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140-95-4 Usage

Chemical Properties

white powder

Uses

Different sources of media describe the Uses of 140-95-4 differently. You can refer to the following data:
1. In the textile industry in cotton crease- and shrink-proofing, finishing, drying, sizing; in tanning; pesticides; in photographic developers.
2. 1,3-Bis(hydroxymethyl)urea is used in preparation method of insulating waterborne polyurethane dispersion coating for electronic and electrical components.

Flammability and Explosibility

Notclassified

Purification Methods

Crystallise it from aqueous 75% EtOH. [Beilstein 3 IV 107.]

Check Digit Verification of cas no

The CAS Registry Mumber 140-95-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 0 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 140-95:
(5*1)+(4*4)+(3*0)+(2*9)+(1*5)=44
44 % 10 = 4
So 140-95-4 is a valid CAS Registry Number.
InChI:InChI=1/C3H8N2O3/c4-3(8)5(1-6)2-7/h6-7H,1-2H2,(H2,4,8)

140-95-4 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (D0767)  1,3-Bis(hydroxymethyl)urea  >98.0%(N)

  • 140-95-4

  • 25g

  • 150.00CNY

  • Detail
  • TCI America

  • (D0767)  1,3-Bis(hydroxymethyl)urea  >98.0%(N)

  • 140-95-4

  • 500g

  • 1,150.00CNY

  • Detail
  • Alfa Aesar

  • (A16060)  1,3-Bis(hydroxymethyl)urea, tech. 90%   

  • 140-95-4

  • 100g

  • 381.0CNY

  • Detail
  • Alfa Aesar

  • (A16060)  1,3-Bis(hydroxymethyl)urea, tech. 90%   

  • 140-95-4

  • 500g

  • 1216.0CNY

  • Detail
  • Alfa Aesar

  • (A16060)  1,3-Bis(hydroxymethyl)urea, tech. 90%   

  • 140-95-4

  • 2500g

  • 4739.0CNY

  • Detail
  • Sigma

  • (D4879)  N,N′-Bis(hydroxymethyl)urea  ≥95%

  • 140-95-4

  • D4879-100G

  • 506.61CNY

  • Detail
  • Sigma

  • (D4879)  N,N′-Bis(hydroxymethyl)urea  ≥95%

  • 140-95-4

  • D4879-1KG

  • 1,310.40CNY

  • Detail

140-95-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dimethylolurea

1.2 Other means of identification

Product number -
Other names Urea, N,N‘-bis(hydroxymethyl)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:140-95-4 SDS

140-95-4Synthetic route

formaldehyd
50-00-0

formaldehyd

urea
57-13-6

urea

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Conditions
ConditionsYield
With sulfuric acid at 50℃; for 0.4h; Ionic liquid;60%
With triethylamine at 20℃; for 30h;57%
With formic acid; sodium hydroxide In water at 0 - 25℃; for 18h; pH=8;43%
formaldehyd
50-00-0

formaldehyd

methylenediurea
13547-17-6

methylenediurea

A

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

B

N'-hydroxymethyl-N,N''-methanediyl-di-urea
38688-61-8

N'-hydroxymethyl-N,N''-methanediyl-di-urea

Conditions
ConditionsYield
With barium dihydroxide; water
formaldehyd
50-00-0

formaldehyd

hexamethylenetetramine
100-97-0

hexamethylenetetramine

urea
57-13-6

urea

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Conditions
ConditionsYield
With water
formaldehyd
50-00-0

formaldehyd

(hydroxymethyl)urea
1000-82-4

(hydroxymethyl)urea

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Conditions
ConditionsYield
Kinetics; Thermodynamic data;
In sulfuric acid at 343℃; Rate constant;
formaldehyd
50-00-0

formaldehyd

urea
57-13-6

urea

alkali

alkali

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

formaldehyd
50-00-0

formaldehyd

water
7732-18-5

water

urea
57-13-6

urea

A

(hydroxymethyl)urea
1000-82-4

(hydroxymethyl)urea

B

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Conditions
ConditionsYield
at 50 - 85℃; Kinetics; pH 3.65 bis pH 7;
at 50 - 85℃; Kinetics; pH 3.65-7;
at 20℃; Gleichgewichtskonzentration bei pH 6.7-10 in Abhaengigkeit von dem Molverhaeltnis des Formaldehyds und Harnstoffs;
water
7732-18-5

water

urea
57-13-6

urea

A

formaldehyd
50-00-0

formaldehyd

B

(hydroxymethyl)urea
1000-82-4

(hydroxymethyl)urea

C

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Conditions
ConditionsYield
at 20℃; Product distribution; pH 6.7 bis pH 10;
formaldehyd
50-00-0

formaldehyd

urea
57-13-6

urea

neutral aqueous solution

neutral aqueous solution

A

(hydroxymethyl)urea
1000-82-4

(hydroxymethyl)urea

B

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

C

tris(hydroxymethyl)urea
13329-70-9

tris(hydroxymethyl)urea

Conditions
ConditionsYield
at 35℃; Rate constant; pH 7;
formaldehyd
50-00-0

formaldehyd

(hydroxymethyl)urea
1000-82-4

(hydroxymethyl)urea

water
7732-18-5

water

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Conditions
ConditionsYield
at 20 - 40℃; Kinetics; pH 6.7-12.4;
at 25 - 55℃; Kinetics; pH 2-11;
at 20 - 40℃; Rate constant; in Loesungen vom pH 6.7 bis pH 12.4;
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Trimethylenediamine
109-76-2

Trimethylenediamine

1,3,5,7,11,13,15,17-octaazatricyclo[15.3.1.17,11]docosane-4,14-dione

1,3,5,7,11,13,15,17-octaazatricyclo[15.3.1.17,11]docosane-4,14-dione

Conditions
ConditionsYield
In ethanol for 26h; Reflux;61%
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

ethylamine
75-04-7

ethylamine

5-ethylhexahydro-1,3,5-triazin-2-one
1770-98-5

5-ethylhexahydro-1,3,5-triazin-2-one

Conditions
ConditionsYield
In water for 1.5h; Reflux;32%
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

tert-butylamine
75-64-9

tert-butylamine

5-(tert-butyl)-2-oxohexahydro-1,3,5-triazine
104768-86-7

5-(tert-butyl)-2-oxohexahydro-1,3,5-triazine

Conditions
ConditionsYield
In water for 2h; Reflux;23%
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

isopropylamine
75-31-0

isopropylamine

5-isopropylhexahydro-1,3,5-triazin-2-one

5-isopropylhexahydro-1,3,5-triazin-2-one

Conditions
ConditionsYield
In water for 1.5h; Reflux;17%
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N-diethylethylenediamine
100-36-7

N,N-diethylethylenediamine

5-(2-(diethylamino)ethyl)hexahydro-1,3,5-triazin-2-one

5-(2-(diethylamino)ethyl)hexahydro-1,3,5-triazin-2-one

Conditions
ConditionsYield
In water for 2.5h; Reflux;17%
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

methylamine
74-89-5

methylamine

5-methylhexahydro-1,3,5-triazin-2-one
1910-89-0

5-methylhexahydro-1,3,5-triazin-2-one

Conditions
ConditionsYield
In water for 3h; Reflux;15%
With water
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

ethanolamine
141-43-5

ethanolamine

2-keto-5-(2-hydroxyethyl)-tetrahydro-1,3,5-triazine
2580-58-7

2-keto-5-(2-hydroxyethyl)-tetrahydro-1,3,5-triazine

Conditions
ConditionsYield
In water for 2h; Reflux;9%
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

benzylamine
100-46-9

benzylamine

5-benzylhexahydro-1,3,5-triazin-2-one

5-benzylhexahydro-1,3,5-triazin-2-one

Conditions
ConditionsYield
In water for 4.5h; Reflux;7%
oxirane
75-21-8

oxirane

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-(2-hydroxy-ethoxymethyl)-urea
115325-46-7

N,N'-bis-(2-hydroxy-ethoxymethyl)-urea

Conditions
ConditionsYield
With N,N-dimethyl-aniline; benzene
oxirane
75-21-8

oxirane

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

benzene
71-43-2

benzene

N,N'-bis-(2-hydroxy-ethoxymethyl)-urea
115325-46-7

N,N'-bis-(2-hydroxy-ethoxymethyl)-urea

morpholine
110-91-8

morpholine

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

1,3-bis(morpholinomethyl)-urea
6969-60-4

1,3-bis(morpholinomethyl)-urea

Conditions
ConditionsYield
With water
methanol
67-56-1

methanol

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis(methoxymethyl)urea
141-07-1

N,N'-bis(methoxymethyl)urea

Conditions
ConditionsYield
With hydrogenchloride
With phosphoric acid at 55 - 60℃;
With sulfuric acid at 45 - 48℃;
tert.-butylhydroperoxide
75-91-2

tert.-butylhydroperoxide

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-tert-butylperoxymethyl-urea
95591-07-4

N,N'-bis-tert-butylperoxymethyl-urea

Conditions
ConditionsYield
With sulfuric acid
2-furoic acid methyl ester
611-13-2

2-furoic acid methyl ester

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-(5-methoxycarbonyl-furfuryl)-urea
109475-49-2

N,N'-bis-(5-methoxycarbonyl-furfuryl)-urea

Conditions
ConditionsYield
With sulfuric acid
2-thioxo-3H-1,3-benzothiazole
149-30-4

2-thioxo-3H-1,3-benzothiazole

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-(2-thioxo-benzothiazol-3-ylmethyl)-urea
63302-57-8

N,N'-bis-(2-thioxo-benzothiazol-3-ylmethyl)-urea

Conditions
ConditionsYield
With ethanol
With hydrogenchloride
4-nitro-phenol
100-02-7

4-nitro-phenol

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N-hydroxymethyl-N'-(2-hydroxy-5-nitro-benzyl)-urea

N-hydroxymethyl-N'-(2-hydroxy-5-nitro-benzyl)-urea

Conditions
ConditionsYield
With sulfuric acid
4-nitro-phenol
100-02-7

4-nitro-phenol

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-(2-hydroxy-5-nitro-benzyl)-urea

N,N'-bis-(2-hydroxy-5-nitro-benzyl)-urea

Conditions
ConditionsYield
With sulfuric acid; acetic acid
p-cresol
106-44-5

p-cresol

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

bis-N,N'-(2-hydroxy-5-methylbenzyl)urea
22714-53-0

bis-N,N'-(2-hydroxy-5-methylbenzyl)urea

Conditions
ConditionsYield
With hydrogenchloride; ethanol
ethanol
64-17-5

ethanol

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-ethoxymethyl-urea
13201-92-8

N,N'-bis-ethoxymethyl-urea

Conditions
ConditionsYield
With hydrogenchloride at 25℃;
With hydrogenchloride at 78 - 80℃;
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-isobutoxymethyl-urea
22118-46-3

N,N'-bis-isobutoxymethyl-urea

Conditions
ConditionsYield
With magnesium sulfate at 70℃;
With phosphoric acid; water at 55 - 60℃;
With sodium hydroxide at 75℃;
pentan-1-ol
71-41-0

pentan-1-ol

1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

N,N'-bis-pentyloxymethyl-urea

N,N'-bis-pentyloxymethyl-urea

Conditions
ConditionsYield
With hydrogenchloride
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

α-naphthol
90-15-3

α-naphthol

N-hydroxymethyl-N'-(1-hydroxy-[2]naphthylmethyl)-urea

N-hydroxymethyl-N'-(1-hydroxy-[2]naphthylmethyl)-urea

Conditions
ConditionsYield
With hydrogenchloride; ethanol
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

4-methyl-2-nitrophenol
119-33-5

4-methyl-2-nitrophenol

N,N'-bis-(2-hydroxy-5-methyl-3-nitro-benzyl)-urea

N,N'-bis-(2-hydroxy-5-methyl-3-nitro-benzyl)-urea

Conditions
ConditionsYield
With sulfuric acid; acetic acid
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

2-Nitroanisole
91-23-6

2-Nitroanisole

N,N'-bis-(4-methoxy-3-nitro-benzyl)-urea

N,N'-bis-(4-methoxy-3-nitro-benzyl)-urea

Conditions
ConditionsYield
With sulfuric acid; acetic acid
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

N-(4-hydroxy-9,10-dioxo-9,10-dihydro-[1]anthrylmethyl)-N'-hydroxymethyl-urea

N-(4-hydroxy-9,10-dioxo-9,10-dihydro-[1]anthrylmethyl)-N'-hydroxymethyl-urea

Conditions
ConditionsYield
With sulfuric acid
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

ethyl 3-hydroxy-2-naphthanoate
7163-25-9

ethyl 3-hydroxy-2-naphthanoate

3,3'-dihydroxy-4,4'-(3-oxo-2,4-diaza-pentanediyl)-di-[2]naphthoic acid diethyl ester

3,3'-dihydroxy-4,4'-(3-oxo-2,4-diaza-pentanediyl)-di-[2]naphthoic acid diethyl ester

Conditions
ConditionsYield
With hydrogenchloride; ethanol; water
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Oxo-phenylamino-acetyl azide

Oxo-phenylamino-acetyl azide

dimethyl-dithiocarbamic acid-[(N'-methyl-ureido)-methyl ester]

dimethyl-dithiocarbamic acid-[(N'-methyl-ureido)-methyl ester]

Conditions
ConditionsYield
at 0 - 15℃;
1,3-bis(hydroxymethyl)urea
140-95-4

1,3-bis(hydroxymethyl)urea

Oxo-phenylamino-acetyl azide

Oxo-phenylamino-acetyl azide

N,N'-bis-(dimethylthiocarbamoylsulfanyl-methyl)-urea
86749-12-4

N,N'-bis-(dimethylthiocarbamoylsulfanyl-methyl)-urea

Conditions
ConditionsYield
at 0 - 15℃;

140-95-4Relevant articles and documents

Unexpected formation of a tricycle in the reaction of 1,3-bis(hydroxymethyl)urea with propane-1,3-diamine

Hamoud, Fares,Ramsh,Pevzner,Fundamensky,Gurzhiy,Zakharov,Kuznetsov,Krivorotov,Khrabrova

, p. 1053 - 1056 (2014)

-

Henry and Mannich reactions of polynitroalkanes in ionic liquids

Epishina, Margarita A.,Ovchinnikov, Igor V.,Kulikov, Alexander S.,Makhova, Nina N.,Tartakovsky, Vladimir A.

, p. 21 - 23 (2011)

Based on Henry and Mannich reactions of polynitroalkanes for the first time implemented in ionic liquids, ecologically pure and safe methods for the synthesis of polynitro alcohols and N-2,2,2-trinitroethyl derivatives of low basic amino compounds (urea, acetamide, 4-amino-3-methylfuroxan) have been elaborated.

Utilization of wheat straw for the preparation of coated controlled-release fertilizer with the function of water retention

Xie, Lihua,Liu, Mingzhu,Ni, Boli,Wang, Yanfang

, p. 6921 - 6928 (2012)

With the aim of improving fertilizer use efficiency and minimizing the negative impact on the environment, a new coated controlled-release fertilizer with the function of water retention was prepared. A novel low water solubility macromolecular fertilizer, poly(dimethylourea phosphate) (PDUP), was "designed" and formulated from N,N′-dimethylolurea (DMU) and potassium dihydrogen phosphate. Simultaneously, an eco-friendly superabsorbent composite based on wheat straw (WS), acrylic acid (AA), 2-acryloylamino-2- methyl-1-propanesulfonic acid (AMPS), and N-hydroxymethyl acrylamide (NHMAAm) was synthesized and used as the coating to control the release of nutrient. The nitrogen release profile and water retention capacity of the product were also investigated. The degradation of the coating material in soil solution was studied. Meanwhile, the impact of the content of N-hydroxymethyl acrylamide on the degradation extent was examined. The experimental data showed that the product with good water retention and controlled-release capacities, being economical and eco-friendly, could be promising for applications in agriculture and horticulture.

Quantitative and qualitative 1H, 13C, and 15N NMR spectroscopic investigation of the urea-formaldehyde resin synthesis

Steinhof, Oliver,Kibrik, Eleonore J.,Scherr, Guenter,Hasse, Hans

, p. 138 - 162 (2014/04/03)

Urea-formaldehyde resins are bulk products of the chemical industry. Their synthesis involves a complex reaction network. The present work contributes to its elucidation by presenting results from detailed NMR spectroscopic studies with different methods. Besides1H NMR and13C NMR, 15N NMR spectroscopy is also applied.15N-enriched urea was used for the investigations. A detailed NMR signal assignment and a model of the reaction network of the hydroxymethylation step of the synthesis are presented. Because of its higher spectral dispersion and the fact that all key reactions directly involve the nitrogen centers,15N NMR provides a much larger amount of detail than do1H and13C NMR spectroscopy. Symmetric and asymmetric dimethylol urea can be clearly distinguished and separated from monomethylol urea, trimethylol urea, and methylene-bridged urea. The existence of hemiformals of methylol urea is confirmed. 1,3,5-Oxadiazinan-4-on (uron) and its derivatives were not found in the reaction mixtures investigated here but were prepared via alternative routes. The molar ratios of formaldehyde to urea were 1, 2, and 4, the pH values 7.5 and 8.5, and the reaction temperature 60 °C. Copyright 2014 John Wiley & Sons, Ltd. 15N-enriched urea is used in combination with quantitative15N and13C NMR spectroscopy and a Virtual Reference. This allows for a detailed peak assignment and absolute quantification of the early steps of this industrial process, which involves a complex reaction network. A detailed peak assignment for all three nuclei, a full quantitative description of the reaction mixture's composition and a model describing changes in shift depending on formaldehyde substitution are given. Copyright

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