Date: Fri, 24 Sep 2010 13:22:14 -0500
Reply-To: DCHAS-L Discussion List <DCHAS-L**At_Symbol_Here**LIST.UVM.EDU>
Sender: DCHAS-L Discussion List <DCHAS-L**At_Symbol_Here**LIST.UVM.EDU>
From: Robert Pertuit <papatweet**At_Symbol_Here**MSN.COM>
Subject: Re: BOC clevage safety protocols
In-Reply-To: <00f401cb5c11$923a3a00$b6aeae00$**At_Symbol_Here**vernon**At_Symbol_Here**ucr.edu>

Way out of my field, but if she bumped into anything, a work area lay-out review might be in order, including pre-activity set-up and clearing.
 
Bob Pertuit
Retired Chemist

From: Russell Vernon
Sent: Friday, September 24, 2010 12:54 PM
To: DCHAS-L**At_Symbol_Here**LIST.UVM.EDU
Subject: Re: [DCHAS-L] BOC clevage safety protocols

Thanks Lee.

From what I hear she was wearing a lab coat. The syringe did not have a needle affixed to the body.

Using a dropping funnel is an excellent suggestion, as is the Luer-Lok valve.

Sincerely,

-Russ

Russell Vernon, Ph.D.

Research Safety

Environmental Health & Safety

University of California, Riverside

900 University Ave

Riverside, CA 92521

www.ehs.ucr.edu

russell.vernon**At_Symbol_Here**ucr.edu

Direct (951) 827-5119

Admin (951) 827-5528

Fax (951) 827-5122

  

From: DCHAS-L Discussion List [mailto:DCHAS-L**At_Symbol_Here**list.uvm.edu] On Behalf Of Latimer, Lee
Sent: Friday, September 24, 2010 8:59 AM
To: DCHAS-L**At_Symbol_Here**LIST.UVM.EDU
Subject: Re: [DCHAS-L] BOC clevage safety protocols

Russ,

You didn=92t mention a lab coat.  Did she have one on?  The amount she had in the syringe (ironic typo of =93needless=94?) points to poor technique in general as on that scale a dropping funnel should have been in use for addition to a reaction.  Other than having lab coats with gathered cuffs or tucking the sleeves into the gloves, there is no obvious reason for extra precautions above normal PPE.  Sleeve protectors above the elbow as are used with HF chemistry is certainly acceptable, but of a higher level than I see the need for.

TFA is indeed a vigorous liquid organic acid in the same range as methanesulfonic acid, both of which should be handled as HCl and in ventilated situations such as a hood for all transfers (of course, the thiols alone should mandate that handling).  The presence of the two anisoles and the dithiol may have helped to carry the TFA lower into the dermis leading to the more serious burn

This type of protecting group cleavage is common in both protein and organic chemistry.  The cocktail she was using is more common for the robot protein synthesizers, though on this scale she was either not using one or was refilling one.  The manufacturers generally sell premade cocktails, and should be providing handling instructions.  I=92ll see if I can find a reference in Organic Synthesis for your files.

A final piece that could help prevent such occurrences that many of us use with alkyl lithium reagents is a syringe valve between the body of the syringe and the needle (using Luer-Lok connections).  These are sold by at least Aldrich.  They prevent leaks due to accidental pressure on the barrel or general drips during transfers.

Lee

Lee H. Latimer, PhD
Sr. Director, Chemical Sciences
Elan Pharmaceuticals
800 Gateway Blvd.
South San Francisco, CA 94080
650-877-7664


From: DCHAS-L Discussion List [mailto:DCHAS-L**At_Symbol_Here**list.uvm.edu] On Behalf Of Russell Vernon
Sent: Friday, September 24, 2010 8:11 AM
To: DCHAS-L**At_Symbol_Here**LIST.UVM.EDU
Subject: Re: [DCHAS-L] BOC clevage safety protocols

Hi Don,

I have seen TFA exposures and they never were as significant as this one is reported to be.

I believe they made the mixture themselves from the pure reagents.

I=92m sure you are right that good protocols for handling corrosives should be protective. From the description of this incident, it seems the addition of long gauntlets and perhaps sleeve protectors would be warranted.

Thanks,

-Russ

Russell Vernon, Ph.D.

Research Safety

Environmental Health & Safety

University of California, Riverside

900 University Ave

Riverside, CA 92521

www.ehs.ucr.edu

russell.vernon**At_Symbol_Here**ucr.edu

Direct (951) 827-5119

Admin (951) 827-5528

Fax (951) 827-5122

From: DCHAS-L Discussion List [mailto:DCHAS-L**At_Symbol_Here**list.uvm.edu] On Behalf Of Don Abramowitz
Sent: Friday, September 24, 2010 7:23 AM
To: DCHAS-L**At_Symbol_Here**LIST.UVM.EDU
Subject: Re: [DCHAS-L] BOC clevage safety protocols

Seems to me the injury was primarily a function of the TFA (trifluoroacetic acid), which is a pretty aggressive corrosive material.    I would think generic protocols for handling corrosives would be applicable. 

My questions are:   To what extent do users understand what's in the cocktail?  If the mixture has a name of its own, does awareness of its hazardous properties get lost along the way?

          & nbsp;                                 Don          

Donald Abramowitz
Environmental Health & Safety Officer
Bryn Mawr College
Bryn Mawr, PA


My first question is: where was the PPE?

As for a written protocol, I would include working within a VBE  
(vent. balance enclosure), gloves and safety glasses...

I am certain others here have more feedback...

Sincerely,
george


George D. McCallion
Chemist III
Chemical Process Research & Development
Johnson Matthey Pharmaceutical Materials
2003 Nolte Drive
West Deptford, NJ 08066-1742
Voice: 856.384.7255
Fax: 856.384.7186
E-Mail: medchem**At_Symbol_Here**comcast.net
************************************************** **********************
*********

On Sep 23, 2010, at 9:38 PM, Russell Vernon wrote:

> Dear Fellow Chemists,
>
> A researcher at one of our sister campuses was using a needless  
> syringe filled with a solution of 36 mL TFA, 2 mL thioanisole, 1.2  
> mL ethane dithiol, and 0.8 mL anisole, She inadvertently expelled a  
> portion which impacted her elbow. She very quickly washed the  
> exposure with copious water. The skin became seriously discolored  
> and it is likely the treatment will include skin grafts.
>
> This isn=92t my area of expertise but from what I read it is a common  
> protecting group cleavage cocktail for protein synthesis.
>
> If any of you have any written procedures that would improve the  
> process we would appreciate getting a copy.
>
> Sincerely,
> -Russ
>
>
> Russell Vernon, Ph.D.
> Research Safety
> Environmental Health & Safety
> University of California, Riverside
> 900 University Ave
> Riverside, CA 92521
> www.ehs.ucr.edu
> russell.vernon**At_Symbol_Here**ucr.edu
>
> Direct (951) 827-5119
> Admin (951) 827-5528
> Fax (951) 827-5122

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