tert-Butyl 4-bromoindoline-1-carboxylate

Basic Information

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CAS Number

885272-46-8

Molecular Formula

C13H16BrNO2

Molecular Weight

298.18 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

SMILES

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CC(C)(C)OC(=O)N1CCC2=C1C=CC=C2Br

InChI

InChI=1S/C13H16BrNO2/c1-13(2,3)17-12(16)15-8-7-9-10(14)5-4-6-11(9)15/h4-6H,7-8H2,1-3H3

InChIKey

DUZIJTYKDFFQDJ-UHFFFAOYSA-N

LogP

3.7467000000000033

Topological Polar Surface Area

29.54 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

300

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

tert-Butyl 4-bromoindoline-1-carboxylate
N-Boc-4-bromoindoline
1H-Indole-1-carboxylic acid, 4-bromo-2,3-dihydro-, 1,1-dimethylethyl ester
4-Bromo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
tert-butyl 4-bromo-2,3-dihydroindole-1-carboxylate
tert-Butyl 4-bromo-2,3-dihydro-1H-indole-1-carboxylate
BCP27940
TRA0011198
SY012370
ST2413914
Z5261
2-Methyl-2-propanyl 4-bromo-1-indolinecarboxylate
1H-Indole-1-carboxylicacid,
1,1-Dimethylethyl 4-bromo-2,3-dihydro-1H-indole-1-carboxylate (ACI)
SB39401
tert-Butyl4-bromoindoline-1-carboxylate
885272-46-8
EN300-1707662
4-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
AKOS016013650
AC-30499
CS-W003448
MFCD08059277
SCHEMBL1284259
DTXSID80680182
DS-2892
DB-077447

MDL Number

MFCD08059277

Customs Code

2933990090

FAQ

What are the physical and chemical properties of tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8)?

tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8) is a crystalline solid with a molecular weight of approximately 313.07 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and ethanol. The compound reacts readily with nucleophiles at the bromine substituent. It is stable under normal conditions but can decompose at elevated temperatures.

How is tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8) typically synthesized?

tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8) is synthesized via a bromination reaction of tert-butyl indoline-1-carboxylate with N-bromosuccinimide (NBS) in the presence of AIBN (2,2'-azobisisobutyronitrile) as a radical initiator. The reaction is typically carried out under nitrogen atmosphere to avoid decomposition. The yield is generally around 70-80%.

What industries use tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8)?

tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8) is used in the pharmaceutical industry for the synthesis of intermediates and in polymer science for improving the properties of polymers. It also has applications in the development of sensors and semiconductors due to its unique chemical structure. Its versatility makes it suitable for a range of advanced materials and technologies.

What precautions should be taken when handling tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8)?

When handling tert-Butyl 4-bromoindoline-1-carboxylate (CAS: 885272-46-8), it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety glasses, due to its reactivity. Work should be conducted in a well-ventilated area or fume hood to avoid inhaling the fumes. Spills should be cleaned up immediately using appropriate spill response materials. Always refer to the Safety Data Sheet (SDS) for specific handling and storage guidelines.