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Sigma-Aldrich

2-(Benzoyloxymethyl)benzoic acid

≥98.0% (T)

Synonym(s):

2-(Hydroxymethyl)benzoic acid benzoate

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About This Item

Empirical Formula (Hill Notation):
C15H12O4
CAS Number:
58249-83-5
Molecular Weight:
256.25
Beilstein:
2131052
EC Number:
261-185-3
MDL number:
MFCD00077655
UNSPSC Code:
12352108
PubChem Substance ID:
57647050
NACRES:
NA.22

Assay

≥98.0% (T)

mp

126-129 °C

application(s)

peptide synthesis

SMILES string

OC(=O)c1ccccc1COC(=O)c2ccccc2

InChI

1S/C15H12O4/c16-14(17)13-9-5-4-8-12(13)10-19-15(18)11-6-2-1-3-7-11/h1-9H,10H2,(H,16,17)

InChI key

QDENBWUYSUBCID-UHFFFAOYSA-N

Application

2-(Benzoyloxymethyl)benzoic acid can be used to synthesize:
  • 2-(Benzoyloxymethyl)benzoyl chloride (BMBC) by reacting with oxalyl chloride. BMBC intermediate is utilized for the preparation of dimethyl 2-(benzoyloxymethyl)benzoylphosphonate by treating with trimethyl phosphite.
  • 2-Benzoyloxymethylbenzoic acid 4-nitrophenyl ester by reaction with 4-nitrophenol via 2-benzoyloxymethylbenzoyl chloride formation.
  • 2-[2-(Benzoyloxymethyl)benzamido]acetamide by treating with glycinamide and followed by addition of PCl3.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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2-Acyloxymethylbenzoic acids. Novel amine protective functions providing amides with the lability of esters
Cain BF
The Journal of Organic Chemistry, 41(11), 2029-2031 (1976)
Cyclisation reactions of 2-substituted benzoylphosphonates with trialkyl phosphites via nucleophilic attack on a carbonyl-containing ortho substituent
Cheong Y-K, et al.
Tetrahedron, 64(10), 2329-2338 (2008)

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