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Beta-Pinene → (-) Sodium(4S)-p-menth-1-ene-7-sulfonate

HRID 364856
Notes
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Reaction equation

HRID 364856 reaction equation
[CH3:1][C:2]1([CH3:10])[CH:8]2[CH2:9][CH:3]1[CH2:4][CH2:5][C:6]2=[CH2:7].[S:11](=[O:14])([OH:13])[O-:12].[Na+:15]>O>[C:6]1([CH2:7][S:11]([O-:14])(=[O:13])=[O:12])[CH2:8][CH2:9][C@H:3]([CH:2]([CH3:10])[CH3:1])[CH2:4][CH:5]=1.[Na+:15]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14896Beta-PineneHCID 23665763Sodium Bisulfite

Product 1

HCID 23696841(-) Sodium(4S)-p-menth-1-ene-7-sulfonate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 1 liter, 3-neck flask, 70 grams (0.51 mole) β-pinene and 325 ml water was heated to reflux. Sodium bisulfite, 70 grams, was added at the rate of 13 grams per hour. The solution was refluxed for 7 hours and allowed to stand overnight.

Workup

  1. temperatureThe solution was refluxed for 7 hours

Sources & evidence

ORD record
ord-535105d41c2445fc90e9acb96f5d350a
Source dataset
uspto-grants-1986_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04606851

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes