2-(BOC-AMINO)ETHANETHIOL Chemical Properties

Boiling point:

68 °C0.3 mm Hg(lit.)

Density 

1.049 g/mL at 20 °C(lit.)

refractive index 

n20/D 1.474(lit.)

Flash point:

>230 °F

storage temp. 

Hygroscopic, Refrigerator, under inert atmosphere

solubility 

Chloroform (Sparingly), Ethyl Acetate (Slightly)

pka

9.95±0.10(Predicted)

form 

Viscous Liquid or Low Melting Solid

Specific Gravity

1.049

color 

Clear colorless to yellow

BRN 

2243173

InChI

InChI=1S/C7H15NO2S/c1-7(2,3)10-6(9)8-4-5-11/h11H,4-5H2,1-3H3,(H,8,9)

InChIKey

GSJJCZSHYJNRPN-UHFFFAOYSA-N

SMILES

C(OC(C)(C)C)(=O)NCCS

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

10-13-23

HS Code 

29309090

Storage Class

10 - Combustible liquids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

2-(BOC-AMINO)ETHANETHIOL Usage And Synthesis

Chemical Properties

Clear colorless viscous oil

Uses

2-(Boc-amino)ethanthiol is used in the synthesis of several organic compounds including a novel, anisamide-targeted cyclodextrin nanoformulation for the delivery of siRNA to prostate cancer cells which is a potential therapeutic option. Also used in the synthesis of bifunctional azobenzene glycoconjugates for cysteine-based photosensitive cross-linking with bioactive peptides.

reaction suitability

reagent type: cross-linking reagent

Synthesis

Synthesis of 2-(Boc-amino)ethanethiol: Cysteamine hydrochloride Ra-016 (2.0g, 44mmol) and Boc anhydride (3.5g, 16mmol) were dissolved in dichloromethane (20mL), and triethylamine (2.5mL, 18mmol) was slowly added in an ice-water bath, and the reaction was carried out for 16 hours after the addition and elevated to ambient temperature, and the organic phase was dried and spin-dried to obtain a colorless oil (2.7g, 95%), which was washed with 0.5N HCl and saturated sodium chloride. Wash with 0.5N HCl, saturated sodium chloride, the organic phase was dried and spun dry to obtain colorless oil (2.7g, yield 95%). The colorless oil obtained after NMR analysis was 2-tert-butoxycarbonylaminoethanethiol.

2-(BOC-AMINO)ETHANETHIOL(67385-09-5)Related Product Information

• (BOC-CYS-OH)2
• Boc-S-Benzyl-L-cysteine
• N-Boc-S-Trityl-L-cysteine
• Boc-S-(4-methylbenzyl)-L-cysteine
• BOC-CYS-OH
• Boc-S-4-methoxybenzyl-D-cysteine
• BOC-CYS(ACM)-OH
• BOC-CYS(ET)-OH
• BOC-CYS(4-MEOBZL)-OH
• Ethanethiol
• BOC-D-CYS(BZL)-OH
• BOC-CYS(3,4-DIMETHYLBENZYL)-OH
• BOC-BETA,BETA-DIMETHYL-L-CYS(ME)-OH DCHA
• (S)-BOC-5,5-DIMETHYL-1,3-THIAZOLIDINE-4-CARBOXYLIC ACID
• BOC-CYS(BZL)-ONP
• BOC-CYS(FM)-OH
• BOC-S-(4-METHOXYBENZYL)-L-CYSTEINE DICYCLOHEXYLAMINE SALT
• BOC-CYS(TBU)-OH