1-Bromo-2-naphthol

Base Information

• Chemical Name: 1-Bromo-2-naphthol
• CAS No.: 573-97-7
• Molecular Formula: C10H7BrO
• Molecular Weight: 223.069
• Hs Code.: 29081000
• European Community (EC) Number: 209-363-1
• NSC Number: 60275
• UNII: VKE7L55PP9
• DSSTox Substance ID: DTXSID20205919
• Nikkaji Number: J94.980I
• Wikidata: Q27291869
• ChEMBL ID: CHEMBL1414294
• Mol file: 573-97-7.mol

Synonyms:1-Bromo-2-naphthol;1-bromonaphthalen-2-ol;573-97-7;2-Naphthalenol, 1-bromo-;1-Bromo-2-naphthalenol;Wormin;Disthemin;1-Brom-2-naphthol;1-Bromo-2-hydroxynaphthalene;2-NAPHTHOL, 1-BROMO-;C10H7BrO;1-Brom-2-naphthol [German];EINECS 209-363-1;NSC 60275;1-Bromo-.beta.-naphthol;UNII-VKE7L55PP9;BRN 2044001;VKE7L55PP9;MLS000069595;.alpha.-Bromo-.beta.-naphthol;NSC60275;MFCD00003869;NSC-60275;SMR000059032;4-06-00-04301 (Beilstein Handbook Reference);1-bromonaphth-2-ol;1-Bromo-naphtalen-2-ol;1-bromo-naphthalen-2-ol;1-bromanylnaphthalen-2-ol;SCHEMBL49630;cid_11316;1-Bromo-2-naphthol, 97%;CHEMBL1414294;BDBM51324;DTXSID20205919;HMS2231M12;HMS3369D15;2-Naphthalenol, 1-bromo- (9CI);STR06183;STK068802;AKOS000121002;CS-W007565;NCGC00247018-01;AC-22890;LS-95415;SY020306;TS-00532;AM20040743;B0620;FT-0607464;EN300-17300;A23764;A905753;AE-641/30106059;Q27291869;Z56913130

Chemical Property of 1-Bromo-2-naphthol

Chemical Property:

• Appearance/Colour: off-white to beige or brown-purple powder
• Vapor Pressure: 0.000264mmHg at 25°C
• Melting Point: 78-81 °C(lit.)
• Refractive Index: 1.704
• Boiling Point: 313.731 °C at 760 mmHg
• PKA: 7.28±0.50(Predicted)
• Flash Point: 143.539 °C
• PSA: 20.23000
• Density: 1.614 g/cm³
• LogP: 3.30790
• Storage Temp.: Store below +30°C.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 221.96803
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

98% ^*data from raw suppliers

1-Bromonaphthalen-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Naphthols
• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2Br)O

Technology Process of 1-Bromo-2-naphthol

There total 56 articles about 1-Bromo-2-naphthol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

β-naphthol (135-19-3) → 1-bromo-2-naphthol (573-97-7)

Guidance literature:

With N-Bromosuccinimide; sulfonic acid functionalized silica; In diethyl ether; acetonitrile; at 20 ℃; for 0.0166667h;

DOI:10.1016/j.tetlet.2006.10.029

Reference yield: 99.0%

N-Bromosuccinimide (128-08-5) + β-naphthol (135-19-3) → 1-bromo-2-naphthol (573-97-7)

Guidance literature:

In acetonitrile; at 20 ℃; for 0.05h; Flow reactor; UV-irradiation;

DOI:10.1071/CH20372

Reference yield: 98.0%

1-bromo-2-methoxynaphthalene (3401-47-6) → 1-bromo-2-naphthol (573-97-7)

Guidance literature:

1-bromo-2-methoxynaphthalene; With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

With water; sodium hydrogencarbonate; In dichloromethane; Inert atmosphere;

DOI:10.1021/ol101336y

upstream raw materials:

1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione

β-naphthol

1-bromo-2-benzoyloxynaphthalene

ethanol

Downstream raw materials:

para red

1,1'-bi-2-naphthol

5-(1-Bromo-naphthalen-2-yloxy)-2-nitro-benzonitrile

[(1S,2R)-3-Benzyloxy-1-benzyloxymethyl-2-(1-bromo-naphthalen-2-yloxy)-propoxy]-tert-butyl-dimethyl-silane

Refernces

• 1、 Kumar Ghosh, Manoj,Roy, Barnali,Sarkar, Debayan. "Regioselective C(sp2)?C(sp3) Oxidative Bond Cleavage of 1-(1-Hydroxyalkyl) naphthalen-2-ols: First Synthesis of 1-Azido-halo-naphthalene-2(1H)-ones". . p. 327 - 331. Retrieved 2021.
• 2、 Wang, Fei,Lu, Guo-Ping,Lin, Yamei. "Transition-metal- and phosphorus-free electrophilic trifluoromethylthiolation of indoles with sodium trifluoromethanesulfinates in ionic liquids". . . Retrieved 2021/04/12.
• 3、 Li, Jia-Qin,Chen, Xiao-Hui,Wang, Xian-Xun,Cui, Hai-Lei. "Bromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide". supporting information. . Retrieved 2021/09/09.