(5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate | CAS No. 28434-01-7

(5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate

Basic Information

CAS Number

28434-01-7

Molecular Formula

C22H26O3

Molecular Weight

338.45 g/mol

AD

Basic Physical Properties

Melting Point

32.5°C

Boiling Point

bp0.0008 174°

Refractive Index

nD20 1.5346

Specific Rotation

D20 -7.8° (c = 5 in acetone)

CC(C)=C[C@@H]1[C@@H](C(=O)OCC2=COC(CC3=CC=CC=C3)=C2)C1(C)C

InChI

InChI=1S/C22H26O3/c1-15(2)10-19-20(22(19,3)4)21(23)25-14-17-12-18(24-13-17)11-16-8-6-5-7-9-16/h5-10,12-13,19-20H,11,14H2,1-4H3/t19-,20+/m1/s1

InChIKey

VEMKTZHHVJILDY-UXHICEINSA-N

LogP

5.1520000000000055

Topological Polar Surface Area

39.44 Ų

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

497

Safety Information

View Safety Information

Hazard Class

Class 9 Class 9

Toxicity

LD50 in adult male, female rats (mg/kg): 1244, 1721 orally (Gaines, Linder)

Synonyms & References

English

  • BIORESMETHRIN
  • (+)-trans-bioresmethrin
  • (1r)-trans-resmethrin
  • (5-(phenylmethyl)-3-furanyl)methyl-1r-trans-2,2-dimethyl-3-(2-methylpropenyl)c
  • (5-benzyl-3-furyl)methyl(1r)-trans-2,2-dimethyl-3-(2-methylpropenyl)cyclopropa
  • (5-benzyl-3-furyl)methyl(1r)-trans-chrysanthemate
  • 1r-trans-2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylicacid,(5-benzyl
  • 1r-trans-resemethrin
  • 3-furanmethanol,5-benzyl-,2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarb
  • Bioresmethrin Solution
  • (5-benzylfuran-3-yl)methyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate
  • [5-(phenylmethyl)-3-furanyl]methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate
  • 5-benzyl-3-furylmethyl (1R)-trans-2,2-dimethyl-3-(2-met
  • 5-benzyl-3-furylmethyl (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
  • 6-HYDROXYFLAVONE-B-D-GLUCOSIDE
  • biohanin A-7-glucoside
  • d-trans-resmethrin

MDL Number

MFCD00078627

FAQ

What are the physical and chemical properties of (5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate (CAS: 28434-01-7)?

(5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate is a crystalline compound with a molecular weight of approximately 351.33 g/mol. It has a low solubility in water but is more soluble in organic solvents like dichloromethane and ethanol. It is moderately reactive and can undergo substitution and addition reactions. The compound is stable under normal conditions but should be stored in a cool, dry place away from direct sunlight and water.

How is (5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate (CAS: 28434-01-7) typically synthesized?

(5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate is typically synthesized through a multistep process involving the reaction of a furan derivative with a benzyl alcohol and a cyclopropanecarboxylic acid. This involves using catalytic amounts of a suitable Lewis acid as a catalyst to promote the reaction. The yield is generally high, and the product can be isolated by column chromatography or recrystallization.

What industries use (5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate (CAS: 28434-01-7)?

(5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate is used in the pharmaceutical industry for the synthesis of certain drugs. It also finds applications in the polymer industry for the development of new materials. Additionally, it can be used in the production of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling (5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate (CAS: 28434-01-7)?

When handling (5-Benzyl-3-furyl)methyl (1R,3R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate, it is essential to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. The compound should be stored in a cool, dry place and handled under a fume hood to avoid inhaling the vapors. In case of a spill, it should be cleaned up with appropriate absorbents and the area should be well-ventilated. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.

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