Cyclobutanecarboxylic acid Chemical Properties

Melting point:

−7.5 °C(lit.)

Boiling point:

195 °C(lit.)

Density 

1.047 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.444(lit.)

Flash point:

183 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Chloroform, Methanol

pka

pK1:4.785 (25°C)

form 

Liquid

Specific Gravity

1.047

color 

Clear colorless to yellow

Water Solubility 

Slightly soluble in water.

BRN 

1816777

CAS DataBase Reference

3721-95-7(CAS DataBase Reference)

NIST Chemistry Reference

Cyclobutane carboxylic acid(3721-95-7)

EPA Substance Registry System

Cyclobutanecarboxylic acid (3721-95-7)

Safety Information

Hazard Codes 

Xi,C

Risk Statements 

36/37/38-34-20/21/22

Safety Statements 

23-24/25-36-26-45-36/37/39

RIDADR 

3265

WGK Germany 

3

RTECS 

GU1335000

F 

13

TSCA 

T

HazardClass 

8

PackingGroup 

III

HS Code 

29162000

MSDS

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Cyclobutanecarboxylic acid Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO SLIGHTLY AMBER LIQUID

Uses

Cyclobutanecarboxylic acid is used in water treatment, row materials for sodium fluosilicate potassium fluosilicateammonium fluosilicatecopper fluosilicatebarium fluosilicate and other fluosilicates and silicic tetrafluoride. It is also used in refining lead of electrolysis, as mordant and in the treatment of metal surface.

Preparation

Cyclobutanecarboxylic acid synthesis: Put 1,1-Cyclobutanedicarboxylic acid into a distillation device for heating, decarboxylate at about 160°C to release carbon dioxide, then heat for distillation, collect 189-195°C fractions as crude product, and re-distill to obtain the finished product cyclobutanecarboxylic acid. Yield 86%-91%.

Synthesis Reference(s)

The Journal of Organic Chemistry, 22, p. 1680, 1957 DOI: 10.1021/jo01363a041

Purification Methods

Dissolve the acid in aqueous HCO 3 then acidify with HCl and extract it into Et2O, wash with H2O, dry (Na2SO4), concentrate to a small volume, then distil it through a glass helices packed column. The S-benzylisothiuronium salt has m 176o (from EtOH), the anilide has m 112.5-113o, and the p-toluide has m 123o. [Payne & Smith J Org Chem 22 1680 1957, Kantaro & Gunning J Am Chem Soc 73 480 1951, Stodola & Heisig Org Synth Coll Vol III 213 1955, Beilstein 9 H 5.]

Cyclobutanecarboxylic acid(3721-95-7)Related Product Information

• Pinacolone
• tert-Butyl methyl ether
• Ethyl 2-(Chlorosulfonyl)acetate
• Methyl perfluoroisobutyl ether
• Calcium formate
• butyl rubber
• Chromium picolinate
• Folic acid
• 3,5-DI-TERT-BUTYLTOLUENE
• 4-tert-Butyltoluene
• Glycine
• Citric acid
• Methyl 4-tert-butylbenzoate
• Cyclopropanecarboxylic acid
• Retinoic acid
• Benzoic acid
• Tetrabutylammonium bromide
• Diethyl 1,1-cyclobutanedicarboxylate