tert-butyl N-(azetidin-3-ylmethyl)carbamate

Basic Information

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CAS Number

91188-15-7

Molecular Formula

C9H18N2O2

Molecular Weight

186.25 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

Basic Physical Properties

Physical State

White to Yellow Solid

Boiling Point

285.5 °C at 760 mmHg

Density

1.018

Water Solubility

Slightly soluble in water.

Flash Point

126.5℃

SMILES

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CC(C)(C)OC(=O)NCC1CNC1

InChI

InChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-6-7-4-10-5-7/h7,10H,4-6H2,1-3H3,(H,11,12)

InChIKey

MOLUHRBHXXGWDP-UHFFFAOYSA-N

LogP

0.7304999999999998

Topological Polar Surface Area

50.36 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

194

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

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

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

3-(N-Boc-aminomethyl)azetidine
3-(N-tert-Butoxycarbonylaminomethyl)azetidine
3-(Boc-aminomethyl)azetidine hydrochloride
3-(Boc-Aminomethyl)azetidine
3-Boc-aminomethylazetidine
Azetidin-3-yl-methyl-carbamic acid tert-butyl ester
AZETIDIN-3-YLMETHYL-CARBAMIC ACID TERT-BUTYL ESTER
azetidine-3-ylmethyl-carbamic acid tert-butyl ester
tert-Butyl (azetidin-3-ylmethyl)carbamate
tert-Butyl azetidin-3-ylmethylcarbamate
tert-butyl N-(azetidin-3-ylmethyl)carbamate
3-(N-Boc-aminomethyl)azetidinel
3-Boc-aminomethyl-azetidine
tert-butyl azetidin-3-yl(methyl)carbamate
3-Boc-3-methylaminoazetidine
tert-butyl N-(azetidin-3-yl)-N-methylcarbamate
3-BOC-3-METHYLAMINOAZATIDINE
3-(N-BOC-N-METHYLAMINO)-AZETIDINE
TERT-BUTYL 3-AZETIDINYLMETHYLCARBAMATE HYDROCHLORIDE
3-(Boc-methylamino)azetidine
3-(N-Boc-methylamino)azatidine
3-[Boc-(methylamino)]azetidine
LHUFQYUQIUJJIB-UHFFFAOYSA-N
3-Boc-3-Methylaminoazetidine HCL
HT873
BCP07167
Carbamic acid, (3-azetidinylmethyl)-, 1,1-dimethylethyl ester (9CI)
1,1-Dimethylethyl (3-azetidinylmethyl)carbamate
3-[[(tert-Butoxycarbonyl)amino]methyl]azetidine
[(3-Azetidinyl)methyl]carbamic acid 1,1-dimethylethyl ester
[(Azetidin-3-yl)methyl]carbamic acid tert-butyl ester

MDL Number

MFCD01861760

FAQ

What are the physical and chemical properties of tert-butyl N-(azetidin-3-ylmethyl)carbamate (CAS: 91188-15-7)?

Tert-butyl N-(azetidin-3-ylmethyl)carbamate is a colorless liquid with a molecular weight of approximately 196.25 g/mol. It has a pKa of around 7.0. The compound is soluble in ethanol and chloroform but less soluble in water. It reacts readily with nucleophiles and is known for its stability under normal conditions, but it should be handled with care as it can be slightly toxic and may cause skin irritation.

How is tert-butyl N-(azetidin-3-ylmethyl)carbamate (CAS: 91188-15-7) typically synthesized?

Tert-butyl N-(azetidin-3-ylmethyl)carbamate is typically synthesized via the reaction of tert-butyl isocyanate with azetidin-3-carboxylic acid. The reaction is conducted in the presence of a suitable solvent like dichloromethane. The yield is usually good, and the product is isolated by column chromatography. This reaction requires careful handling due to the reactivity of isocyanates.

What industries use tert-butyl N-(azetidin-3-ylmethyl)carbamate (CAS: 91188-15-7)?

Tert-butyl N-(azetidin-3-ylmethyl)carbamate is used in the pharmaceutical industry as an intermediate in the synthesis of certain drugs. It also finds applications in polymer science for the modification of polymers and in sensor technology for its ability to bind to specific molecules. Its reactivity makes it useful in various chemical synthesis processes.

What precautions should be taken when handling tert-butyl N-(azetidin-3-ylmethyl)carbamate (CAS: 91188-15-7)?

When handling tert-butyl N-(azetidin-3-ylmethyl)carbamate, wear personal protective equipment such as gloves, goggles, and a lab coat. Ensure that the work is conducted in a well-ventilated area or a fume hood. Spills should be handled carefully using appropriate absorbents and reported to a supervisor. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information and emergency procedures.