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75-47-8

Basic Information
CAS No.: 75-47-8
Name: Methane, triiodo-
Article Data: 159
Cas Database
Molecular Structure:
Molecular Structure of 75-47-8 (Methane, triiodo-)
Formula: CHI3
Molecular Weight: 393.732
Synonyms: Carbontriiodide;Dezinfekt V;NSC 26251;Triiodomethane;
EINECS: 200-874-5
Density: 3.864g/cm3
Melting Point: 119-122 °C
Boiling Point: 250.668 °C at 760 mmHg
Flash Point: 128.988 °C
Solubility: insoluble in water, soluble in benzene,diethyl ether and acetone
Appearance: yellow solid with a characteristic pungent and
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 26-36/37/39-22
Transport Information: UN 1851
PSA: 0.00000
LogP: 2.57500
Synthetic route
109-73-9

N-butylamine

98-86-2

acetophenone

A

75-47-8

iodoform

B

2782-40-3

N-butylbenzamide

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iodine In water; Petroleum ether at 0℃; for 12h; Reagent/catalyst; Solvent;A 30%
B 85%
141-79-7

4-methyl-pent-3-en-2-one

75-47-8

iodoform

Conditions
ConditionsYield
With iodonitrogen
64-17-5

ethanol

507-25-5

carbon tetraiodide

75-47-8

iodoform

Conditions
ConditionsYield
at 100℃;
64-17-5

ethanol

75-47-8

iodoform

Conditions
ConditionsYield
With iodine
With iodine in gleicher Weise entsteht es aus Aceton,Aldehyd,Milchsaeure usw.,ueberhaupt aus Koerpern,welche die Gruppen CH3.CO.C...oder CH3.CH(OH).C...enthalten;
With water; iodine; potassium carbonate ueber mehrere Stufen;
67-66-3

chloroform

75-47-8

iodoform

Conditions
ConditionsYield
With calcium iodide at 100℃;
1493-01-2

fluorodiiodomethane

75-47-8

iodoform

Conditions
ConditionsYield
beim Belichtung;
507-25-5

carbon tetraiodide

141-52-6

sodium ethanolate

75-47-8

iodoform

507-25-5

carbon tetraiodide

151-50-8

potassium cyanide

75-47-8

iodoform

507-25-5

carbon tetraiodide

75-47-8

iodoform

Conditions
ConditionsYield
With water; calcium oxide In methanol; water hydrolysis of CI4 in MeOH in the presence of CaO or sodium phenolate, no formation of CHI3;;0%
With water; potassium iodide In water formation of CHI3 on boiling CI4 with H2O in the presence of KI or dild. mineral acids;;
With potassium cyanide
With potassium hydroxide
98142-61-1

3-iodo-2,4-pentanedione

furan-2,3,5(4H)-trione pyridine (1:1)

A

75-47-8

iodoform

B

64-19-7

acetic acid

C

67-64-1

acetone

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Consensus Reports

NCI Carcinogenesis Bioassay (gavage); No Evidence: mouse, rat NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-110 ,1978. . Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 0.6 ppm (skin)
ACGIH TLV: TWA 0.6 ppm

Specification

Iodoform, with the CAS registry number 75-47-8, is also named as Triiodomethane. It belongs to the product category of Organics. Its EINECS number is 200-874-5. This chemical's molecular formula is CHI3 and molecular weight is 393.73. What's more, its systematic name is Iodoform. Its classification codes are: (1)Drug / Therapeutic Agent; (2)Mutation data; (3)Tumor data.This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, heat and fire. It is occasionally used as a disinfectant.

Physical properties of Iodoform are: (1)ACD/LogP: 3.118; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.12; (4)ACD/LogD (pH 7.4): 3.12; (5)ACD/BCF (pH 5.5): 138.00; (6)ACD/BCF (pH 7.4): 138.00; (7)ACD/KOC (pH 5.5): 1183.94; (8)ACD/KOC (pH 7.4): 1183.94; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.851; (13)Molar Refractivity: 45.549 cm3; (14)Molar Volume: 101.897 cm3; (15)Polarizability: 18.057×10-24cm3; (16)Surface Tension: 66.8 dyne/cm; (17)Density: 3.864 g/cm3; (18)Flash Point: 128.988 °C; (19)Enthalpy of Vaporization: 46.821 kJ/mol; (20)Boiling Point: 250.668 °C at 760 mmHg; (21)Vapour Pressure: 0.03 mmHg at 25°C.

Preparation of Iodoform: this chemical can be synthesized in the haloform reaction by the reaction of iodine and sodium hydroxide with any one of these four kinds of organic compounds: (i) a methyl ketone: CH3COR, acetaldehyde, ethanol, and certain secondary alcohols (CH3CHROH, where R is an alkyl or aryl group).

Uses of Iodoform: it can be used to produce 1,1-diiodo-octan-2-ol at the temperature of 0 °C. It will need reagents samarium iodide, 1 M HCl and solvent tetrahydrofuran with the reaction time of 45 min. The yield is about 60%.

Iodoform can be used to produce 1,1-diiodo-octan-2-ol at the temperature of 0 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. You should not breathe dust. 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.

You can still convert the following datas into molecular structure:
(1)SMILES: IC(I)I
(2)Std. InChI: InChI=1S/CHI3/c2-1(3)4/h1H
(3)Std. InChIKey: OKJPEAGHQZHRQV-UHFFFAOYSA-N

The toxicity data is as follows: 

Organism

Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral 10gm/kg (10000mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: TREMOR
Zeitschrift fuer Experimentelle Pathologie und Therapie. Vol. 1, Pg. 446, 1905.
frog LDLo unreported 606mg/kg (606mg/kg)   Zeitschrift fuer Experimentelle Pathologie und Therapie. Vol. 1, Pg. 446, 1905.
guinea pig LD50 oral 487mg/kg (487mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Zdravookhranenie Turkmenistana. Public Health of Turkmenistan. Vol. 27(5), Pg. 9, 1983.
mammal (species unspecified) LDLo oral 1gm/kg (1000mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
mammal (species unspecified) LDLo subcutaneous 1500mg/kg (1500mg/kg)   "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1289, 1935.
mouse LD50 oral 470mg/kg (470mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(11), Pg. 74, 1987.
mouse LD50 subcutaneous 630mg/kg (630mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: ANTIPSYCHOTIC

VASCULAR: OTHER CHANGES
Toxicology and Applied Pharmacology. Vol. 4, Pg. 354, 1962.
rabbit LD50 oral 450mg/kg (450mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Zdravookhranenie Turkmenistana. Public Health of Turkmenistan. Vol. 27(5), Pg. 9, 1983.
rabbit LDLo subcutaneous 500mg/kg (500mg/kg)   Zeitschrift fuer Experimentelle Pathologie und Therapie. Vol. 1, Pg. 446, 1905.
rat LC50 inhalation 165ppm/7H (165ppm) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION Journal of Toxicology and Environmental Health. Vol. 8, Pg. 59, 1981.
rat LD50 oral 355mg/kg (355mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Zdravookhranenie Turkmenistana. Public Health of Turkmenistan. Vol. 27(5), Pg. 9, 1983.
rat LD50 skin 1184mg/kg (1184mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Zdravookhranenie Turkmenistana. Public Health of Turkmenistan. Vol. 27(5), Pg. 9, 1983.