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88-45-9 Usage

Uses

2,5-Diaminobenzenesulfonic acid was used in preparation of a polymeric dye, required for laccase-mediated dyeing of cotton.

General Description

2,5-Diaminobenzenesulfonic acid is a dye precursor. Electrochemical copolymerization of 2,5-diaminobenzensulfonic acid and aniline by cyclic voltammetry on IrO2 coated titanium electrodes was reported.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 88-45-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 88-45:
(4*8)+(3*8)+(2*4)+(1*5)=69
69 % 10 = 9
So 88-45-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H8N2O3S/c7-4-1-2-5(8)6(3-4)12(9,10)11/h1-3H,7-8H2,(H,9,10,11)/p-1

88-45-9 Well-known Company Product Price

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  • Aldrich

  • (32776)  2,5-Diaminobenzenesulfonicacid  ≥97.0% (T)

  • 88-45-9

  • 32776-50G

  • 644.67CNY

  • Detail
  • Aldrich

  • (32776)  2,5-Diaminobenzenesulfonicacid  ≥97.0% (T)

  • 88-45-9

  • 32776-250G

  • 2,378.61CNY

  • Detail

88-45-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,5-Diaminobenzenesulfonic Acid

1.2 Other means of identification

Product number -
Other names 2,5-diaminobenzenesulfonic acid

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:88-45-9 SDS

88-45-9Synthetic route

1,3-benzothiazol-6-amine
533-30-2

1,3-benzothiazol-6-amine

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With [RuCl(P(C6H5)3)2(O(C6H4)NCH(C4H3N))]; bromamine B; sodium hydroxide In water; acetonitrile at 39.84℃; for 4.33333h;96%
N,N'-dichloro-1,4-benzoquinone diimine
103303-10-2, 637-70-7, 68456-83-7

N,N'-dichloro-1,4-benzoquinone diimine

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With sodium disulfite; water
5-amino-2-nitro-benzenesulfonic acid
551-91-7

5-amino-2-nitro-benzenesulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
2,5-dichlorobenzenesulfonic acid
88-42-6

2,5-dichlorobenzenesulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With ammonium hydroxide; copper chloride unter Druck;
4-chloroaniline-3-sulfonic acid
88-43-7

4-chloroaniline-3-sulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With copper salt; ammonia unter Druck;
2-amino-5-chlorobenzenesulfonic acid
133-74-4

2-amino-5-chlorobenzenesulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With copper salt; ammonia unter Druck;
p-phenylenediamine hydrochloride
540-24-9

p-phenylenediamine hydrochloride

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With potassium dichromate; acetic acid man gibt dann Natriumsulfit hinzu;
4-nitro-aniline
100-01-6

4-nitro-aniline

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium hydrogensulfite at 107℃;
4-aminoazobenzene-3,4'-disulfonic acid
101-50-8

4-aminoazobenzene-3,4'-disulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride
1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
With lead dioxide man filtriert und giesst das Filtrat in eine mit Eisessig angesaeuerte Natriumsulfitloesung;
With sulfuric acid at 145℃; for 7h;
With sulfuric acid; sulfur trioxide
Stage #1: 1,4-phenylenediamine With sulfuric acid at 145℃; for 7h;
Stage #2: With water at 135℃; for 3h;
3.8 g
water
7732-18-5

water

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

sodium sulfite

sodium sulfite

silver bromide

silver bromide

sodium carbonate

sodium carbonate

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

water
7732-18-5

water

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

sodium sulfite

sodium sulfite

silver bromide

silver bromide

sodium hydroxide

sodium hydroxide

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

water
7732-18-5

water

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

sodium sulfite

sodium sulfite

silver bromide

silver bromide

sodium phosphate

sodium phosphate

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

hydrogenchloride
7647-01-0

hydrogenchloride

4-aminoazobenzene-3,4'-disulfonic acid
101-50-8

4-aminoazobenzene-3,4'-disulfonic acid

tin dichloride

tin dichloride

A

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

B

4-aminobenzene sulfonic acid
121-57-3

4-aminobenzene sulfonic acid

4-chloroaniline-3-sulfonic acid
88-43-7

4-chloroaniline-3-sulfonic acid

ammonia
7664-41-7

ammonia

copper

copper

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
unter Druck;
2-amino-5-chlorobenzenesulfonic acid
133-74-4

2-amino-5-chlorobenzenesulfonic acid

ammonia
7664-41-7

ammonia

copper salt

copper salt

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
unter Druck;
4-phenylazoaniline hydrochloride
3457-98-5

4-phenylazoaniline hydrochloride

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 90 - 100 °C
2: tin dichloride; hydrochloric acid
View Scheme
methylene blue
152071-32-4

methylene blue

A

2-amino-hexanoic acid
616-06-8

2-amino-hexanoic acid

B

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C

thionin
26754-93-8

thionin

Conditions
ConditionsYield
With dihydrogen peroxide In water at 30℃; for 0.5h; pH=6; Catalytic behavior; Kinetics; Reagent/catalyst; pH-value; Time;
4-chloro-3-nitrophenyl hydroxyethyl sulfone

4-chloro-3-nitrophenyl hydroxyethyl sulfone

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

4-(4-amino-3-sulfophenyl)-amino-3-nitrophenyl hydroxyethyl sulfone

4-(4-amino-3-sulfophenyl)-amino-3-nitrophenyl hydroxyethyl sulfone

Conditions
ConditionsYield
With sodium chloride In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water90.6%
2-chloro-5-nitro-benzenesulfonic acid
96-73-1

2-chloro-5-nitro-benzenesulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C12H9N3O8S2(2-)*Ba(2+)
78737-46-9

C12H9N3O8S2(2-)*Ba(2+)

Conditions
ConditionsYield
With base In water at 100℃;90%
2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C12H10N4O6S2

C12H10N4O6S2

Conditions
ConditionsYield
With recombinant CotA-laccase from Bacillus subtilis In methanol; aq. phosphate buffer at 37℃; for 24h; pH=6; Kinetics; Green chemistry; Enzymatic reaction;90%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

disodium N(2),N(4)-bis(4-amino-3-benzenesulfonato)-6-chloro-1,3,5-triazine-2,4-diamine

disodium N(2),N(4)-bis(4-amino-3-benzenesulfonato)-6-chloro-1,3,5-triazine-2,4-diamine

Conditions
ConditionsYield
With sodium carbonate In water; acetone at 0℃; pH=6;70%
With sodium hydroxide In water at 0 - 35℃; for 5.5h; pH=6 - 7; Concentration; Cooling;
2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

sodium 1-amino-4-bromoanthraquinone-2-sulfonate
6258-06-6

sodium 1-amino-4-bromoanthraquinone-2-sulfonate

disodium 1-amino-4-(4-amino-3-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
15827-21-1, 32866-11-8, 116679-68-6

disodium 1-amino-4-(4-amino-3-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

Conditions
ConditionsYield
With sodium carbonate; copper(l) chloride; sodium sulfite In water at 20℃; for 8h; Ullmann coupling;48%
2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

sodium 1-amino-4-bromoanthraquinone-2-sulfonate
6258-06-6

sodium 1-amino-4-bromoanthraquinone-2-sulfonate

1-amino-4-(4-amino-2-sulfoanilino)-9,10-dihydro-9,10-dioxoanthracene-2-sulfonic acid
18791-01-0

1-amino-4-(4-amino-2-sulfoanilino)-9,10-dihydro-9,10-dioxoanthracene-2-sulfonic acid

Conditions
ConditionsYield
Stage #1: sodium 1-amino-4-bromoanthraquinone-2-sulfonate With sodium carbonate; sodium sulfite In water at 35℃; for 0.5h;
Stage #2: 2,5-diaminobenzenesulfonic acid With copper(l) chloride In water for 0.5h;
Stage #3: With copper(l) chloride In water for 0.5h;
43.3%
2-methyl-5-hydroxy-8-(2-pyridylazo)-quinoline-3-carboxylic acid
251959-68-9

2-methyl-5-hydroxy-8-(2-pyridylazo)-quinoline-3-carboxylic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C38H28N10O7S

C38H28N10O7S

Conditions
ConditionsYield
With dmap; triethylamine; HATU In DMF (N,N-dimethyl-formamide) at 20℃; for 24h;36%
N-succinimidyl laurate
14565-47-0

N-succinimidyl laurate

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C18H30N2O4S

C18H30N2O4S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;32.5%
1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid
116-81-4

1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

A

disodium 1-amino-4-(4-amino-2-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
20349-48-8

disodium 1-amino-4-(4-amino-2-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

B

disodium 1-amino-4-(4-amino-3-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
15827-21-1, 32866-11-8, 116679-68-6

disodium 1-amino-4-(4-amino-3-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

Conditions
ConditionsYield
With copper at 120℃; for 0.333333h; Ullmann reaction; aq. phosphate buffer; Microwave irradiation;A 20%
B 32%
2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

sodium 1-amino-4-bromoanthraquinone-2-sulfonate
6258-06-6

sodium 1-amino-4-bromoanthraquinone-2-sulfonate

disodium 1-amino-4-(4-amino-2-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate
20349-48-8

disodium 1-amino-4-(4-amino-2-sulfophenylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonate

Conditions
ConditionsYield
With copper(l) chloride; sodium sulfite In water at 60℃; for 8h; Ullmann coupling;10%
bromoundecane
693-67-4

bromoundecane

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C28H52N2O3S

C28H52N2O3S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 40℃;7.3%
N-(eicosanoyloxy)succinimide
69888-87-5

N-(eicosanoyloxy)succinimide

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C26H46N2O4S

C26H46N2O4S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;6.6%
2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

1-Bromooctadecane
112-89-0

1-Bromooctadecane

C42H80N2O3S

C42H80N2O3S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 40℃;6.5%
N-(eicosanoyloxy)succinimide
69888-87-5

N-(eicosanoyloxy)succinimide

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C46H84N2O5S

C46H84N2O5S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;1.1%
N-succinimidyl laurate
14565-47-0

N-succinimidyl laurate

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

C30H52N2O5S

C30H52N2O5S

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;0.65%
phosgene
75-44-5

phosgene

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

6,6'-diamino-3,3'-ureylene-bis-benzenesulfonic acid
5858-13-9

6,6'-diamino-3,3'-ureylene-bis-benzenesulfonic acid

formic acid
64-18-6

formic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

5-amino-2-formylamino-benzenesulfonic acid
102169-74-4

5-amino-2-formylamino-benzenesulfonic acid

formic acid
64-18-6

formic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

2-amino-5-formylamino-benzenesulfonic acid
102170-40-1

2-amino-5-formylamino-benzenesulfonic acid

2,6-Dihydroxynaphthalene
581-43-1

2,6-Dihydroxynaphthalene

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

2-amino-5-(6-hydroxy-[2]naphthylamino)-benzenesulfonic acid

2-amino-5-(6-hydroxy-[2]naphthylamino)-benzenesulfonic acid

Conditions
ConditionsYield
nach dem Sulfit-Verfahren;
2-chloro-5-nitro-benzenesulfonic acid
96-73-1

2-chloro-5-nitro-benzenesulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

6'-amino-5-nitro-2,3'-imino-bis-benzenesulfonic acid

6'-amino-5-nitro-2,3'-imino-bis-benzenesulfonic acid

4,7-dihydroxy-naphthalene-2-sulfonic acid
6357-94-4

4,7-dihydroxy-naphthalene-2-sulfonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

6-(4'-amino-3'-sulfophenyl)amino-1-naphthol-3-sulfonic acid
55524-58-8

6-(4'-amino-3'-sulfophenyl)amino-1-naphthol-3-sulfonic acid

Conditions
ConditionsYield
With sodium hydrogensulfite
2,8-dihydroxynaphthalene-6-sulphonic acid
6357-93-3

2,8-dihydroxynaphthalene-6-sulphonic acid

2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

6-(4-amino-3-sulfo-anilino)-4-hydroxy-naphthalene-2-sulfonic acid
55485-61-5

6-(4-amino-3-sulfo-anilino)-4-hydroxy-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With sodium hydrogensulfite
2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

2,5-diiodo-benzenesulfonic acid
745050-66-2

2,5-diiodo-benzenesulfonic acid

Conditions
ConditionsYield
With phosphoric acid; sulfuric acid; sodium nitrite Und Eintragen der Reaktionsloesung in wss.Kaliumjodid-Loesung;
2,5-diaminobenzenesulfonic acid
88-45-9

2,5-diaminobenzenesulfonic acid

2-amino-5-hydroxy-benzenesulfonic acid
2835-05-4

2-amino-5-hydroxy-benzenesulfonic acid

Conditions
ConditionsYield
Diazotization;

88-45-9Relevant articles and documents

General Strategy to Fabricate Metal-Incorporated Pyrolysis-Free Covalent Organic Framework for Efficient Oxygen Evolution Reaction

Gao, Zhi,Gong, Le Le,He, Xiang Qing,Luo, Feng,Su, Xue Min,Xiao, Long Hui

, (2020/03/30)

Because of the permission of the manipulations of modular construction on the atomic level, covalent organic frameworks (COFs) have attracted extensive attention in the electrocatalytic field. Owing to the lack of metal sites in pristine COFs constructed only by metal-free organic building units, it generally exhibits extremely low electrocatalytic activity. Thereby, linking metal sites on the backbone of pyrolysis-free COFs but not loading them on the surface to enhance the electrocatalytic activity is highly desirable but still remains a huge challenge. To this end, herein, we report an efficient and general cation-exchange strategy to synthesize Ni/Fe metal-ion-incorporated COFs (NixFe1-x?COF-SO3) for the oxygen evolution reaction (OER) based on the fundamental structure design of COFs. Impressively, the turnover frequency (TOF) value in Ni0.5Fe0.5?COF-SO3 reaches 0.14 s-1 at the overpotential of 300 mV, which outperforms most recently reported OER electrocatalysts, indicative of ultrahigh metal-atom utilization efficiency.

Ultralow-content palladium dispersed in covalent organic framework for highly efficient and selective semihydrogenation of alkynes

Li, Jian Hong,Yu, Zhi Wu,Gao, Zhi,Li, Jian Qiang,Tao, Yuan,Xiao, Yu Xin,Yin, Wen Hui,Fan, Ya Ling,Jiang, Chao,Sun, Li Jun,Luo, Feng

supporting information, p. 10829 - 10836 (2019/08/22)

Developing noble-metal-based catalysts with ultralow loading to achieve excellent performance for selective hydrogenation of alkynes under mild reaction conditions is highly desirable but still faces huge challenges. To this end, a SO3H-anchored covalent organic framework (COF-SO3H) as the support was deliberately designed, and then ultralow-content Pd (0.38 wt %) was loaded by a wet-chemistry immersion dispersion method. The resulting Pd0.38/COF-SO3H composite exhibits outstanding performance for the selective hydrogenation of phenylacetylene with 97.06% conversion and 93.15% selectivity to styrene under mild reaction conditions (1 bar of H2, 25 °C). Noticeably, the turnover frequency value reaches as high as 3888 h-1, which outperforms most of reported catalysts for such use. Moreover, such a catalyst also exhibits excellent activity for a series of other alkynes and high stability without obvious loss of catalytic performance after five consecutive cycles.

Development of an efficient ruthenium catalyzed synthetic process and mechanism for the facile conversion of benzothiazoles to orthanilic acids

Jagadeesh,Karthikeyan,Nithya,Sandhya, Y. Sree,Reddy, S. Sudhaker,Reddy, P. Pradeep Kumar,Kumar, M. Vinod,Charan, K.T. Prabhu,Narender,Bhagat

experimental part, p. 99 - 107 (2010/12/18)

Ruthenium-Schiff base complex catalyzed efficient protocol has been developed for the synthesis of orthanilic acids from benzothiazoles in good to excellent yields using N-haloamines. Hexa-coordinated ruthenium complex with Schiff base and triphenylphosphine ligands has been prepared and its catalytic function was invented for the synthesis of orthanilic acids. The synthetic process utilizes our efficient method for the selective and preferential oxidation of thiazole ring of benzothiazoles using N-haloamines without effecting phenyl ring. The detailed catalytic, mechanistic and kinetic investigations have been made for the synthetic reactions. Solvent isotope studies have been made in H2O-D2O and the reactions were carried out at different temperatures. Under the identical set of conditions, the kinetics of catalyzed reactions has been compared with uncatalyzed reactions and found that the catalyzed reactions are 9-11 folds faster. The catalytic constants (KC) have been calculated for each N-haloamine at different temperatures and the values of activation parameters with respect to the catalyst have been evaluated. Spectroscopic evidence for the formation of 1:1 complex between N-haloamine and ruthenium has been obtained. The observed results have been explained by a plausible mechanism and the related rate law has been deduced.

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