1-Chloro-3-(1-naphthyloxy)-2-propanol

HCID 89276CAS 20133-93-1

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Basic information

Standard SMILES: OC(CCl)COc1cccc2ccccc12
InChIKey: ZVVJOJMCXYDDEW-UHFFFAOYSA-N
Molecular formula: C13H13ClO2
Average molar mass: 236.69 g/mol
Monoisotopic mass: 236.06040734

Overview

structure in first source

Names & identifiers

Preferred name: 1-Chloro-3-(1-naphthyloxy)-2-propanol
IUPAC: 1-chloro-3-naphthalen-1-yloxypropan-2-ol
English name: 1-chloro-3-(1-naphthyloxy)propan-2-ol
Molecular formula: C13H13ClO2
Molecular weight: 236.69

Names & synonyms

1-Chloro-3-(1-naphthyloxy)-2-propanolRefChem:4312651-Cl-3-NP20133-93-11-Chloro-3-(1-naphthoxy)-2-propanol1-chloro-3-(naphthalen-1-yloxy)propan-2-ol2-Propanol, 1-chloro-3-(1-naphthalenyloxy)-1-Chloro-3-(1-naphthyloxy)propan-2-ol1-chloro-3-naphthalen-1-yloxypropan-2-olPropanolol Impurity 11-Chloro-3-(1-naphthalenyloxy)-2-propanolNSC-91519

Show more names

Propranolol Impurity 3Propranolol Impurity 151-Chloro-3-(1-naphtyloxy)-2-propanol1-(1-Naphtyloxy)-3-chloro-2-propanol3-Chloro-1-(1-naphtyloxy)-2-propanol

Propranolol Impurity 6NSC91519EINECS 243-538-31-(1-Naphthyloxy)-3-chloro-2-propanol1-Chloro-3-naphthalen-1-yloxy-propan-2-olPropranolol Chloro Impurity1-(alpha-NAPHTHOXY)-3-CHLORO-2-PROPANOLDS429YXN46

Database identifiers

CAS: 20133-93-1
PubChem CID: 89276
DTXSID: DTXSID101273366
UNII: DS429YXN46
EC Number: 243-538-3
Nikkaji: J280.456E

Properties

Computed structural properties

XLogP: 3.2
Topological polar surface area: 29.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 4
Heavy atoms: 16
Formal charge: 0
Complexity: 210

Physicochemical properties

Boiling point: 158 °C · 158 °C(Press: 0.1 Torr)
Density: 1.246 · 1.246±0.06 g/cm3(Predicted)
pka: 13.07 · 13.07±0.20(Predicted)
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Danger
Hazard statements: 362 · H362-H360-H302
Precautionary statements: 201 · P201-P260-P263-P264-P270-P308+P313-P264-P270-P301+P312-P330-P501

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P263, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

Signal word: Danger
Symbol(GHS): GHS07,GHS08
Hazard statements: H362-H360-H302
Precautionary statements: P201-P260-P263-P264-P270-P308+P313-P264-P270-P301+P312-P330-P501

Chemistry & industry

Applications · 1 item

Uses1-Chloro-3-(1-naphthyloxy)-2-propanol is an intermediates in the synthesis of β-adrenergic blocking agents and antihypertensive drugs such as propranolol and nadoxolol. Also used in the kinetic resolution studies of (±)-1-chloro-3-(1-naphthyloxy)-2-propanol in nonaqueous media using lipase-catalyzed esterification.