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107-05-1

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Basic Information
CAS No.: 107-05-1
Name: Allyl chloride
Article Data: 166
Molecular Structure:
Molecular Structure of 107-05-1 (Allyl chloride)
Formula: C3H5Cl
Molecular Weight: 76.5257
Synonyms: Propene,3-chloro- (8CI);1-Chloro-2-propene;2-Propenyl chloride;3-Chloro-1-propene;3-Chloropropene;3-Chloropropylene;NSC 20939;
EINECS: 203-457-6
Density: 0.939 g/cm3
Melting Point: -136 °C
Boiling Point: 41.6 °C at 760 mmHg
Flash Point: ?20°F
Solubility: 3.6 g/L (20 °C) in water
Appearance: colourless, light yellow or amber liquid
Hazard Symbols: FlammableF,HarmfulXn,DangerousN
Risk Codes: 45-46-11-20/21/22-36/37/38-48/20-50-68-40-39/23/24/25-23/24/25
Safety: 53-26-36/37-45-61-46-25-16-7
Transport Information: UN 1100 3/PG 1
PSA: 0.00000
LogP: 1.41120
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Synthetic route
624-65-7

2-propynyl chloride

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With piperazine; hydrogen In ethanol at 80℃; under 4500.45 Torr; for 24h;99%
With piperazine; hydrogen In ethanol at 100℃; under 4500.45 Torr; for 15h; Green chemistry;
With hydrogen In ethanol at 100℃; under 4500.45 Torr; for 24h; chemoselective reaction;87 %Chromat.

π-allyl(dichloro)(pentamethylcyclopentadienyl)ruthenium (IV)

A

(η(5)-C5Me5)Ru(CO)2Cl

B

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With CO In decane (CO); heating (2 h, 140°C), cooling; chromy. (silica gel, ether);A 96%
B n/a
With CO In decane (CO); heating (2 h, 120°C), cooling; chromy. (silica gel, ether);A 16%
B n/a
2155-94-4

N,N-dimethyl-2-propen-1-amine

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In toluene Reflux;96%

Ru(η5-C5H5)(η3-C3H5)Cl2

A

(η(5)-cyclopentadienyl)dicarbonylchlororuthenium(II)

B

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With CO In decane (CO); heating (2 h, 140°C), cooling; chromy. (silica gel, ether);A 93%
B n/a
187737-37-7

propene

A

557-98-2

2-chloropropene

B

26198-63-0, 78-87-5

1,2-Dichloropropane

C

542-75-6

E/Z-1,3-Dichloropropene

D

75-29-6

isopropyl chloride

E

590-21-6

propenyl chloride

F

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With aluminum oxide; copper dichloride; dibenzoyl peroxide at 489.9℃; for 0.000555556h; Product distribution; Mechanism; also other temperatures (503 K - 753 K) and initiators (chloral dioxyperoxide);A 0.7%
B 3.3%
C 0.8%
D 1.8%
E 0.9%
F 91.4%
...Expand

cis,trans-[Ir(Cl3)(-CH=CHPPh3)2(CO)(PPh3)2](ClO4)2

106-95-6

allyl bromide

cis,cis-[IrBr2(CH3)(-CH=CHPPh3)2(CO)(PPh3)](ClO4)

B

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
In chloroform A mixt. of reagents in CHCl3 was stirred at 50°C for 2 days, cooled to room temp.;; elem. anal.;;A 91%
B n/a
...Expand

Ru(η5-C5H5)(η3-C3H5)Cl2

106-42-3

para-xylene

A

(η5-C5H5)Ru(p-xylene)Cl

B

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
(N2); heating (17 h, 140°C), cooling; concn., chromy. (silica gel, MeOH);A 88%
B n/a
...Expand
106-89-8

epichlorohydrin

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
With zirconium(IV) chloride; sodium iodide In acetonitrile for 0.0166667h; Heating;87%
With Silphos; iodine In N,N-dimethyl-formamide at 20℃; for 0.416667h;74%
With iodine; triphenylphosphine In N,N-dimethyl-formamide at 20℃;
With hydrogen; triethyl phosphite In isopropyl alcohol at 100℃; under 4500.45 Torr; for 12h; Glovebox; chemoselective reaction;85 %Chromat.
1746-13-0

allyl phenyl ether

A

107-05-1

3-chloroprop-1-ene

B

108-95-2

phenol

Conditions
ConditionsYield
With bis(benzonitrile)palladium(II) dichloride In benzene for 20h; Product distribution; Heating; further subst.; use of deallylation as deprotection of phenolic hydroxyl groups;A n/a
B 86%
22416-98-4

N-allyl-N-cyclohexylmethylamine

17341-93-4

2,2,2-Trichloroethyl chloroformate

A

87876-79-7

Cyclohexyl-methyl-carbamic acid 2,2,2-trichloro-ethyl ester

B

107-05-1

3-chloroprop-1-ene

Conditions
ConditionsYield
In benzene Heating;A 85%
B n/a
...Expand
Raw Materials
7782-50-5
107-18-6
75-05-8
14370-82-2
98-59-9
64-17-5
17341-93-4
557-40-4
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    allyl chloride (CAS No.: 107-05-1)

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    allyl chloride CAS#:107-05-1 tructural formula:C3H5Cl Physical property: nature colorless flammable liquids, corrosive and irritant scent. The relative density of 0.9382 (20 / 4 ° C). Solidification point -134.5 ° C The boiling point o

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Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 (1987),p. 56Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 36 (1985),p. 39; NCI Carcinogenesis Bioassay (gavage); Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program. Community Right-To-Know List.

Standards and Recommendations

OSHA PEL: TWA 1 ppm; STEL 2 ppm
ACGIH TLV: TWA 1 ppm; STEL 2 ppm; Animal Carcinogen
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
NIOSH REL: TWA 1 ppm; CL 3 ppm/15M
DOT Classification:  3; Label: Flammable Liquid, Poison

Analytical Methods

For occupational chemical analysis use NIOSH: Allyl Chloride, 1000.

Specification

The IUPAC name of Allyl chloride is 3-chloroprop-1-ene. With the CAS registry number 107-05-1, it is also named as 1-Chloro-2-propene. The product's categories are Pharmaceutical Intermediates; omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; omega-Unsaturated Halides. It is colourless, light yellow or amber liquid with an unpleasant smell. And this chemical is slightly soluble in water, miscible with  ethanol, chloroform, ethyl ether and petroleum ether. Additionally, Allyl chloride should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.65; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.65; (4)ACD/LogD (pH 7.4): 1.65; (5)ACD/BCF (pH 5.5): 10.51; (6)ACD/BCF (pH 7.4): 10.51; (7)ACD/KOC (pH 5.5): 187.45; (8)ACD/KOC (pH 7.4): 187.45; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.4; (13)Molar Refractivity: 20.52 cm3; (14)Molar Volume: 84.5 cm3; (15)Polarizability: 8.13×10-24 cm3; (16)Surface Tension: 20 dyne/cm; (17)Enthalpy of Vaporization: 27.41 kJ/mol; (18)Vapour Pressure: 417 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Exact Mass: 76.007978; (21)MonoIsotopic Mass: 76.007978; (22)Heavy Atom Count: 4; (23)Complexity: 17.2.

Preparation of Allyl chloride: It can be obtained by high temperature chlorination of propylene. The reaction equation is CH3CH＝CH2+Cl2→ClCH2CH＝CH2+HCl.

Uses of Allyl chloride: It is used in organic synthesis, pesticide, paint, synthetic resin and also used as adhesives, lubricants, etc. And it also can react with N,N-diethyl-2-o-tolylamino-benzamide to get 2-(allyl-o-tolyl-amino)-N,N-diethyl-benzamide. This reaction needs reagent NaH and solvent dimethylformamide. The yield is 85%. 

When you are using this chemical, please be cautious about it as the following:
It is highly flammable, harmful by inhalation, in contact with skin and irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) If swallowed, seek medical advice immediately and show this container or label.

People can use the following data to convert to the molecule structure. 
1. Smiles:C(CCl)=C
2. InChI:InChI=1/C3H5Cl/c1-2-3-4/h2H,1,3H2

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LCLo inhalation 10500mg/m3/2H (10500mg/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Ecotoxicology and Environmental Safety. Vol. 6, Pg. 19, 1982.
 
guinea pig LC50 inhalation 5800mg/m3/2H (5800mg/m3) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Ecotoxicology and Environmental Safety. Vol. 6, Pg. 19, 1982.
 
human LCLo inhalation 3000ppm (3000ppm)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 86, 1969.
mouse LC50 inhalation 11500mg/m3/2H (11500mg/m3) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Ecotoxicology and Environmental Safety. Vol. 6, Pg. 19, 1982.
 
mouse LD50 intraperitoneal 155mg/kg (155mg/kg)   Shell Chemical Company. Unpublished Report. Vol. -, Pg. 1, 1961.
mouse LD50 oral 425mg/kg (425mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Ecotoxicology and Environmental Safety. Vol. 6, Pg. 19, 1982.
 
rabbit LCLo inhalation 22500mg/m3/2H (22500mg/m3) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Ecotoxicology and Environmental Safety. Vol. 6, Pg. 19, 1982.
 
rabbit LD50 skin 2066mg/kg (2066mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 63, 1948.
rat LC50 inhalation 11gm/m3/2H (11000mg/m3) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM DUODENUM		 Ecotoxicology and Environmental Safety. Vol. 6, Pg. 19, 1982.
 
rat LD50 oral 460mg/kg (460mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Ecotoxicology and Environmental Safety. Vol. 6, Pg. 19, 1982.