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Spearthrower wrote:No, that's not the way you start a thread.

Roger Penrose, 2010 wrote:... anyway, i've got negative time left so i'd better stop
Synthesis of 2-aminooxazole 11
Reaction of glycolaldehyde 10 and cyanamide 8 in aqueous solution in the absence of
phosphate
Glycolaldehyde 10 (60 mg, 1.0 mmol) was dissolved in H2O (1 mL) at pH = 7.0.
Cyanamide 8 (42 mg, 1.0 mmol) was added, and the solution was incubated at 60°C
for 3 h.

rainbow wrote:Spearthrower wrote:No, that's not the way you start a thread.
I'll start it the way I like.
Please note that your appeal to authority is unwarranted. I would like to discuss the actual conditions and see where there is evidence that this is indeed 'plausible' in a prebiotic environment.
Any objections?
rainbow wrote:Synthesis of 2-aminooxazole 11
Reaction of glycolaldehyde 10 and cyanamide 8 in aqueous solution in the absence of
phosphate
Glycolaldehyde 10 (60 mg, 1.0 mmol) was dissolved in H2O (1 mL) at pH = 7.0.
Cyanamide 8 (42 mg, 1.0 mmol) was added, and the solution was incubated at 60°C
for 3 h.
Rather concentrated solutions here.
Any evidence that Glycoaldehyde was present at concentrations as high as 60g/l, and Cyanamide at 42g/l?
Was the water on Earth at pH 7.0, and how do we know this?
How sure are we about the 60°C temperature?
Spearthrower wrote:rainbow wrote:Synthesis of 2-aminooxazole 11
Reaction of glycolaldehyde 10 and cyanamide 8 in aqueous solution in the absence of
phosphate
Glycolaldehyde 10 (60 mg, 1.0 mmol) was dissolved in H2O (1 mL) at pH = 7.0.
Cyanamide 8 (42 mg, 1.0 mmol) was added, and the solution was incubated at 60°C
for 3 h.
Rather concentrated solutions here.
Any evidence that Glycoaldehyde was present at concentrations as high as 60g/l, and Cyanamide at 42g/l?
Was the water on Earth at pH 7.0, and how do we know this?
How sure are we about the 60°C temperature?
Any evidence that it wasn't? That's the standard way you go about challenging claims, not just asking open questions. Have you read the paper? Have you noted the 37 citations? Do the 37 citations suggest that other professionals working in this field consider it plausible?

rainbow wrote:Spearthrower wrote:rainbow wrote:Synthesis of 2-aminooxazole 11
Reaction of glycolaldehyde 10 and cyanamide 8 in aqueous solution in the absence of
phosphate
Glycolaldehyde 10 (60 mg, 1.0 mmol) was dissolved in H2O (1 mL) at pH = 7.0.
Cyanamide 8 (42 mg, 1.0 mmol) was added, and the solution was incubated at 60°C
for 3 h.
Rather concentrated solutions here.
Any evidence that Glycoaldehyde was present at concentrations as high as 60g/l, and Cyanamide at 42g/l?
Was the water on Earth at pH 7.0, and how do we know this?
How sure are we about the 60°C temperature?
Any evidence that it wasn't? That's the standard way you go about challenging claims, not just asking open questions. Have you read the paper? Have you noted the 37 citations? Do the 37 citations suggest that other professionals working in this field consider it plausible?
If you can't answer, just say:
"I don't know"
This gives the opportunity to someone that has the information to provide it.
Thanks.
Preparative synthesis of 2-aminooxazole 11 using phosphate catalysis
To a solution of glycolaldehyde 10 (1.2 g, 20 mmol) in sodium hydrogen phosphate
buffer (1.0M, 10 mL, pH = 7.0) was added cyanamide 8 (840 mg, 20 mmol). The
solution was stirred at 60°C for 3 h, cooled to r.t., and extracted with EtOAc (5 × 20
mL). The combined EtOAc extracts were concentrated in vacuo to give 2-
aminooxazole 11 (1.2 g, 75%) as a white powder.

rainbow wrote:Preparative synthesis of 2-aminooxazole 11 using phosphate catalysis
To a solution of glycolaldehyde 10 (1.2 g, 20 mmol) in sodium hydrogen phosphate
buffer (1.0M, 10 mL, pH = 7.0) was added cyanamide 8 (840 mg, 20 mmol). The
solution was stirred at 60°C for 3 h, cooled to r.t., and extracted with EtOAc (5 × 20
mL). The combined EtOAc extracts were concentrated in vacuo to give 2-
aminooxazole 11 (1.2 g, 75%) as a white powder.
Now besides the problematic concentrations, pH and temperatures, has anybody got an idea how a vacuum pump got to be there in the PreBiotic Earth?
rainbow wrote:Preparative synthesis of 2-aminooxazole 11 using phosphate catalysis
To a solution of glycolaldehyde 10 (1.2 g, 20 mmol) in sodium hydrogen phosphate
buffer (1.0M, 10 mL, pH = 7.0) was added cyanamide 8 (840 mg, 20 mmol). The
solution was stirred at 60°C for 3 h, cooled to r.t., and extracted with EtOAc (5 × 20
mL). The combined EtOAc extracts were concentrated in vacuo to give 2-
aminooxazole 11 (1.2 g, 75%) as a white powder.
Now besides the problematic concentrations, pH and temperatures, has anybody got an idea how a vacuum pump got to be there in the PreBiotic Earth?

Rumraket wrote:rainbow wrote:Preparative synthesis of 2-aminooxazole 11 using phosphate catalysis
To a solution of glycolaldehyde 10 (1.2 g, 20 mmol) in sodium hydrogen phosphate
buffer (1.0M, 10 mL, pH = 7.0) was added cyanamide 8 (840 mg, 20 mmol). The
solution was stirred at 60°C for 3 h, cooled to r.t., and extracted with EtOAc (5 × 20
mL). The combined EtOAc extracts were concentrated in vacuo to give 2-
aminooxazole 11 (1.2 g, 75%) as a white powder.
Now besides the problematic concentrations, pH and temperatures, has anybody got an idea how a vacuum pump got to be there in the PreBiotic Earth?
The vacuum is a step in the preparation for analysis, not the actual reaction.
Rumraket wrote:rainbow wrote:Preparative synthesis of 2-aminooxazole 11 using phosphate catalysis
To a solution of glycolaldehyde 10 (1.2 g, 20 mmol) in sodium hydrogen phosphate
buffer (1.0M, 10 mL, pH = 7.0) was added cyanamide 8 (840 mg, 20 mmol). The
solution was stirred at 60°C for 3 h, cooled to r.t., and extracted with EtOAc (5 × 20
mL). The combined EtOAc extracts were concentrated in vacuo to give 2-
aminooxazole 11 (1.2 g, 75%) as a white powder.
Now besides the problematic concentrations, pH and temperatures, has anybody got an idea how a vacuum pump got to be there in the PreBiotic Earth?
The vacuum is a step in the preparation for analysis, not the actual reaction.

General procedure for preparative synthesis of 2,2'-anhydrocytidine nucleosides and
nucleotides
An aqueous solution of the aminooxazoline (0.049M), sodium dihydrogen phosphate
(0.049M 1 eq.), and cyanoacetylene 7 (0.49M, 10 eq.) at pH = 6.5 was stirred at r.t. for
16 h resulting in a pale yellow solution. The solution was lyophilised, and the residue
purified by ion-exchange chromatography (Dowex® 50W 4 × 400 H+-form cationexchange
resin (50 g), eluting with HClaq. in the following stepwise concentration
gradient: 0.5M (2 × 50 mL), 1.0M (2 × 50 mL), 1.5M (2 × 50 mL), 2.0M (2 × 50 mL),
2.5M (2 × 50 mL), 3.0M (2 × 50 mL), 4.0M (2 × 50 mL)).

rainbow wrote:General procedure for preparative synthesis of 2,2'-anhydrocytidine nucleosides and
nucleotides
An aqueous solution of the aminooxazoline (0.049M), sodium dihydrogen phosphate
(0.049M 1 eq.), and cyanoacetylene 7 (0.49M, 10 eq.) at pH = 6.5 was stirred at r.t. for
16 h resulting in a pale yellow solution. The solution was lyophilised, and the residue
purified by ion-exchange chromatography (Dowex® 50W 4 × 400 H+-form cationexchange
resin (50 g), eluting with HClaq. in the following stepwise concentration
gradient: 0.5M (2 × 50 mL), 1.0M (2 × 50 mL), 1.5M (2 × 50 mL), 2.0M (2 × 50 mL),
2.5M (2 × 50 mL), 3.0M (2 × 50 mL), 4.0M (2 × 50 mL)).
A somewhat disurbing fact is that the DOW Chemical Company, had not yet begun production of their ion exchange resins, Dowex - 3 500 million years ago.
...as far as I know.

Spearthrower wrote:
And Rainbow has not even remotely shown that there is anything 'problematic' about the concentrations, pH or temperatures.
We await his evidence.
Endo-2′,3′-cyanoethylidene-α-D-ribocytidine 41
D-Ribose aminooxazoline 21 (350 mg, 2.0 mmol), and sodium dihydrogen phosphate
(312 mg, 2.0 mmol) were dissolved in H2O (20 mL) at pH = 7.5, and freshly prepared
aqueous cyanoacetylene solution (0.98M, 20 mL) was added. The solution was stirred
at r.t. for 16 h, then the pH was increased to 8.5 with NaOHaq. (1.0M), and stirring
continued at r.t. for 2 d with readjustment to pH > 7.5 as necessary.

rainbow wrote:General procedure for preparative synthesis of 2,2'-anhydrocytidine nucleosides and
nucleotides
An aqueous solution of the aminooxazoline (0.049M), sodium dihydrogen phosphate
(0.049M 1 eq.), and cyanoacetylene 7 (0.49M, 10 eq.) at pH = 6.5 was stirred at r.t. for
16 h resulting in a pale yellow solution. The solution was lyophilised, and the residue
purified by ion-exchange chromatography (Dowex® 50W 4 × 400 H+-form cationexchange
resin (50 g), eluting with HClaq. in the following stepwise concentration
gradient: 0.5M (2 × 50 mL), 1.0M (2 × 50 mL), 1.5M (2 × 50 mL), 2.0M (2 × 50 mL),
2.5M (2 × 50 mL), 3.0M (2 × 50 mL), 4.0M (2 × 50 mL)).
A somewhat disurbing fact is that the DOW Chemical Company, had not yet begun production of their ion exchange resins, Dowex - 3 500 million years ago.
...as far as I know.
Rumraket wrote:rainbow wrote:General procedure for preparative synthesis of 2,2'-anhydrocytidine nucleosides and
nucleotides
An aqueous solution of the aminooxazoline (0.049M), sodium dihydrogen phosphate
(0.049M 1 eq.), and cyanoacetylene 7 (0.49M, 10 eq.) at pH = 6.5 was stirred at r.t. for
16 h resulting in a pale yellow solution. The solution was lyophilised, and the residue
purified by ion-exchange chromatography (Dowex® 50W 4 × 400 H+-form cationexchange
resin (50 g), eluting with HClaq. in the following stepwise concentration
gradient: 0.5M (2 × 50 mL), 1.0M (2 × 50 mL), 1.5M (2 × 50 mL), 2.0M (2 × 50 mL),
2.5M (2 × 50 mL), 3.0M (2 × 50 mL), 4.0M (2 × 50 mL)).
A somewhat disurbing fact is that the DOW Chemical Company, had not yet begun production of their ion exchange resins, Dowex - 3 500 million years ago.
...as far as I know.
This level of ignorance is staggering for a supposed chemist. Let me break it down for you:
The reaction consists of :
An aqueous solution of the aminooxazoline (0.049M), sodium dihydrogen phosphate
(0.049M 1 eq.), and cyanoacetylene 7 (0.49M, 10 eq.) at pH = 6.5 was stirred at r.t. for
16 h resulting in a pale yellow solution.
The preparation of the sample for analysis consists of:
The solution was lyophilised, and the residue
purified by ion-exchange chromatography (Dowex® 50W 4 × 400 H+-form cationexchange
resin (50 g), eluting with HClaq. in the following stepwise concentration
gradient: 0.5M (2 × 50 mL), 1.0M (2 × 50 mL), 1.5M (2 × 50 mL), 2.0M (2 × 50 mL),
2.5M (2 × 50 mL), 3.0M (2 × 50 mL), 4.0M (2 × 50 mL)).


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