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Cas Database

92-70-6

92-70-6

Identification

  • Product Name:2-Naphthalenecarboxylicacid, 3-hydroxy-

  • CAS Number: 92-70-6

  • EINECS:202-180-8

  • Molecular Weight:188.183

  • Molecular Formula: C11H8O3

  • HS Code:H6OHCOOH MOL WT. 188.18

  • Mol File:92-70-6.mol

Synonyms:2-Naphthoicacid, 3-hydroxy- (8CI);2-Hydroxy-3-carboxynaphthalene;2-Hydroxy-3-naphthalenecarboxylic acid;2-Hydroxy-3-naphthoic acid;2-Hydroxyl-3-naphthoic acid;2-Naphthol-3-carboxylic acid;3-Carboxy-2-naphthol;3-Hydroxy-2-naphthalenecarboxylic acid;3-Hydroxy-2-naphthoic acid;3-Hydroxy-b-naphthoic acid;3-Naphthol-2-carboxylic acid;BON;BON acid;BONA;C.I. Developer 20;Developer BON;Miketazol Developer ONS;NSC3719;Naphthol B.O.N.;b-Hydroxy-3-naphthoic acid;b-Hydroxynaphthoic acid;b-Oxynaphthoic acid;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn, IrritantXi

  • Hazard Codes:Xn,Xi

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH318 Causes serious eye damage H412 Harmful to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. In case of skin contact Remove contaminated clothes. Rinse and then wash skin with water and soap. In case of eye contact Rinse with plenty of water (remove contact lenses if easily possible). Refer immediately for medical attention. If swallowed Rinse mouth. Give one or two glasses of water to drink. Seek medical attention if you feel unwell. Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

  • Fire-fighting measures: Suitable extinguishing media Use water spray, foam, dry powder. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Personal protection: . Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. Do NOT let this chemical enter the environment. Waste water treatment: ion exchange: adsorption on Amberlite XAD-2: 39% retention, influent: 0.6 ppm.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Separated from strong oxidants. Store in an area without drain or sewer access.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

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  • Manufacture/Brand:TRC
  • Product Description:3-Hydroxy-2-naphthoic Acid
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  • Product Description:3-Hydroxy-2-naphthoic acid 98%
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Relevant articles and documentsAll total 31 Articles be found

-

Karpuchin,Chusid

, p. 375,382 (1935)

-

Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids

Luo, Feihua,He, Shuhua,Gou, Quan,Chen, Jinyang,Zhang, mingzhong

, (2021/10/06)

A simple Pd(OAc)2 catalyzed ortho-hydroxylation of benzoic acids using TBHP as the sole oxidant has been explored. This protocol features relatively broad substrate scope and operational simplicity. The compatibility of ortho-substituted substrates is an effective complement to the previous ortho-hydroxylation reaction.

Synthesis of Polysubstituted 2-Naphthols by Palladium-Catalyzed Intramolecular Arylation/Aromatization Cascade

Cai, Jinhui,Hu, Xu-Dong,Liu, Wen-Bo,Wang, Zhen-Kai,Yao, Fei,Zhang, Yun-Hao

supporting information, (2020/02/25)

A palladium-catalyzed intramolecular α-arylation and defluorinative aromatization strategy for the synthesis of polysubstituted 2-naphthols is reported. With ortho-bromobenzyl-substituted α-fluoroketones as the substrates and palladium acetate/triphenylphosphine as the catalyst, this method features good functional group tolerance, readily available catalyst and starting materials, and high yields. The applications of the strategy are demonstrated by the synthesis of useful building blocks, such as naphtha[2,3-b]furan, naphthol AS-D, and ligands/catalysts. (Figure presented.).

Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: The PIDA-AlBr3 system

Satkar, Yuvraj,Ramadoss, Velayudham,Nahide, Pradip D.,García-Medina, Ernesto,Juárez-Ornelas, Kevin A.,Alonso-Castro, Angel J.,Chávez-Rivera, Ruben,Jiménez-Halla, J. Oscar C.,Solorio-Alvarado, César R.

, p. 17806 - 17812 (2018/05/28)

A practical electrophilic bromination procedure for phenols and phenol-ethers was developed under efficient and very mild reaction conditions. A broad scope of arenes was investigated, including the benzimidazole and carbazole core as well as analgesics such as naproxen and paracetamol. The new I(iii)-based brominating reagent PhIOAcBr is operationally easy to prepare by mixing PIDA and AlBr3. Our DFT calculations suggest that this is likely the brominating active species, which is prepared in situ or isolated after centrifugation. Its stability at 4 °C after preparation was confirmed over a period of one month and no significant loss of its reactivity was observed. Additionally, the gram-scale bromination of 2-naphthol proceeds with excellent yields. Even for sterically hindered substrates, a moderately good reactivity is observed.

A versatile approach for the synthesis of para -substituted arenes via palladium-catalyzed C-H functionalization and protodecarboxylation of benzoic acids

Pan, Shulei,Zhou, Bo,Zhang, Yanghui,Shao, Changdong,Shi, Guangfa

supporting information, p. 277 - 281 (2016/01/20)

While a great number of ortho C-H functionalization reactions have been developed and several breakthroughs have been achieved in meta C-H activation, para C-H functionalization is still in its infancy stage. In this article, a versatile strategy for the synthesis of para-substituted arenes has been developed via a tandem process consisting of palladium-catalyzed C-H functionalization and subsequent copper-catalyzed protodecarboxylation of benzoic acids. Both electron-withdrawing and electron-donating functionalities can be introduced into the para positions of arenes bearing a variety of substituents.

A solvent method for producing continuous carbonization 2-naphthol, cogeneration 2,3 acid method and device (by machine translation)

-

Page/Page column 7-9, (2018/02/04)

The invention discloses a method for producing continuous carbonization solvent the 2 [...] naphthol, cogeneration 2,3 acid method and device. Method is to adopt continuous carbonization and 2,3 the new process [...] acid, has changed the traditional production process and method, to naphthalene series dye, pigment and derivatives an important intermediate for the production of new production technologies; the device of this invention includes 2 the system and outputs natphthol [...] the 2 [...] hydroxy -3 the output system [...] formic acid, 2 the system includes extracting [...] natphthol chromophore outputs, mixer, and the rectifying tower A, carbonization reaction kettle, 2 the crude distillation tower [...] naphthol, 2 the finished natphthol [...] the rectifying tower and the slice-packaging device, the 2 [...] hydroxy -3 the formic acid [...] output system includes a stationary separation system, and filter-pressing apparatus, dyeworks acidified system, centrifugal-washing and drying-packing device, extraction chromophore mixer connected in sequence, and the rectifying tower A, carbonization reaction kettle, 2 the crude distillation tower [...] naphthol, 2 the product natphthol [...] the rectifying tower and the slice-packing device, 2 the bottom material distillation tower tower[...] naphthol crude product (2,3 the acid [...] double-sodium salt) are connected in sequence still separation system, and filter-pressing apparatus, dyeworks acidified system, centrifuge and dry packing device. (by machine translation)

Process route upstream and downstream products

Process route

3-hydroxy-4-(α-hydroxy-benzyl)-[2]naphthoic acid methyl ester
871901-32-5

3-hydroxy-4-(α-hydroxy-benzyl)-[2]naphthoic acid methyl ester

benzaldehyde
100-52-7

benzaldehyde

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

Conditions
Conditions Yield
hydrogenchloride
7647-01-0,15364-23-5

hydrogenchloride

3-hydroxy-4-(α-hydroxy-benzyl)-[2]naphthoic acid methyl ester
871901-32-5

3-hydroxy-4-(α-hydroxy-benzyl)-[2]naphthoic acid methyl ester

benzaldehyde
100-52-7

benzaldehyde

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

Conditions
Conditions Yield
1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

3,3'-dihydroxy-4,4'-benzylidene-di-[2]naphthoic acid
47760-57-6

3,3'-dihydroxy-4,4'-benzylidene-di-[2]naphthoic acid

1,2-Diphenylethanol
5773-56-8,614-29-9

1,2-Diphenylethanol

(1S,2R)-1,2-diphenylethane-1,2-diol
579-43-1

(1S,2R)-1,2-diphenylethane-1,2-diol

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

Conditions
Conditions Yield
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

barium 2-naphthoxide

barium 2-naphthoxide

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

2-hydroxy-1-naphthalenecarboxylic acid
2283-08-1

2-hydroxy-1-naphthalenecarboxylic acid

1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

Conditions
Conditions Yield
at 260 ℃; for 3h; under 37503 Torr;
52.5 % Chromat.
8.5 % Chromat.
6.0 % Chromat.
at 230 ℃; for 5h; under 37503 Torr;
14.0 % Chromat.
33.0 % Chromat.
14.0 % Chromat.
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

calcium 2-naphthoxide

calcium 2-naphthoxide

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

2-hydroxy-1-naphthalenecarboxylic acid
2283-08-1

2-hydroxy-1-naphthalenecarboxylic acid

1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

Conditions
Conditions Yield
at 230 ℃; for 3h; under 37503 Torr;
28.0 % Chromat.
25.9 % Chromat.
7.8 % Chromat.
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

cesium 2-naphthoxide

cesium 2-naphthoxide

6-Hydroxy-2-naphthoic acid
16712-64-4

6-Hydroxy-2-naphthoic acid

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

2-hydroxy-1-naphthalenecarboxylic acid
2283-08-1

2-hydroxy-1-naphthalenecarboxylic acid

1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

Conditions
Conditions Yield
at 230 ℃; for 0.5h; under 37503 Torr;
14.8 % Chromat.
18.7 % Chromat.
16.4 % Chromat.
1.0 % Chromat.
at 230 ℃; for 0.5h; under 37503 Torr;
1.6 % Chromat.
19.3 % Chromat.
16.1 % Chromat.
12.3 % Chromat.
carbon dioxide
124-38-9,18923-20-1

carbon dioxide

potassium 2-naphthoxide
36294-21-0

potassium 2-naphthoxide

6-Hydroxy-2-naphthoic acid
16712-64-4

6-Hydroxy-2-naphthoic acid

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

2-hydroxy-1-naphthalenecarboxylic acid
2283-08-1

2-hydroxy-1-naphthalenecarboxylic acid

1,1'-bi-2-naphthol
602-09-5

1,1'-bi-2-naphthol

Conditions
Conditions Yield
at 230 ℃; for 0.5h; under 37503 Torr;
9.0 % Chromat.
33.2 % Chromat.
22.3 % Chromat.
1.7 % Chromat.
ethylenediaminetetraacetic acid
60-00-4,94108-75-5

ethylenediaminetetraacetic acid

bis(ethylenediamine-κ(2)N,N')(3-hydroxy-2-naphthoicacid-κ(2)O,O'(2-)) chromium(III)
1000668-15-4

bis(ethylenediamine-κ(2)N,N')(3-hydroxy-2-naphthoicacid-κ(2)O,O'(2-)) chromium(III)

chromium(III) ethylenediaminetetraacetic acid<sup>(3-)</sup>
17099-80-8

chromium(III) ethylenediaminetetraacetic acid(3-)

ethylenediamine
107-15-3,85404-18-8

ethylenediamine

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

Conditions
Conditions Yield
With Hepes buffer; In further solvent(s); Cr complex reacted with EDTA in 0.01 M Hepes buffer (pH=7.4) at 37°C; monitored by UV and fluorescence spectra; Kinetics;
β-naphthol
135-19-3

β-naphthol

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

Conditions
Conditions Yield
With hydrogen bromide; Yield given. Multistep reaction. Yields of byproduct given; 1.) dyglime, reflux, 24 h; 2.) glacial acetic acid, reflux, 48 h;
(4'-methoxyphenyl)-2-naphthyliodonium-3-carboxylate
127140-75-4

(4'-methoxyphenyl)-2-naphthyliodonium-3-carboxylate

3-iodo-2-naphthoic acid
63212-42-0

3-iodo-2-naphthoic acid

β-naphthol
135-19-3

β-naphthol

3-Hydroxy-2-naphthoic acid
92-70-6

3-Hydroxy-2-naphthoic acid

Conditions
Conditions Yield
With bromobenzene; hydrogen bromide; Multistep reaction; 1.) reflux, 48 h; 2.) glacial acetic acid, reflux, 48 h;

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