Dibutyl squarate supplier | CasNO.2892-62-8

Name
Dibutyl squarate
EINECS
CAS No. 2892-62-8
Article Data17
CAS DataBase
Density 1.08 g/cm³
Solubility insoluble in water
Melting Point
Formula C₁₂H₁₈O₄
Boiling Point 353.2 °C at 760 mmHg
Molecular Weight 226.273
Flash Point 157.2 °C
Transport Information
Appearance clear colorless to yellow liquid
Safety 26-27-36/37/39-45
Risk Codes 36/37/38-42/43
Molecular Structure
Hazard Symbols Xn
Synonyms Cyclobutenedione,dibutoxy- (7CI,8CI);1,2-Dibutoxy-1-cyclobutene-3,4-dione;1,2-Dibutoxycyclobutene-3,4-dione;3,4-Dibutoxycyclobut-3-ene-1,2-dione;Dibutylquadratate;NSC 113489;Squaric acid dibutyl ether;
PSA 52.60000
LogP 1.98320

Synthetic route

: 588-43-2
Tributyl orthoformate

: 2892-51-5
squaric acid

: 71-36-3
butan-1-ol

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

Conditions

Conditions	Yield
for 23.5h; Heating;	97%

...Expand

: 2892-51-5
squaric acid

: 71-36-3
butan-1-ol

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

Conditions

Conditions	Yield
In benzene Heating; Dean-Stark trap;	95%
In benzene for 3h; Heating;	86%
for 3h; Reflux;	74%

: 3200-96-2
2,3,4,4-tetrachloro-cyclobut-2-en-1-one

: 71-36-3
butan-1-ol

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

Conditions

Conditions	Yield
Heating;	68%

: 67-52-7
BARBITURIC ACID

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 121-44-8
triethylamine

: triethylammonium 5-(2-hydroxy-3,4-dioxocyclobut-1-en-1-yl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate

Conditions

Conditions	Yield
In ethanol at 20℃; for 0.333333h;	100%

...Expand

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 63151-41-7
6-ethoxy-N-methyl-2-quinaldinium iodide

: 797039-87-3
C21H23NO4

Conditions

Conditions	Yield
With triethylamine In butan-1-ol at 25℃; for 12h;	98%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 100-46-9
benzylamine

: 3-(benzylamino)-4-butoxycyclobut-3-ene-1,2-dione

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃;	98%
In dichloromethane at 20℃;

: 5407-57-8
N-(7-chloroquinolin-4-yl)ethylenediamine

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 1487428-79-4
C26H22Cl2N6O2

Conditions

Conditions	Yield
In methanol for 12h; Reflux;	97%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: (2'-aminoethylamido)carbonylpentyl α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranoside

: 1-[(2'-aminoethylamido)carbonylpentyl α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranoside]-2-butoxycyclobutene-3,4-dione

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water at 21℃; pH=8;	96%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 3850-30-4, 22526-47-2, 59367-75-8, 66228-31-7
(R)-1,2,2-trimethylpropylamine

: (R)-3-butoxy-4-(1,2,2-trimethyl-propylamino)-cyclobut-3-ene-1,2-dione

Conditions

Conditions	Yield
In tetrahydrofuran; ethanol at 20℃; for 65h; Condensation;	95%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 1346893-02-4
6-hydroxy-4-methyl-N-methyl-quinaldinium iodide

: 1346893-11-5
C20H21NO4

Conditions

Conditions	Yield
With triethylamine In butan-1-ol at 25℃; for 12h;	95%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 64170-00-9
1-(2-hydroxyethyl)-2-methylquinoline-1-ium iodide salt

: 1346893-09-1
C20H21NO4

Conditions

Conditions	Yield
With triethylamine In butan-1-ol at 25℃; for 12h;	95%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 6-hydroxy-N-methyl-2-quinaldinium iodide

: 797039-86-2
C19H19NO4

Conditions

Conditions	Yield
With triethylamine In butan-1-ol at 25℃; for 12h;	95%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 109-77-3
malononitrile

: sodium 1,2-bis(dicyanomethylene)cyclobutane-3,4-dione

Conditions

Conditions	Yield
With sodium; butan-1-ol at 20℃; for 0.166667h;	94%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 6-(dimethylamino)-1,2-dimethylquinolin-1-ium iodide

: 1346893-06-8
C21H24N2O3

Conditions

Conditions	Yield
With triethylamine In butan-1-ol at 25℃; for 12h;	94%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: (2'-aminoethylamido)carbonylpentyl α-D-mannopyranosyl(1→3)-4,6-dideoxy-4-formamido-α-D-mannopyranoside

: 1-[(2'-aminoethylamido)carbonylpentyl α-D-mannopyranosyl(1→3)-4,6-dideoxy-4-formamido-α-D-mannopyranoside-2-butoxycyclobutene-3,4-dione]

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water at 21℃; pH=8;	94%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: (2'-aminoethylamido)carbonylpentyl 4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→3)-4,6-dideoxy-4-formamido-α-D-mannopyranoside

: 1-[(2'-aminoethylamido)carbonylpentyl 4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→3)-4,6-dideoxy-4-formamido-α-D-mannopyranoside]-2-butoxycyclobutene-3,4-dione

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water at 21℃; for 0.5h; pH=8; Heating;	92%

: 36489-03-9
2-(ethylthio)ethylamine hydrochloride

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 3,4-bis{[2-(ethylsulfanyl)ethyl]amino}cyclobut-3-ene-1,2-dione

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 1h;	92%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 5003-71-4
3-bromopropylamine hydrochloride

: 120356-93-6
1-butoxy-2-(3-bromopropylamino)-1-cyclobutene-3,4-dione

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water	91.8%
With sodium hydroxide In methanol; water	84%
With sodium hydroxide In methanol; toluene

: bromopropylamine base

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 5003-71-4
3-bromopropylamine hydrochloride

: 120356-93-6
1-butoxy-2-(3-bromopropylamino)-1-cyclobutene-3,4-dione

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water	91.8%
With sodium hydroxide In methanol; water	84%

...Expand

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 591-51-5
phenyllithium

: 2,3-dibutoxy-1,4-diphenyl-1,4-butanedione

Conditions

Conditions	Yield
In diethyl ether for 0.25h; Ambient temperature;	91%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 50632-53-6
N-isopropylhydroxylamine hydrochloride

: 1078060-51-1
3-butoxy-4-(hydroxy-isopropyl-amino)-cyclobut-3-ene-1,2-dione

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 20℃; for 5h;	91%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: (2'-aminoethylamido)carbonylpentyl α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→3)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranoside

: 1-[(2'-aminoethylamido)carbonylpentyl α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→3)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranoside 2-butoxycyclobutene-3,4-dione]

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water at 21℃; pH=8;	91%

: 4104-45-4
3-methylthio-1-propanamine

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 3,4-bis{[3-(methylsulfanyl)propyl]amino}cyclobut-3-ene-1,2-dione

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 1h;	91%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 91-68-9
3-diethylaminophenol

: 68842-66-0
(E)-2-(4-(diethylamino)-2-hydroxyphenyl)-4-(4-(diethyliminio)-2-hydroxycyclohexa-2,5-dien-1-ylidene)-3-oxocyclo but-1-en-1-olate

Conditions

Conditions	Yield
With sulfuric acid; water In butan-1-ol at 125 - 130℃;	90%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 63-45-6
primaquine diphosphate

: 1487428-85-2
C34H40N6O4

Conditions

Conditions	Yield
Stage #1: primaquine diphosphate With triethylamine In methanol at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3,4-dibutoxy-3-cyclobutene-1,2-dione In methanol for 48h; Inert atmosphere; Reflux;	89%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: (2-aminoethylamido)carbonylpentyl β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-β-D-glucopyranosyl-(1→3)-β-D-glucopyranoside

: 1-[(2-aminoethylamido)carbonylpentyl β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-β-D-glucopyranosyl-(1→3)-β-D-glucopyranoside]-2-butoxycyclobutene-3,4-dione

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water for 0.5h; pH=8;	89%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: (2'-aminoethylamido)carbonylpentyl 4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranoside

: 1-[(2'-aminoethylamido)carbonylpentyl 4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranosyl-(1→2)-4,6-dideoxy-4-formamido-α-D-mannopyranoside]-2-butoxycyclobutene-3,4-dione

Conditions

Conditions	Yield
With sodium hydrogencarbonate In ethanol; water at 21℃; for 0.5h; pH=8; Heating;	88%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 75-64-9
tert-butylamine

: 202520-56-7
3-butoxy-4-(tert-butylamino)-cyclobut-3-ene-1,2-dione

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 71h; Condensation;	87%
In dichloromethane at 20℃; for 20h;	74%
In dichloromethane at 20℃;

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 23190-16-1
(1R,2S)-2-Amino-1,2-diphenylethanol

: 3-butoxy-4-[(1'S,2'R)-(2'-hydroxy-1',2'-diphenylethyl)amino]-3-cyclobutene-1,2-dione

Conditions

Conditions	Yield
With triethylamine In ethanol at 20℃; for 24h;	87%

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: C39H56N2O6

: C28H50N2O9

Conditions

Conditions	Yield
Stage #1: C39H56N2O6 With trifluoroacetic acid at 20℃; for 0.333333h; Stage #2: 3,4-dibutoxy-3-cyclobutene-1,2-dione With N-ethyl-N,N-diisopropylamine In chloroform Reflux;	86.8%

: 594-39-8
2-methyl-2-butylamine

: 2892-62-8
3,4-dibutoxy-3-cyclobutene-1,2-dione

: 201012-44-4
3-butoxy-4-(1,1-dimethyl-propylamino)-cyclobut-3-ene-1,2-dione

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 19.5h; Condensation;	86%

Dibutyl squarate Specification

The IUPAC name of 3-Cyclobutene-1,2-dione,3,4-dibutoxy- is 3,4-dibutoxycyclobut-3-ene-1,2-dione. With the CAS registry number 2892-62-8, it is also named as Squaric acid dibutyl ester. The product's categories are API Intermediates; Cyclobutanes & Cyclobutenes; Simple 4-Membered Ring Compounds. Besides, it is clear colorless to yellow liquid, which should be stored in closed, cool and dry place. In addition, its molecular formula is C₁₂H₁₈O₄ and its molecular weight is 226.27.

The other characteristics of 3-Cyclobutene-1,2-dione,3,4-dibutoxy- can be summarized as: (1)ACD/LogP: 1.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.97; (4)ACD/LogD (pH 7.4): 1.97; (5)ACD/BCF (pH 5.5): 18.64; (6)ACD/BCF (pH 7.4): 18.64; (7)ACD/KOC (pH 5.5): 282.51; (8)ACD/KOC (pH 7.4): 282.51; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 8; (12)Index of Refraction: 1.477; (13)Molar Refractivity: 58.73 cm³; (14)Molar Volume: 207.8 cm³; (15)Surface Tension: 36.9 dyne/cm; (16)Density: 1.08 g/cm³; (17)Flash Point: 157.2 °C; (18)Enthalpy of Vaporization: 59.81 kJ/mol; (19)Boiling Point: 353.2 °C at 760 mmHg; (20)Vapour Pressure: 3.64E-05 mmHg at 25 °C.

Preparation of this product: this chemical can be prepared by Dihydroxy-cyclobutenedione and Butan-1-ol.

This reaction needs Benzene by heating. The yield is 95 %.

Uses of this product: it can be used to produce Dikalium-1,2-dithioquadratat.

This reaction needs KHS, H₂S and Ethanol for 2 hours. The yield is 82 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin that may cause sensitization by inhalation and skin contact. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And please take off immediately all contaminated clothing. Moreover, you should 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 whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C1C(\OCCCC)=C(\OCCCC)C1=O
(2)InChI: InChI=1/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3
(3)InChIKey: XBRWELTXMQSEIN-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C12H18O4/c1-3-5-7-15-11-9(13)10(14)12(11)16-8-6-4-2/h3-8H2,1-2H3
(5)Std. InChIKey: XBRWELTXMQSEIN-UHFFFAOYSA-N

Product Name

Dibutyl squarate

Synthetic route

Dibutyl squarate Specification

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