Basic information
- CAS
5176-27-2- Standard SMILES
CC(C)(C)OC(=O)n1cccc1- InChIKey
IZPYBIJFRFWRPR-UHFFFAOYSA-N- Molecular formula
- C9H13NO2
- Average molar mass
- 167.2 g/mol
- Monoisotopic mass
- 167.09462866
Names & identifiers
- Preferred name
- tert-butyl 1H-pyrrole-1-carboxylate
- IUPAC
- tert-butyl pyrrole-1-carboxylate
- English name
- N-t-Boc-pyrrole
- Molecular formula
- C9H13NO2
- Molecular weight
- 167.21
Names & synonyms
tert-butyl 1H-pyrrole-1-carboxylate1H-pyrrole-1-carboxylic acid, 1,1-dimethylethyl esterRefChem:892143629-687-0InChI=1/C9H13NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H,1-3H5176-27-2N-Boc-pyrroletert-butyl pyrrole-1-carboxylateMFCD002095591-Boc-pyrroletert-Butyl 1-pyrrolecarboxylateN-tert-Butoxycarbonyl-1H-pyrrole
Show more names
e-1-CarboxyLate(WX690266)N-BOC-1H-PYRROLEN-Boc-pyrrole 98%N-T-BOC-PYRROLE-1
T-BUTYL 1H-PYRROLE-1-CARBOXYLATEpyrrole-1-carboxylic acid tert-butyl esterN-Boc-pyrrole, 98%t-butyl pyrrole-1-carboxylateN-T-BOC-PYRROLE1-Boc pyrroleN-tert-butoxycarbonyl1-t-butoxycarbonylpyrrole
Database identifiers
- CAS
5176-27-2- PubChem CID
- 643494
- DTXSID
DTXSID30349196- EC Number
- 629-687-0
- Nikkaji
- J392.609E
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 31.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 166
Physicochemical properties
- Boiling point
- 91 · 91-92 °C20 mm Hg(lit.)
- Density
- 1 g/mL · 1 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.4685(lit.)
- Flash point
- 167 °F · 167 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Acetonitrile, Dichloromethane, Ethyl Acetate, Methanol, Tetrahydrofuran
- form
- Solution
- pka
- -6.1 · -6.10±0.70(Predicted)
- color
- Colorless to yellow
- InChI
- InChI=1S/C9H13NO2/c1-9(2,3)12-8(11)10-6-4-5-7-10/h4-7H,1-3H3
- InChIKey
- IZPYBIJFRFWRPR-UHFFFAOYSA-N
- SMILES
- N1(C(OC(C)(C)C)=O)C=CC=C1
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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
- hs_code
- 2933998090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- 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
UsesPyrrole-1-carboxylic Acid tert-Butyl Ester is an intermediate in the synthesis of pyrrole derived anti-cancer Agent.
UsesN-Boc-pyrrole was used in the synthesis of 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid by treating with n-BuLi and subsequent reaction with trimethyl borate.It may be used as starting material in the synthesis of the following:tropane drivativesN-boc-2-(4-methoxyphenyl)pyrroleN-boc-pyrrol-2-ylboronic acid
General DescriptionN-Boc-pyrrole is an N-protected pyrrole. It undergoes Diels–Alder reaction with enantiomerically pure allene-1,3-dicarboxylates to form endo-adducts with retention in configurations at two newly generated stereogenic centers. It also undergoes cyclopropanation with methyl phenyldiazoacetate to form both monocyclopropane and dicyclopropane. Its Ir-catalyzed C-H borylation followed by cross coupling with 3-chlorothiophene to form biheterocycle has been reported.
Upstream & downstream products
Upstream raw materials
Related reactions
15 records
Compound notes
Loading…