164534
Trimethyl orthobenzoate
98%
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About This Item
Linear Formula:
C6H5C(OCH3)3
CAS Number:
Molecular Weight:
182.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-897-5
MDL number:
Assay:
98%
Form:
liquid
InChI key
IECKAVQTURBPON-UHFFFAOYSA-N
InChI
1S/C10H14O3/c1-11-10(12-2,13-3)9-7-5-4-6-8-9/h4-8H,1-3H3
SMILES string
COC(OC)(OC)c1ccccc1
assay
98%
form
liquid
refractive index
n20/D 1.489 (lit.)
bp
87-88 °C/7 mmHg (lit.)
density
1.061 g/mL at 25 °C (lit.)
functional group
ether, phenyl
Quality Level
Related Categories
General description
Trimethyl orthobenzoate reacts with P-dimethylaminophosphonic acid bis(1-methylhydrazide) to yield 1,2,5,6-tetrahydro-1,5-dimethyl-6-(N,N-dimethylamino)-6-phenyl-1,2,4,5,6-tetrazaphosphorine-6-oxide.
Application
Trimethyl orthobenzoate was used in the preparation of 5-phenyl-4,6-dipyrrin and 2,3-orthoester derivatives of ethyl-1-thio-α-L-rhamnopyranoside.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
179.6 °F - closed cup
flash_point_c
82 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Incidence and avoidance of stereospecific 1, 2-ethylthio group migration during the synthesis of ethyl 1-thio-a-l-rhamnopyranoside 2, 3-orthoester.
Auzanneau F-I and Bundle DR.
Carbohydrate Research, 212, 13-24 (1991)
Reactions between pyrrole and orthoesters: preparation of tri-(pyrrol-2-yl) alkanes.
Reese CB and Yan H.
Tetrahedron Letters, 43(32), 5545-5547 (2001)
R G Hicks et al.
Inorganic chemistry, 40(8), 1865-1870 (2001-04-21)
Reaction of P-dimethylaminophosphonic acid bis(1-methylhydrazide) (6) with trimethyl orthobenzoate gave 1,2,5,6-tetrahydro-1,5-dimethyl-6-(N,N-dimethylamino)-6-phenyl-1,2,4,5,6-tetrazaphosphorine-6-oxide (7), which was subsequently oxidized to the corresponding P-diemthylamino-6-phosphaverdazyl (5) as a persistent radical. Analysis of the electron paramagnetic resonance spectrum of 5 revealed significant spin density on the
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