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36476-78-5

Basic Information
CAS No.: 36476-78-5
Name: 3-Azetidinecarboxylic acid
Article Data: 15
Molecular Structure:
Molecular Structure of 36476-78-5 (3-Azetidinecarboxylic acid)
Formula: C4H7NO2
Molecular Weight: 101.105
Synonyms: 3-Carboxyazetidine;Azetidine-3-carboxylic acid;
EINECS: 674-976-7
Density: 1.275 g/cm3
Melting Point: 286 °C (dec.)(lit.)
Boiling Point: 242 °C at 760 mmHg
Flash Point: 100.1 °C
Solubility: Soluble in water.
Appearance: light yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 24/25-22-36-26
PSA: 49.33000
LogP: -0.38080
Synthetic route
94985-27-0

N-benzyl azetidine-3-carboxylic acid

36476-78-5

3-azetidinecarboxylic acid

Conditions
ConditionsYield
palladium In methanol90%
With hydrogen; palladium dihydroxide In methanol; water at 60℃; under 2068.59 Torr; for 16h;806.2 g
palladium In methanol
97628-91-6

1-acetylazetidine-3-carboxylic acid

36476-78-5

3-azetidinecarboxylic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 40℃; under 15001.5 Torr; for 24h;27.9%

1-nitrosoazetidine-3,3-dicarboxylic acid

36476-78-5

3-azetidinecarboxylic acid

Conditions
ConditionsYield
With formic acid In water
26096-30-0

N-benzyl-3,3-bis-(hydroxymethyl)-azetidine

87-69-4

tartaric acid

94985-27-0

N-benzyl azetidine-3-carboxylic acid

36476-78-5

3-azetidinecarboxylic acid

Conditions
ConditionsYield
With potassium hydroxide; phosphoric acid; ammonium formate; palladium on charcoal In methanol; water
142253-55-2

1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid

36476-78-5

3-azetidinecarboxylic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 18751.9 Torr; for 30h;13.8 g
36476-78-5

3-azetidinecarboxylic acid

501-53-1

benzyl chloroformate

97628-92-7

1-benzyloxycarbonyl-3-azetidinecarboxylic acid

Conditions
ConditionsYield
Stage #1: 3-azetidinecarboxylic acid; benzyl chloroformate With sodium hydroxide In water at 0℃; for 16h;
Stage #2: With hydrogenchloride In water
100%
With potassium carbonate In water at 0 - 20℃;91%
Stage #1: 3-azetidinecarboxylic acid; benzyl chloroformate With potassium carbonate In 1,4-dioxane; water at 20℃; for 6h;
Stage #2: With piperazine In 1,4-dioxane; water for 0.5h;
83%
24424-99-5

di-tert-butyl dicarbonate

36476-78-5

3-azetidinecarboxylic acid

142253-55-2

1-(t-butyloxycarbonyl)-azetidine-3-carboxylic acid

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 18h;100%
With triethylamine In methanol at 20℃; for 18h;100%
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 24h; Product distribution / selectivity;95%
919354-88-4

ethyl 6-chloro-5-cyano-2-(difluoromethyl)nicotinate

36476-78-5

3-azetidinecarboxylic acid

919354-92-0

1-[3-cyano-6-(difluoromethyl)-5-(ethoxycarbonyl)pyridin-2-yl]azetidine-3-carboxylic acid

Conditions
ConditionsYield
With triethylamine In ethanol; water at 120℃; for 0.166667h; Microwave irradiation;100%
36476-78-5

3-azetidinecarboxylic acid

407-25-0

trifluoroacetic anhydride

1001026-41-0

1-(trifluoroacetyl)azetidine-3-carboxylic acid

Conditions
ConditionsYield
at 0℃; for 3.33333h;100%
at 0℃; for 2.83333h;100%
67-56-1

methanol

36476-78-5

3-azetidinecarboxylic acid

100202-39-9

methyl 3-azetidinecarboxylate hydrochloride

Conditions
ConditionsYield
With thionyl chloride In acetonitrile at 0 - 20℃; for 2.33333h;100%
With thionyl chloride at 0 - 25℃; for 2.25h;100%
With thionyl chloride at 5 - 65℃;100%
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    Molecular Formula: C4H7NO2 Molecular Weight: 101.10 CAS Registry Number: 36476-78-5 Melting point: 286 ºC (dec.) Molecular Formula: C4H7NO2 Molecular Weight: 101.10 CAS Registry Number: 36

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    3-Azetidinecarboxylic acid Basic information CAS: 36476-78-5 MF: C4H7NO2 MW: 101.1 EINECS: 674-976-7 Mol File: 36476-78-5.mol 3-Azetidinecarboxylic acid Structure 3-Azetidinecarboxylic acid Chemical Properties Melting point 286 &

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    Product name: 3-Azetidinecarboxylic Acid CAS No.:36476-78-5 Molecule Formula:C4H7NO2 Molecule Weight:101.10 Purity: 98% Package: 25kg/drum Description:Pale yellow powder Manufacture Standards:Enterprise Standard TESTING ITEMS

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Chemistry

IUPAC Name: azetidine-3-carboxylic acid 
Empirical Formula: C4H7NO2
Molecular Weight: 101.1039g/mol
Structure of 3-Azetidinecarboxylic acid (CAS NO.36476-78-5):

Index of Refraction: 1.499
Molar Refractivity: 23.29 cm3
Molar Volume: 79.2 cm3
Polarizability: 9.23×10-24cm3
Surface Tension: 48.2 dyne/cm
Density: 1.275 g/cm3
Flash Point: 100.1 °C
Enthalpy of Vaporization: 52.75 kJ/mol 
Melting Point: 286 °C (dec.)(lit.)
Boiling Point: 242 °C at 760 mmHg
Vapour Pressure: 0.0116 mmHg at 25°C 
Product Categories: Pharmaceutical Raw Materials;Unusual amino acids;Heterocycles series;Miscellaneous;Carboxylic Acids;Amino Acids 13C, 2H, 15N;Azetidines;Simple 4-Membered Ring Compounds;Peptide;Amino Acids & Derivatives;Carboxylic Acids;Ring Systems;Alicyclic Amino Acids;Peptide Synthesis;Unnatural Amino Acid Derivatives;B-Amino 
Canonical SMILES: C1C(CN1)C(=O)O
InChI: InChI=1S/C4H7NO2/c6-4(7)3-1-5-2-3/h3,5H,1-2H2,(H,6,7)
InChIKey: GFZWHAAOIVMHOI-UHFFFAOYSA-N

Uses

A useful intermediate in the synthesis of polypeptides.

Toxicity Data With Reference

1.    

orl-rat LD50:>5 g/kg

    FMCHA2    Farm Chemicals Handbook .(Meister Publishing,Willoughy, OH.: )1991,C65.
2.    

skn-rbt LD50:>1 g/kg

    FMCHA2    Farm Chemicals Handbook .(Meister Publishing,Willoughy, OH.: )1991,C65.

Safety Profile

Low toxicity by ingestion and skin contact. When heated to decomposition it emits toxic vapors of NOx.
Hazard Codes:  Xi
The Risk Statements information of  3-AZETIDINECARBOXYLIC ACID:
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of  3-AZETIDINECARBOXYLIC ACID :
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
24/25:  Avoid contact with skin and eyes 
WGK Germany:3
Hazard Note:Irritant

Specification

  3-Azetidinecarboxylic acid , its cas register number is 36476-78-5. It also can be called 3-Carboxyazetidine ; 5-22-01-00023 (Beilstein Handbook Reference) ; Azetidine-3-carboxylic acid ; CHA-811 ; Caswell No. 063C ; EPA Pesticide Chemical Code 128830 . 3-Azetidinecarboxylic acid (CAS NO.36476-78-5) is a light yellow powder.