Formaldehyde → Formaldehyde;phenol

HRID 1906034Notes

Reaction equation

[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=O.C(O)(=O)C(O)=O>>[CH2:1]=[O:7].[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

Reactant 3

HCID 712Formaldehyde

HCID 971Oxalic Acid

HCID 996Phenol

Product 1

HCID 172281Formaldehyde;phenol

Procedure

Using the procedure as described in Example 7-A. 1506.6 grams (16.03 moles) of phenol was reacted with 831.56 grams (10.26 moles) of 37% formalin using 7.53 grams (0.084 moles) of oxalic acid. The solid product had a Mettler softening point of 90.7° C. The 2-functional content was 15.27 as measured by GPC. The wt. avg. M.W. was 1.098, no. avg. M.W. 714 with a polydispersity of 1.54. The product contained 15.2% 2-functional components, and a 3-functional component content of 12.67% for a ratio of 2-functional to 3-functional components of 1.2 to 1.0.

Workup

customa Mettler softening point of 90.7° C

Sources & evidence

ORD record: ord-b6e4e15ee513444cbe4646ac127925c7
Source dataset: uspto-grants-1987_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04649188

Reaction notes

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