4-(Benzyloxy)butanoic acid

HCID 562201CAS 10385-30-5

Substructure search Find similar structures

Basic information

Standard SMILES: O=C(O)CCCOCc1ccccc1
InChIKey: CXEFZVVLTJQWBF-UHFFFAOYSA-N
Molecular formula: C11H14O3
Average molar mass: 194.23 g/mol
Monoisotopic mass: 194.09429431

Names & identifiers

Preferred name: 4-(Benzyloxy)butanoic acid
IUPAC: 4-phenylmethoxybutanoic acid
English name: 4-BENZYLOXYBUTYRIC ACID
Molecular formula: C11H14O3
Molecular weight: 194.23

Names & synonyms

4-(Benzyloxy)butanoic acid10385-30-5DTXSID30340163RefChem:515254DTXCID50291244628-164-44-Benzyloxybutyric acid4-phenylmethoxybutanoic acid4-(benzyloxy)butyric acidButanoic acid, 4-(phenylmethoxy)-MFCD013212574-Benzyloxybutanoic Acid

Show more names

KML-24CML-0094-Benzyloxybutyric acid 95%4-(Phenylmethoxy)butanoic acidButanoic acid,4-(phenylMethoxy)-

Butyric acid, 4-(benzyloxy)-4-(Benzyloxy)butanoicacid4-Benzyloxy-butyric acidSCHEMBL2911944-(Benzyloxy)butanoic acid #4-Benzyloxybutyric acid, 95%AKOS000187756CS-W022004

Database identifiers

CAS: 10385-30-5
PubChem CID: 562201
DTXSID: DTXSID30340163
EC Number: 628-164-4
Nikkaji: J117.519J

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 46.5 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 6
Heavy atoms: 14
Formal charge: 0
Complexity: 162

Physicochemical properties

Boiling point: 135 °C/0.3 · 135 °C/0.3 mmHg (lit.)
Density: 1.097 g/mL · 1.097 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.512(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka: 4.63 · 4.63±0.10(Predicted)
form: Oil
color: Colourless to Pale Yellow
InChI: InChI=1S/C11H14O3/c12-11(13)7-4-8-14-9-10-5-2-1-3-6-10/h1-3,5-6H,4,7-9H2,(H,12,13)
InChIKey: CXEFZVVLTJQWBF-UHFFFAOYSA-N
SMILES: C(O)(=O)CCCOCC1=CC=CC=C1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-27-36/37/39-45
RIDADR: 3265 · UN 3265 8/PG 2
WGK Germany: 3 · 3
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 Skin · Eye Dam. 1Skin Corr. 1B

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 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 CategoriesSkin Corr. 1B (100%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
ridadr: UN 3265 8/PG 2
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-27-36/37/39-45
Storage Class: 8A - Combustible corrosive hazardous materials
Hazard statements: H314
Hazard Classifications: Eye Dam. 1Skin Corr. 1B
Precautionary statements: P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405

Chemistry & industry

Applications

Uses4-Benzyloxybutyric acid may be used in the synthesis of benzyloxybutyryl (BOB) esters of alcohols by standard acylation techniques or by the Jacobsen asymmetric nucleophilic ring opening of epoxides.

General Description4-Benzyloxybutyric acid can be synthesized from γ-butyrolactone. It participates in the asymmetric total synthesis of erythromycin.