2-Chloropropionic acid

Reported in EPA TSCA Inventory.

ACGIH TLV: TWA 0.1 ppm (skin) 85INA8    Documentation of the Threshold Limit Values and Biological Exposure Indices 5 (1986),136(89).
DOT Classification:  8; Label: Corrosive

The Propanoic acid,2-chloro-, with the CAS registry number 598-78-7, is also known as alpha-Chloropropionic acid. It belongs to the product categories of Organic acids; C1 to C5; Carbonyl Compounds; Carboxylic Acids. Its EINECS number is 209-952-3. This chemical's molecular formula is C₃H₅ClO₂ and molecular weight is 108.52. What's more, its systematic name is 2-chloropropanoic acid. It is a neurotoxin. It is stable at common pressure and temperature, and it should be sealed and stored in a cool, ventilated and dry place. It is mainly used to manufacture pesticide herbicides. 

Physical properties of Propanoic acid,2-chloro- are: (1)ACD/LogP: 0.30; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.22; (4)ACD/LogD (pH 7.4): -3.37; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.441; (14)Molar Refractivity: 22.31 cm³; (15)Molar Volume: 84.4 cm³; (16)Polarizability: 8.84×10^-24cm³; (17)Surface Tension: 37.6 dyne/cm; (18)Density: 1.285 g/cm³; (19)Flash Point: 68.1 °C; (20)Enthalpy of Vaporization: 46.87 kJ/mol; (21)Boiling Point: 189 °C at 760 mmHg; (22)Vapour Pressure: 0.26 mmHg at 25°C.

Preparation of Propanoic acid,2-chloro-: this chemical can be prepared by alanine at the ambient temperature. This reaction will need reagents pyridinium polyhydrogen fluoride, KCl, NaNO₂. The yield is about 74%.

Uses of Propanoic acid,2-chloro-: it can be used to produce 2-chloro-propionic acid 1-ethoxy-ethyl ester at the temperature of 5 - 10 °C. It will need reagent cupric bromide and solvent diethyl ether with the reaction time of 3 hours. The yield is about 75%.

When you are using this chemical, please be cautious about it as the following:
It is harmful in contact with skin and if swallowed. It can cause severe burns. You should not breathe gas/fumes/vapour/spray. After contact with skin, you must wash immediately with plenty of water. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: ClC(C(=O)O)C
(2)Std. InChI: InChI=1S/C3H5ClO2/c1-2(4)3(5)6/h2H,1H3,(H,5,6)
(3)Std. InChIKey: GAWAYYRQGQZKCR-UHFFFAOYSA-N

The toxicity data is as follows: