284548
3,4-(Methylenedioxy)toluene
97%
Synonym(s):
5-Methyl-1,3-benzodioxole
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About This Item
Empirical Formula (Hill Notation):
C8H8O2
CAS Number:
Molecular Weight:
136.15
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
liquid
assay
97%
form
liquid
InChI
1S/C8H8O2/c1-6-2-3-7-8(4-6)10-5-9-7/h2-4H,5H2,1H3
SMILES string
Cc1ccc2OCOc2c1
InChI key
GHPODDMCSOYWNE-UHFFFAOYSA-N
refractive index
n20/D 1.532 (lit.)
bp
199-200 °C (lit.)
density
1.135 g/mL at 25 °C (lit.)
Quality Level
Related Categories
Application
3,4-(Methylenedioxy)toluene can be used as a cation scavenger for the selective cleavage of 4-(3,4-dimethoxyphenyl)benzyl (DMPBn) ethers affording the corresponding deprotected products in the presence of trifluoroacetic acid (TFA) in anhydrous CH2Cl2.
It can also be used as a starting material to prepare:
It can also be used as a starting material to prepare:
- 1,3-Benzodioxole-5-carboxaldehyde via photooxidation using CBr4.
- 6-Methyl-1,3-benzodioxole-5-carboxaldehyde by treating with dichloromethylmethyl ether and TiCl4.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
168.8 °F - closed cup
flash_point_c
76 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Regulatory Information
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Synthesis of cicerfuran, an antifungal benzofuran, and some related analogues
Aslam SN, et al.
Tetrahedron, 62(17), 4214-4226 (2006)
Gregory M Rankin et al.
The Journal of organic chemistry, 78(11), 5264-5272 (2013-05-18)
A reliable reagent system for the cleavage of 4-(3,4-dimethoxyphenyl)benzyl (DMPBn) ethers under acidic conditions has been established. Treatment of DMPBn-protected mono- and pseudodisaccharides with TFA in anhydrous CH2Cl2 and 3,4-(methylenedioxy)toluene as a cation scavenger resulted in the selective cleavage of
Visible light photocatalysis with CBr 4: a highly selective aerobic photooxidation of methylarenes to aldehydes
Shubhangi T, et al.
Royal Society of Chemistry Advances, 6(18), 14547-14551 (2016)
The Dimethoxyphenylbenzyl Protecting Group: An Alternative to the p-Methoxybenzyl Group for Protection of Carbohydrates
Rankin GM, et al.
The Journal of Organic Chemistry, 78(11), 5264-5272 (2013)
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