13030
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:
Molecular Weight:
256.25
Beilstein:
2131052
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22
Assay
≥98.0% (T)
mp
126-129 °C
application(s)
peptide synthesis
functional group
carboxylic acid
ester
phenyl
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Regulatory Information
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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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