CAS 131818-17-2 4-Bromoaniline, N-BOC protected (HCID 2773608)

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Basic information

CAS: 131818-17-2
Standard SMILES: CC(C)(C)OC(=O)Nc1ccc(Br)cc1
InChIKey: VLGPDTPSKUUHKR-UHFFFAOYSA-N
Molecular formula: C11H14BrNO2
Average molar mass: 272.14 g/mol
Monoisotopic mass: 271.02079079

Names & identifiers

Preferred name: 4-Bromoaniline, N-BOC protected
IUPAC: tert-butyl N-(4-bromophenyl)carbamate
English name: TERT-BUTYL N-(4-BROMOPHENYL)-CARBAMATE
Molecular formula: C11H14BrNO2
Molecular weight: 272.14

Names & synonyms

4-Bromoaniline, N-BOC protectedRefChem:520452627-205-3131818-17-2tert-Butyl (4-bromophenyl)carbamatetert-butyl N-(4-bromophenyl)carbamateN-(tert-Butoxycarbonyl)-4-bromoanilinen-boc-4-bromoanilinetert-butyl 4-bromophenylcarbamatetert-Butyl N-(4-bromophenyl)-carbamateMFCD01006612N-BOC 4-bromoaniline

Show more names

(4-Bromophenyl)carbamic acid tert-butyl esterN-BOC-4-bromoaniline, 95+%tert-butyl 5-bromopyrazin-2-ylcarbamate1,1-Dimethylethyl N-(4-bromophenyl)carbamateTERT-BUTYL N-(4-BROMOPHENYL)-CARBAMATE USP/EP/BP

tert-butyl(4-bromophenyl)carbamateCarbamic acid, N-(4-bromophenyl)-, 1,1-dimethylethyl esterSCHEMBL467281AB65754-(t-butoxycarbonylamino)-bromobenzeneSY019265CS-0018928EN300-252670

Database identifiers

CAS: 131818-17-2
PubChem CID: 2773608
DTXSID: DTXSID60378590

Properties

Computed structural properties

XLogP: 3.7
Topological polar surface area: 38.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 15
Formal charge: 0
Complexity: 217

Physicochemical properties

Melting point: 103 · 103-106 °C(lit.)
Boiling point: 281.1 · 281.1±23.0 °C(Predicted)
Density: 1.398 · 1.398
Flash point: 124 ℃ · 124℃
storage temp.: 2 · 2-8°C
pka: 12.99 · 12.99±0.70(Predicted)
form: Powder
color: Beige
InChI: InChI=1S/C11H14BrNO2/c1-11(2,3)15-10(14)13-9-6-4-8(12)5-7-9/h4-7H,1-3H3,(H,13,14)
InChIKey: VLGPDTPSKUUHKR-UHFFFAOYSA-N
SMILES: C(OC(C)(C)C)(=O)NC1=CC=C(Br)C=C1
CAS DataBase Reference: 131818 · 131818-17-2(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning

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 42 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 CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29242990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesN-(tert-Butoxycarbonyl)-4-bromoaniline is an N-(tert-butyloxycarbonyl) [N-BOC] protected 4-bromo aniline. Due to the presence of BOC protection, it serves as an ideal substrate for Suzuki coupling reactions. It affords biaryls via reaction with pyridine or 3-benzaldehyde boronic acids.

General DescriptionN-(tert-Butoxycarbonyl)-4-bromoaniline is an N-(tert-butyloxycarbonyl) [N-BOC] protected 4-bromo aniline. Due to the presence of BOC protection, it serves as an ideal substrate for Suzuki coupling reactions. It affords biaryls via reaction with pyridine or 3-benzaldehyde boronic acids.