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1075-89-4

Basic Information
CAS No.: 1075-89-4
Name: 3,3-Tetramethyleneglutarimide
Article Data: 5
Molecular Structure:
Molecular Structure of 1075-89-4 (3,3-Tetramethyleneglutarimide)
Formula: C9H13NO2
Molecular Weight: 167.208
Synonyms: 1,1-Cyclopentanediacetimide(6CI,7CI,8CI);8-Azaspiro[4.5]decane-7,9-dione;3-Spirocyclopentaneglutarimide;4,4-Tetramethyleneglutarimide;NSC 400092;b-Spirocyclopentaneglutarimide;
EINECS: 427-770-4
Density: 1.17 g/cm3
Melting Point: 153-155 °C
Boiling Point: 350.7 °C at 760 mmHg
Flash Point: 162.6 °C
Appearance: white to off-white crystalline powder
Hazard Symbols: VeryT+
Risk Codes: 28
Safety: 36/37/39-45
PSA: 46.17000
LogP: 1.31220
Synthetic route
5662-95-3

3,3-tetramethylene glutaric anhydride

1075-89-4

tetramethylene glutarimide

Conditions
ConditionsYield
With ammonium hydroxide In tetrahydrofuran at 190℃;92%
ammonium salt of/the/ cyclopentane-diacetic acid-(1.1)

ammonium salt of/the/ cyclopentane-diacetic acid-(1.1)

1075-89-4

tetramethylene glutarimide

cyclopentane-dimalonic acid-(1.1)-monoamide

cyclopentane-dimalonic acid-(1.1)-monoamide

1075-89-4

tetramethylene glutarimide

Conditions
ConditionsYield
ueber den Schmelzpunkt;
1075-89-4

tetramethylene glutarimide

106-96-7

propargyl bromide

25032-23-9

8-Propargyl-8-azaspiro<4.5>decane-7,9-dione

Conditions
ConditionsYield
With potassium carbonate In acetone for 10h; Heating;100%
With potassium carbonate In acetone Heating;100%
110-52-1

1,4-dibromo-butane

20980-22-7

N-(2-pyridinyl)piperazine

1075-89-4

tetramethylene glutarimide

36505-84-7

BUSPIRONE

Conditions
ConditionsYield
With potassium carbonate; benzyltriethylammonium bromide Product distribution; 1.) xylene, reflux, 3 h, 2.) reflux, 5 h; other imides and catalysts, variation of reaction time, also in toluene; also 1-(2-quinolinyl)piperazine;97%
With potassium carbonate; benzyltriethylammonium bromide 1.) xylene, reflux, 3 h, 2.) reflux, 5 h; Yield given. Multistep reaction;
29882-07-3

4-chlorobutanal dimethyl acetal

1075-89-4

tetramethylene glutarimide

1359159-58-2

8-(4,4-dimethoxybutyl)-8-azaspiro[4.5]decane-7,9-dione

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In dimethyl sulfoxide at 80℃; for 4h;96%
1075-89-4

tetramethylene glutarimide

100-39-0

benzyl bromide

77261-38-2

8-benzyl-8-azaspiro[4.5]decane-7,9-dione

Conditions
ConditionsYield
Stage #1: tetramethylene glutarimide With potassium carbonate for 1h;
Stage #2: benzyl bromide In acetone for 2h; Reflux; Inert atmosphere;
96%
24424-99-5

di-tert-butyl dicarbonate

1075-89-4

tetramethylene glutarimide

854280-06-1

8-(tert-butoxycarbonyl)-7,9-dioxo-8-azaspiro[4.5]decane

Conditions
ConditionsYield
With dmap In acetonitrile at 20℃; for 15h;95%
1075-89-4

tetramethylene glutarimide

180-44-9

3-azaspiro[5.5]undecane

Conditions
ConditionsYield
In tetrahydrofuran94%
1075-89-4

tetramethylene glutarimide

98-88-4

benzoyl chloride

8-benzoyl-8-azaspiro[4.5]decane-7,9-dione

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 15h; Schlenk technique; Inert atmosphere;94%
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Specification

The 3,3-Tetramethyleneglutarimide, with the CAS registry number 1075-89-4, is also known as 8-Azaspiro[4,5]decane-7,9-dione. It belongs to the product categories of Building Blocks. Its EINECS registry number is 427-770-4. This chemical's molecular formula is C9H13NO2 and molecular weight is 167.21. Its IUPAC name is called 8-azaspiro[4.5]decane-7,9-dione. The product should be sealed and stored in cool and dry place.

Physical properties of 3,3-Tetramethyleneglutarimide: (1)ACD/LogP: 1.47; (2)ACD/LogD (pH 5.5): 1.47; (3)ACD/LogD (pH 7.4): 1.47; (4)ACD/BCF (pH 5.5): 7.76; (5)ACD/BCF (pH 7.4): 7.76; (6)ACD/KOC (pH 5.5): 150.92; (7)ACD/KOC (pH 7.4): 150.91; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)Index of Refraction: 1.523; (11)Molar Refractivity: 43.52 cm3; (12)Molar Volume: 142.4 cm3; (13)Surface Tension: 43.7 dyne/cm; (14)Density: 1.17 g/cm3; (15)Flash Point: 162.6 °C; (16)Enthalpy of Vaporization: 59.53 kJ/mol; (17)Boiling Point: 350.7 °C at 760 mmHg; (18)Vapour Pressure: 4.31E-05 mmHg at 25°C.

Uses of 3,3-Tetramethyleneglutarimide: it can be used to produce 8-(4-bromobutyl)-8-azaspiro[4.5]decane-7,9-dione at temperature of 60 °C. This reaction will need reagent KI, K2CO3 and solvent acetonitrile with reaction time of 6 hours. The yield is about 69%.

When you are using this chemical, please be cautious about it as the following:
This chemical that at very low levels can cause damage to health. It is very toxic if swallowed. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1CCC2(C1)CC(=O)NC(=O)C2
(2)InChI: InChI=1S/C9H13NO2/c11-7-5-9(3-1-2-4-9)6-8(12)10-7/h1-6H2,(H,10,11,12)
(3)InChIKey: YRTHJMQKDCXPAY-UHFFFAOYSA-N