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2-Amino-4,8-naphthalenedisulfonic acid is an organic compound with the molecular formula C10H9NO4S2. It is a disulfonated derivative of naphthalene, featuring an amino group and two sulfonic acid groups. This chemical structure endows it with unique properties, making it a versatile compound for various applications.

131-27-1

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131-27-1 Usage

Uses

Used in Dye Industry:
2-Amino-4,8-naphthalenedisulfonic acid is used as an intermediate in the green preparation method for Direct Blended Blue D 3GL. This application takes advantage of its chemical properties to contribute to the synthesis of a blue dye with reduced environmental impact, adhering to the principles of green chemistry.
If there are additional applications in other industries, they can be listed as follows:
Used in Pharmaceutical Industry:
2-Amino-4,8-naphthalenedisulfonic acid could be used as a building block for the synthesis of various pharmaceutical compounds due to its unique chemical structure. Its amino and sulfonic acid groups can be exploited for the development of new drugs with specific therapeutic properties.
Used in Chemical Research:
As a versatile organic compound, 2-Amino-4,8-naphthalenedisulfonic acid can be utilized in chemical research for the development of novel materials, catalysts, or other specialty chemicals. Its reactivity and functional groups make it a valuable candidate for exploring new chemical reactions and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 131-27-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 131-27:
(5*1)+(4*3)+(3*1)+(2*2)+(1*7)=31
31 % 10 = 1
So 131-27-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H9NO6S2/c11-6-4-8-7(10(5-6)19(15,16)17)2-1-3-9(8)18(12,13)14/h1-5H,11H2,(H,12,13,14)(H,15,16,17)

131-27-1SDS

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 3-aminonaphthalene-1,5-disulfonic acid

1.2 Other means of identification

Product number -
Other names 3-aminonaphthalene-1,5-disulphonic 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:131-27-1 SDS

131-27-1Synthetic route

3-nitro-naphthalene-disulfonic acid-(1.5)

3-nitro-naphthalene-disulfonic acid-(1.5)

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

Conditions
ConditionsYield
With iron; acetic acid
naphthalene
91-20-3

naphthalene

A

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

B

4-amino-naphthalene-disulfonic acid-(1.5); 8-amino-naphthalene-disulfonic acid-(1.6)

4-amino-naphthalene-disulfonic acid-(1.5); 8-amino-naphthalene-disulfonic acid-(1.6)

Conditions
ConditionsYield
With sulfuric acid at 30 - 40℃; anschl. Nitrieren mit konz. Salpetersaeure bei 15-20grad und Reduzieren mit Eisen und Salzsaeure;
3-nitro naphthalene-1,5-disulphonic acid
117-86-2

3-nitro naphthalene-1,5-disulphonic acid

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

Conditions
ConditionsYield
With sodium sulfide; sulfuric acid In water at 45℃; for 12h; Temperature;
With iron(III) oxide; hydrazine hydrate at 70 - 80℃; for 8h;225 g
naphthalene
91-20-3

naphthalene

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 30 °C
2: nitric acid / 6 h / 25 - 30 °C
3: iron(III) oxide; hydrazine hydrate / 8 h / 70 - 80 °C
View Scheme
3-amino-4-methoxyacetanilide
6375-47-9

3-amino-4-methoxyacetanilide

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-(2-acetylamino-4-amino-5-methoxyphenylazo)naphthalene-1,5-disulfonic acid disodium salt

3-(2-acetylamino-4-amino-5-methoxyphenylazo)naphthalene-1,5-disulfonic acid disodium salt

Conditions
ConditionsYield
Stage #1: 3-amino-1,5-naphthalenedisulfonic acid With sodium carbonate In water pH=6;
Stage #2: With hydrogenchloride; sodium nitrite at 0 - 5℃; for 1h; pH=2;
Stage #3: 3-amino-4-methoxyacetanilide In water at 20℃; pH=4 - 6; Further stages.;
91%
3-chloro-5,6-diphenyl-1,2,4-triazine
34177-11-2

3-chloro-5,6-diphenyl-1,2,4-triazine

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-(5,6-Diphenyl-[1,2,4]triazin-3-ylamino)-naphthalene-1,5-disulfonic acid
113258-27-8

3-(5,6-Diphenyl-[1,2,4]triazin-3-ylamino)-naphthalene-1,5-disulfonic acid

Conditions
ConditionsYield
With triethylamine In benzene for 5h; Heating;75%
biphenyl-4,4'-disulfonyl chloride
3406-84-6

biphenyl-4,4'-disulfonyl chloride

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3,3'-<4,4'-biphenyldiylbis(sulfonylamino)>bis(1,5-naphthalenedisulfonic acid) tetrasodium salt
130798-67-3

3,3'-<4,4'-biphenyldiylbis(sulfonylamino)>bis(1,5-naphthalenedisulfonic acid) tetrasodium salt

Conditions
ConditionsYield
With pyridine for 5h; Heating;56%
3-Aminophenylboronic acid
30418-59-8

3-Aminophenylboronic acid

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-(4-amino-2-boronophenylazo)-1,5-naphthalenedisulfonic acid disodium salt

3-(4-amino-2-boronophenylazo)-1,5-naphthalenedisulfonic acid disodium salt

Conditions
ConditionsYield
Stage #1: 3-amino-1,5-naphthalenedisulfonic acid With hydrogenchloride; sodium nitrite for 0.25h; cooling;
Stage #2: 3-Aminophenylboronic acid With sodium hydroxide at 0 - 20℃; for 4h; Further stages.;
10%
phosgene
75-44-5

phosgene

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3,3'-ureylene-bis-naphthalene-1,5-disulfonic acid

3,3'-ureylene-bis-naphthalene-1,5-disulfonic acid

Conditions
ConditionsYield
With sodium carbonate
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-hydroxy 2-methylbenzoic acid
603-80-5

3-hydroxy 2-methylbenzoic acid

Conditions
ConditionsYield
With sodium hydroxide at 250 - 275℃;
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

2-naphthol-4-sulfonic acid
6357-85-3

2-naphthol-4-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 170 - 185℃;
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

naphthalene-1,3,5-trisulphonic acid
6654-64-4

naphthalene-1,3,5-trisulphonic acid

Conditions
ConditionsYield
durch folgeweise Diazotierung, Behandlung mit xanthogensaurem Kalium, Verseifen und Oxydation mit KMnO4;
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

7-aminonaphthalene-1-sulfonic acid
86-60-2

7-aminonaphthalene-1-sulfonic acid

Conditions
ConditionsYield
With sodium amalgam
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

A

7-aminonaphthalene-1-sulfonic acid
86-60-2

7-aminonaphthalene-1-sulfonic acid

B

3-aminonaphthalene-1-sulfonic acid
573-64-8

3-aminonaphthalene-1-sulfonic acid

Conditions
ConditionsYield
With sodium hydroxide; zinc
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

7-amino-5-hydroxy-naphthalene-1-sulfonic acid

7-amino-5-hydroxy-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
With potassium carbonate at 215℃; durch Verschmelzen;
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

5,7-dihydroxy-naphthalene-1,3-disulfonic acid

5,7-dihydroxy-naphthalene-1,3-disulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 80 - 120℃; man verschmilzt die erhaltene Naphthylamintrisulfonsaeure mit Natron bei 170-180grad und erhaelt so die 3-Amino-naphthol-(1)-disulfonsaeure-(5.7); diese wird nun mit Wasser auf 210-220grad erhitzt;
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

m-nitrobenzoic acid chloride
121-90-4

m-nitrobenzoic acid chloride

3-(3-nitro-benzoylamino)-naphthalene-1,5-disulfonic acid

3-(3-nitro-benzoylamino)-naphthalene-1,5-disulfonic acid

Conditions
ConditionsYield
With alkali
sulfuric acid
7664-93-9

sulfuric acid

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

water
7732-18-5

water

2-naphthol-4-sulfonic acid
6357-85-3

2-naphthol-4-sulfonic acid

Conditions
ConditionsYield
at 170 - 185℃; unter Druck;
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

sodium amalgam

sodium amalgam

7-aminonaphthalene-1-sulfonic acid
86-60-2

7-aminonaphthalene-1-sulfonic acid

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

zinc dust

zinc dust

diluted NaOH-solution

diluted NaOH-solution

A

7-aminonaphthalene-1-sulfonic acid
86-60-2

7-aminonaphthalene-1-sulfonic acid

B

3-aminonaphthalene-1-sulfonic acid
573-64-8

3-aminonaphthalene-1-sulfonic acid

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

potash

potash

7-amino-5-hydroxy-naphthalene-1-sulfonic acid

7-amino-5-hydroxy-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
at 215℃;
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

sodium amalgam

sodium amalgam

A

naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

B

sulfur dioxide

sulfur dioxide

3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

5,7-dihydroxy-naphthalene-1-sulfonic acid
858464-83-2

5,7-dihydroxy-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potash / 215 °C / durch Verschmelzen
2: water / 200 °C
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-methoxy-2-methylbenzoyl chloride
24487-91-0

3-methoxy-2-methylbenzoyl chloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: aq. NaOH solution / 250 - 275 °C
2: aqueous alkaline solution / anschliessend Hydrolyse
3: thionyl chloride
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

2,6-dihydroxy-1,5-dimethyl-9,10-anthraquinone
860732-72-5

2,6-dihydroxy-1,5-dimethyl-9,10-anthraquinone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. NaOH solution / 250 - 275 °C
2: aqueous alkaline solution / anschliessend Hydrolyse
3: thionyl chloride
4: aqueous HBr
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-(3-hydroxy-2-methyl-benzoyloxy)-2-methyl-benzoic acid

3-(3-hydroxy-2-methyl-benzoyloxy)-2-methyl-benzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaOH solution / 250 - 275 °C
2: thionyl chloride; diethyl ether
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

2,6-diacetoxy-1,5-dimethyl-anthraquinone

2,6-diacetoxy-1,5-dimethyl-anthraquinone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: aq. NaOH solution / 250 - 275 °C
2: aqueous alkaline solution / anschliessend Hydrolyse
3: thionyl chloride
4: aqueous HBr
5: sulfuric acid
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-methoxy-2-methylbenzoic acid
55289-06-0

3-methoxy-2-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaOH solution / 250 - 275 °C
2: aqueous alkaline solution / anschliessend Hydrolyse
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3,3'-(3,3'-ureylene-bis-benzoylamino)-bis-naphthalene-1,5-disulfonic acid

3,3'-(3,3'-ureylene-bis-benzoylamino)-bis-naphthalene-1,5-disulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: alkali
2: iron (II)-chloride; alkali / 20 °C
3: natrium carbonate
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-(3-amino-benzoylamino)-naphthalene-1,5-disulfonic acid
157871-93-7

3-(3-amino-benzoylamino)-naphthalene-1,5-disulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alkali
2: iron (II)-chloride; alkali / 20 °C
View Scheme
3-amino-1,5-naphthalenedisulfonic acid
131-27-1

3-amino-1,5-naphthalenedisulfonic acid

3-[3-(3-amino-benzoylamino)-benzoylamino]-naphthalene-1,5-disulfonic acid
157871-97-1

3-[3-(3-amino-benzoylamino)-benzoylamino]-naphthalene-1,5-disulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: alkali
2: iron (II)-chloride; alkali / 20 °C
3: alkali
4: iron (II)-chloride; alkali / 25 °C
View Scheme

131-27-1Relevant academic research and scientific papers

Preparation method of clean product amino C acid

-

, (2019/04/10)

The invention relates to a preparation method of clean product amino C acid. The preparation method comprises the steps that refined naphthalene is doubly sulfonated, then 1,5-naphthalene disulfonic acid is obtained, after nitration, 3-nitronaphthalene-1,5-disulfonic acid is generated, then neutralizing is conducted through liquid caustic soda, and the amino C acid is obtained through hydrazine hydrate reduction. Compared with an original production technology, no waste residue is generated in the whole technological process, the purpose of emission reduction is achieved, and the technology issimpler, more convenient and safer and has the actual effect.

Nitro material reduction method

-

Paragraph 0015-0024, (2017/06/19)

The invention relates to a nitro material reduction method. According to the method, the components comprise, by weight, 5-20% of a nitro material (2-nitro naphthalene-4,8-disulfonic acid), 3-30% of a reducing agent (industrial sodium sulfide), 50-90% of water, and 5-15% of 98% sulfuric acid, the reaction temperature is 20-100 DEG C, and the reaction time is 1-12 h. According to the present invention, with the process, the nitro material (2-nitro naphthalene-4,8-disulfonic acid) can be reduced to obtain the amino material (2-naphthylamine-4,8-disulfonic acid), the reaction conditions are relatively mild, and the reaction process is easy to control; the replaced country process iron powder reduction process is substituted; the hazardous waste reduced iron mud is not produced; the by-product sulfur produced during the production process can be utilized; the quality of the produced product and the quality of the product of the iron powder reduction process are the same; and the yield of the method of the present invention is slightly higher than the yield of the iron powder reduction process.

Asymmetric dioxazine compounds and method for dyeing or printing fiber materials using the same

-

, (2008/06/13)

An asymmetric dioxazine compound represented by the following formula (I) in the free acid form: STR1 wherein A1 and A2 independently of one another are each sulfo, halo, alkyl or alkoxy, X1 and X2 independently of one another are each hydrogen, halo, alkyl, alkoxy or phenoxy, R1 is hydrogen or unsubstituted or substituted alkyl, R2 and R3 independently of one another are each hydrogen, alkyl, alkoxy, halo or unsubstituted or substituted amino, Z is a fiber-reactive group, m and n independently of one another are each 0 or 1, provided that mn, and L is 1 or 2. This compound is suitable for dyeing and printing cellulose fiber, natural and synthetic polyamide fibers, polyurethane fiber, leather and the like and mixed yarns thereof, to obtain dyed or printed products of a color fast to light, wetness and chlorine with superior build-up and level dyeing properties.

Asymmetric dioxazine compounds and method for dyeing or printing fiber materials using the same

-

, (2008/06/13)

An asymmetric dioxazine compound represented by the following formula (I) in the free acid form: STR1 wherein A1 and A2 independently of one another are each sulfo, halo, alkyl or alkoxy, W is an unsubstituted or substituted aliphatic or aromatic bridging group, X1 and X2 independently of one another are each hydrogen, halo, alkyl, alkoxy or phenoxy, R1 and R2 independently of one another are each hydrogen or unsubstituted or substituted alkyl, R3 and R4 independently of one another are each hydrogen, halo, alkyl, alkoxy or unsubstituted or substituted amino, Z is a fiber-reactive group, m and n independently of one another are each 0 or 1, provided that m≠n, and l is 1 or 2. This compound is suitable for dyeing and printing cellulose fiber, natural and synthetic polyamide fibers, polyrethane fiber, leather and the like and mixed yarns thereof, to obtain dyed or printed products of a color fast to light, wetness and chlorine with superior build-up and level dyeing properties.

Asymmetric dioxazine compounds having a triazinyl bridging group and a method of production and use thereof

-

, (2008/06/13)

An asymmetric dioxazine compound of the following formula in the free acid form, STR1 wherein R is hydrogen, halogen, sulfo or alkoxy, R1, R2 and R3 are each hydrogen or alkyl, X1 and X2 are each hydrogen, halogen, alkyl, alkoxy or phenoxy, Y is alkylene, phenylene or naphthylene, Z is --SO2 CH=CH2, --SO2 CH2 CH2 OSO3 H or the like, V is hydrogen, alkyl, acyl or substituted triazinyl, and Q is halogen, alkoxy, amino or a group similar to that of STR2 provided that R is hydrogen, and Q is amino or a group similar to that of STR3 when V is substituted triazinyl, which is useful for dyeing or printing fiber materials to give dyed or printed products of a brilliant blue color superior in fastness properties, particularly those such as chlorine fastness with superior build-up property.

Process for the preparation of aminoarylsulphonic acids

-

, (2008/06/13)

In the process according to the invention for the preparation of aminoarylsulphonic acids by catalytic hydrogenation of nitroarylsulphonic acids, a substantial increase in the space-time yield in combination with reduced consumption of the catalyst is achieved by dispersing the hydrogen more finely and by limiting according to the invention the concentration of the nitroarylsulphonic acids to be hydrogenated.

Fiber reactive monoazo compounds having two vinylsulfone type fiber reactive groups in the molecule

-

, (2008/06/13)

A monoazo compound of the following formula in a free acid form, STR1 wherein A1 and A2 are phenylene or naphthylene, Z1 and Z2 are --SO2 CH=CH2 or --SO2 CH2 CH2 Y in which Y is a splittable group, R1 and R2 are hydrogen or alkyl, and D is sulfophenyl or sulfonaphthyl, provided that --A1 --Z1 and --A2 --Z2 are different from each other when D is sulfophenyl and both R1 and R2 are hydrogen, which is useful for dyeing or printing fiber materials to give dyed products of high fastness properties with extremely high color depth.

Bisazo brown reactive dye

-

, (2008/06/13)

A brown reactive dye represented by a free acid of the formula, STR1 wherein R is a hydrogen atom or a C1 to C4 alkyl group, X is --SO2 CH2 CH2 Cl, --SO2 CH=CH2, --SO2 CH2 CH2 OSO3 H or --SO2 CH2 CH2 OPO3 H2, rings A, B and C are each a benzene or naphthalene ring which may have other substituent, m is 0 to 3 and n is 0 to 1. This dye is suitable for dyeing cellulose fibers brown to afford dyeings superior in fastnesses, acid stability, build-up property and level dyeing property.

Fiber-reactive disazo brown dye having vinylsulfone-type reactive group

-

, (2008/06/13)

A compound, or a salt thereof, represented by the following formula, STR1 wherein A is a substituted or unsubstituted phenylene or naphthylene group, B is STR2 in which R3 is a hydrogen atom or a lower alkyl, lower alkoxy, acylamino or ureido group, and R4 is a hydrogen atom or a lower alkyl or lower alkoxy group, R1 and R3 are independently a hydrogen atom or a substituted or unsubstituted lower alkyl group, X is a substituted or unsubstituted amino, lower alkoxy, substituted phenoxy or sulfo group, Y is --SO2 CH=CH2 or --SO2 CH2 CH2 Z, in which Z is a group capable of being split by the action of an alkali, and m is 2 or 3, which is useful for dyeing hydroxyl group- or amide group-containing fiber materials to give dyed products of a brown color having excellent fastness properties with good build-up property.

Reactive disazo dyestuffs containing triazines

-

, (2008/06/13)

Reactive azo dyestuffs which, in the form of free acid, are represented by the following formula: STR1 (wherein R is hydrogen or methyl) are characterized by exhibiting the following properties: high fixation efficiency, excellent wash-off, high build-up and excellent wet fastness. Such dyestuffs give dyeings excellent in light fastness, chlorine fastness and color yield.

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