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Cyclobutanemethanol

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Name

Cyclobutanemethanol

EINECS 224-575-4
CAS No. 4415-82-1 Density 0.961 g/cm3
PSA 20.23000 LogP 0.77880
Solubility Immiscible with water Melting Point 68.5 °C
Formula C5H10O Boiling Point 143.499 °C at 760 mmHg
Molecular Weight 86.1338 Flash Point 40 °C
Transport Information UN 1987 3/PG 3 Appearance Clear colourless liquid
Safety 16 Risk Codes 10
Molecular Structure Molecular Structure of 4415-82-1 (Cyclobutanemethanol) Hazard Symbols R10:;
Synonyms

(Hydroxymethyl)cyclobutane;Cyclobutylcarbinol;Cyclobutylmethyl alcohol;

Article Data 46

Cyclobutanemethanol Synthetic route

C8H18OSi

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;98%
3721-95-7

Cyclobutanecarboxylic acid

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether for 1.5h; Ambient temperature;96%
With lithium aluminium tetrahydride In diethyl ether72%
With lithium aluminium tetrahydride; diethyl ether
14924-53-9

ethyl cyclobutylcarboxylate

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether 1) rt, 24 h, 2) reflux, 1.5 h;53%
With ethanol; sodium
Stage #1: ethyl cyclobutylcarboxylate With diethoxymethylane; zinc diacetate In toluene at 100℃; for 24h; Inert atmosphere;
Stage #2: With methanol; potassium hydroxide chemoselective reaction;
65 %Chromat.
64-17-5

ethanol

3779-29-1

diethyl cyclobutane-1,1-dicarboxylate

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With sodium; toluene
3779-29-1

diethyl cyclobutane-1,1-dicarboxylate

A

4415-73-0

[1-(hydroxymethyl)cyclobutyl]methanol

B

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With ethanol; sodium
With ethanol; sodium Erwaermen des Reaktionsgemisches auf 130-140grad;
89182-08-1

(1-cyclobutenyl)methyl alcohol

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With methanol; platinum Hydrogenation;
5006-22-4

Cyclobutanecarbonyl chloride

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With diethyl ether; sodium
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating; Yield given;
1120-56-5

methylidenecyclobutane

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
(i) B2H6, THF, (ii) H2O2; Multistep reaction;
2987-17-9

cyclobutylaldehyde

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With sodium hydroxide at 80℃; for 42h;
15963-49-2

3-(hydroxymethyl)cyclobutene

4415-82-1

cyclobutanemethanol

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In methanol

Cyclobutanemethanol Specification

The Cyclobutanemethanol, with the CAS registry number 4415-82-1, is also known as Hydroxymethylcyclobutane. It belongs to the product categories of API Intermediates; Cyclobutanes & Cyclobutenes; Simple 4-Membered Ring Compounds; Cycloalkanes; Alcohols; C2 to C6; Oxygen Compounds. Its EINECS registry number is 224-575-4. This chemical's molecular formula is C5H10O and molecular weight is 86.13. What's more, both its IUPAC name and systematic name are the same which is called Cyclobutylmethanol. When you are dealing with this chemical, you should be very careful. This chemical is flammable. Therefore, you should keep away from sources of ignition.

Physical properties about Cyclobutanemethanol are: (1)ACD/LogP: 0.737; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.74; (4)ACD/LogD (pH 7.4): 0.74; (5)ACD/BCF (pH 5.5): 2.14; (6)ACD/BCF (pH 7.4): 2.14; (7)ACD/KOC (pH 5.5): 60.00; (8)ACD/KOC (pH 7.4): 60.00; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.463; (14)Molar Refractivity: 24.676 cm3; (15)Molar Volume: 89.549 cm3; (16)Polarizability: 9.782×10-24cm3; (17)Surface Tension: 37.253 dyne/cm; (18)Density: 0.962 g/cm3; (19)Flash Point: 40 °C; (20)Enthalpy of Vaporization: 44.341 kJ/mol; (21)Boiling Point: 143.499 °C at 760 mmHg; (22)Vapour Pressure: 2.137 mmHg at 25 °C.

Preparation of Cyclobutanemethanol: this chemical can be prepared by cyclobutanecarboxylic acid. This reaction needs reagent LiAlH4 and solvent diethyl ether at ambient temperature. The reaction time is 1.5 hours. The yield is 96 %.

Cyclobutanemethanol can be prepared by cyclobutanecarboxylic acid.

Uses of Cyclobutanemethanol: (1) it is used as pharmaceutical intermediates; (2) it is used to produce other chemicals. For example, it can react with diketene to get cyclobutylmethyl acetoacetate. The reaction occurs with reagent NaH in oil at temperature of 70-80 °C. The reaction time is 2 hours. The yield is 88 %.

Cyclobutanemethano can react with diketene to get cyclobutylmethyl acetoacetate.

You can still convert the following datas into molecular structure:
(1) SMILES: OCC1CCC1
(2) InChI: InChI=1S/C5H10O/c6-4-5-2-1-3-5/h5-6H,1-4H2
(3) InChIKey: WPOPOPFNZYPKAV-UHFFFAOYSA-N

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