxylate;N-tert-Butoxycarbonylpyrrolidine

Database identifiers

CAS: 86953-79-9
PubChem CID: 643455
DTXSID: DTXSID60349184
EC Number: 617-940-8、919-416-7
Nikkaji: J525.539B

Properties

Computed structural properties

XLogP: 1.6
Topological polar surface area: 29.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 166

Physicochemical properties

Boiling point: 80 °C/0.2 · 80 °C/0.2 mmHg (lit.)
Density: 0.977 g/mL · 0.977 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.449(lit.)
Flash point: 187 °F · 187 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform, Methanol
form: Oil
pka: -1.28 · -1.28±0.20(Predicted)
color: Clear Colorless
BRN: 4664750 · 4664750
InChI: InChI=1S/C9H17NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H2,1-3H3
InChIKey: LPQZERIRKRYGGM-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CCCC1
CAS DataBase Reference: 86953 · 86953-79-9(CAS DataBase Reference)
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-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
RIDADR: 1993 · NA 1993 / PGIII
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29339900 · 29339900
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

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

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: NA 1993 / PGIII
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
Storage Class: 10 - Combustible liquids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesN-Boc-pyrrolidine may be used in the synthesis of the following:2-aryl-N-boc-pyrrolidinesscalemic 2-pyrrolidinylcuprates2-alkenyl-N-Boc-pyrrolidines1-deoxycastanosperminemethylphenidate analogues(+)-elaeokanine A

Uses1-Boc-pyrrolidine is a boc-protected cyclic amine used as a building block in the preparation of diastereomers by usually undergoing α'-lithiations and electrophilic substitution reactions.

General DescriptionN-Boc-pyrrolidine is an N-substituted pyrrolidine. It is reported that the reactivity of N-Boc-pyrrolidine towards C-H insertion reaction is 2000 times more than cyclohexane. It undergoes α-arylation in the presence of a palladium catalyst with high enantioselectivity.