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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:
7145-99-5
Molecular Weight:
136.15
NACRES:
NA.22
PubChem Substance ID:
24857165
UNSPSC Code:
12352100
MDL number:
MFCD00005833
Assay:
97%
Form:
liquid
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Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.532 (lit.)

bp

199-200 °C (lit.)

density

1.135 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc2OCOc2c1

InChI

1S/C8H8O2/c1-6-2-3-7-8(4-6)10-5-9-7/h2-4H,5H2,1H3

InChI key

GHPODDMCSOYWNE-UHFFFAOYSA-N

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:
  • 1,3-Benzodioxole-5-carboxaldehyde via photooxidation using CBr4.
  • 6-Methyl-1,3-benzodioxole-5-carboxaldehyde by treating with dichloromethylmethyl ether and TiCl4.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9070
MKCQ3689
MKCL8197
MKCL3048
MKBP2822V

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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
Synthesis of cicerfuran, an antifungal benzofuran, and some related analogues
Aslam SN, et al.
Tetrahedron, 62(17), 4214-4226 (2006)
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
284548-25ML04061837014628