1-Naphthaleneboronic acid

HCID 254532
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Basic information

CAS
13922-41-3
Standard SMILES
OB(O)c1cccc2ccccc12
InChIKey
HUMMCEUVDBVXTQ-UHFFFAOYSA-N
Molecular formula
C10H9BO2
Average molar mass
171.99 g/mol
Monoisotopic mass
172.06955993

Names & identifiers

Preferred name
1-Naphthaleneboronic acid
IUPAC
naphthalen-1-ylboronic acid
English name
1-Naphthylboronic acid
Molecular formula
C10H9BO2
Molecular weight
171.99

Names & synonyms

1-Naphthaleneboronic acid1-Naphthylboronic acidRefChem:434759604-119-413922-41-3naphthalen-1-ylboronic acidNaphthalene-1-boronic acid(naphthalen-1-yl)boronic acidMFCD00019722Boronic acid, B-1-naphthalenyl-B-1-Naphthalenyl-boronic Acid1-Naphthaleneboronicacid
Show more names
1-Naphthaleneboronic Acid (contains varying amounts of Anhydride)NSC 78936AKOS BRN-0020Naphthylboronic aciRARECHEM AH PB 01251-Naphthylboronic ac
1-naphthyl boronic acid1-naphthalene boronicacid1-naphthalene boronic acid1-BorononaphthaleneNaphthylboronic acidnaphthalene-1-boronicnaphthalene-1-yl-boronic acidCHEMBL415532

Database identifiers

CAS
13922-41-3
PubChem CID
254532
DTXSID
DTXSID80930396
ChEMBL
CHEMBL415532
EC Number
604-119-4
Nikkaji
J418.614A

Properties

Computed structural properties

Topological polar surface area
40.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
13

Experimental & physicochemical properties

Exact Mass172.0695597 Da
Molecular Weight171.99 g/mol
Monoisotopic Mass172.0695597 Da
Compound Is CanonicalizedYes

Physicochemical properties

Melting point
208 · 208-214 °C(lit.)
Boiling point
381.9 · 381.9±25.0 °C(Predicted)
Density
1.21 · 1.21±0.1 g/cm3(Predicted)
refractive index
20 D · n20D 1.64 (Predicted)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
soluble in DMSO, Methanol

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (96.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (96.1%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
hs_code
29319090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 2 items

Uses1-Naphthaleneboronic acid is a useful synthetic intermediate. It is a reagent used to synthesize potassium aryltrifluoroborates which is a convenient precursor of arylboron difluoride lewis acids. It is also useful in the synthesis of polyaromatic hydrocarbons utilizing the Suzuki reaction.

UsesNaphthalene-1-boronic acid can be used:Methyl 5-bromo-2-(naphthalene-1-yl)benzoate, which is a starting material for the preparation of 9-anthracene-spirobenzofluorene host materials.A bifunctional polymer used for the hydrolysis of cellulose.9-(Naphthalene-1-yl)anthracene, which is a key intermediate for the preparation of anthracene derived molecular glass having blue emission.1-Naphthaleneboronic acid can also be as a substrate in fluorometric boronic acid based saccharide sensors based on the Suzuki homocoupling reactions.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Related reactions

218 records
New reaction record

Compound notes

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