Benzenamine, 4,4'-methylenebis(2-chloro-

RTECS #
CY1050000
CAS #
101-14-4; 29371-14-0; 51065-07-7; 78642-65-6
See: NMAM or OSHA Methods
Updated
March 2019
Molecular Weight
267.17
Molecular Formula
C13H12Cl2N2
Synonyms
3,3'-Dichlor-4,4'-diaminodiphenylmethan (German)
3,3'-Dichloro-4,4'-diaminodifenilmetano (Italian)
3,3'-Dichloro-4,4'-diaminodiphenylmethane
4,4'-Diamino-3,3'-dichlorodiphenylmethane
4,4'-Methylene bis(2-chloroaniline)
4,4'-Methylene bis(2-chloroaniline) (ACGIH)
4,4'-Methylene(bis)-chloroaniline
4,4'-Methylenebis(2-chloroaniline)
4,4'-Methylenebis(o-chloroaniline)
4,4'-Methylenebis-2-chlorobenzenamine
4,4-Metilene-bis-O-cloroanilina (Italian)
Aniline, 4,4'-methylenebis(2-chloro-
Bis amine
Bis(3-chloro-4-aminophenyl)methane
Bis(4-amino-3-chlorophenyl)methane
Bis-amine A
Bisamine S
CL-Mda
Cuamine M
Cuamine MT
Curalin M
Curene 442
Cyanaset
Dacpm
Di(-4-amino-3-chlorophenyl)methane
Di-(4-amino-3-clorofenil)metano (Italian)
Diamet Kh
LD 813
MBOCA
Mboca
Methylene 4,4'-bis(o-chloroaniline)
Methylene-bis-orthochloroaniline
Millionate M
MOCA
p,p'-Methylenebis(alpha-chloroaniline)
p,p'-Methylenebis(o-chloroaniline)
Quodorole
RCRA waste number U158

Mutation Data and Reference

System TestRoute/Organism/TissueDoseReference
DNA Damage/Bacillus subtilis1 mg/discPMRSDJ 1,175,1981
DNA Damageoral/mouse600 mg/kgMUREAV 440,1,1999
DNA Damagelung/rat31.2 µmol/L/20HMUREAV 605,94,2006
DNA Damagelung/human3.9 µmol/L/20HMUREAV 605,94,2006
DNA Damageoral/rat570 mg/kgMUREAV 605,94,2006
DNA repair/Escherichia coli500 mg/LPMRSDJ 1,195,1981
gene conversion and mitotic recombination/Saccharomyes cerevisiae100 mg/LPMRSDJ 1,491,1981
micronucleus testintraperitoneal/mouse6400 µg/kgPMRSDJ 1,686,1981
micronucleus testlung/hamster20 µmol/L/6H (-enzymatic activation step)MUTAEX 26,709,2011
micronucleus testlung/hamster78 µmol/L/24H (-enzymatic activation step)MUTAEX 26,709,2011
micronucleus testlung/hamster78 µmol/L/48H (-enzymatic activation step)MUTAEX 26,709,2011
morphological transformfibroblast/mouse10 µg/LJJIND8 67,1303,1981
morphological transformembryo/rat1 mg/LJJIND8 67,1303,1981
morphological transformembryo/hamster2500 µg/LAETODY 1,241,1980
morphological transformkidney/hamster80 µg/LBJCAAI 37,873,1978
mutation in microorganismslymphocyte/mouse5 mg/L (+enzymatic activation step)EMMUEG 12(Suppl 13),103,1988
mutation in microorganisms/Salmonella typhimurium100 µg/plate (+enzymatic activation step)PMRSDJ 1,261,1981
mutation in microorganisms/Salmonella typhimurium33 µg/plate (-enzymatic activation step)ENMUDM 5(Suppl 1),3,1983
mutation in microorganisms/Escherichia coli100 µg/plate (+enzymatic activation step)PMRSDJ 1,387,1981
mutation in microorganisms/Salmonella typhimurium100 mg/L/72H (+enzymatic activation step)MUREAV 558,181,2004
phage inhibition capacity/Escherichia coli1 gm/LPMRSDJ 1,224,1981
sex chromosome loss and nondisjunction/Saccharomyes cerevisiae50 mg/LPMRSDJ 1,468,1981
sister chromatid exchangeovary/hamster500 µg/LENMUDM 7,1,1985
specific locus testoral/Drosophila melanogaster5 mmol/L/48H-continuousMUREAV 211,279,1988
Unscheduled DNA Synthesisliver/rat10 µmol/LMUREAV 204,683,1988
Unscheduled DNA Synthesisliver/hamster10 µmol/LTXAPA9 58,231,1981
Unscheduled DNA Synthesisliver/mouse10 µmol/LTXAPA9 58,231,1981
Unscheduled DNA Synthesisliver/rabbit10 µmol/LCNREA8 43,3120,1983

Tumorigenic Data and References

Route/OrganismDoseEffectReference
oral/rat toxic dose: 27 gm/kg/79W- continuousTumorigenic: Equivocal tumorigenic agent by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
NATWAY 58,578,1971
oral/rat toxic dose: 27 gm/kg/78W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
TXAPA9 31,159,1975
oral/rat toxic dose: 11 gm/kg/2Y- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Skin and Appendages: Tumors
JEPTDQ 2(1),149,1978
oral/rat toxic dose: 8100 mg/kg/77W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Endocrine: Tumors
JEPTDQ 2(1),149,1978
oral/rat toxic dose: 16 gm/kg/77W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Skin and Appendages: Tumors
JEPTDQ 2(1),149,1978
oral/rat toxic dose: 27 gm/kg/65W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Skin and Appendages: Tumors
JEPTDQ 2(1),149,1978
oral/rat toxic dose: 34 gm/kg/80W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
TXAPA9 31,159,1975
oral/rat toxic dose: 21 gm/kg/60W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Skin and Appendages: Tumors
TXAPA9 31,159,1975
oral/rat toxic dose: 24 gm/kg/57W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
TXAPA9 31,159,1975
oral/rat lowest published toxic dose: 4050 mg/kg/77W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Skin and Appendages: Tumors
JEPTDQ 2(1),149,1978
subcutaneous/rat lowest published toxic dose: 25 gm/kg/89W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
NATWAY 58,578,1971

Acute Toxicity Data and References

Route/OrganismDoseEffectReference
intraperitoneal/mouse lethal dose (50 percent kill): 64 mg/kgPMRSDJ 1,682,1981
oral/guinea pig lethal dose (50 percent kill): 400 mg/kgOlfaction: Other olfaction effects

Behavioral: Ataxia

Lung, Thorax, or Respiration: Cyanosis
GISAAA 55(6),86,1990
oral/mouse lowest published toxic dose: 83 mg/kgBlood: Methemoglobinemia- CarboxhemoglobinemiaHPV076 -,-,2005
oral/mouse lethal dose (50 percent kill): 640 mg/kgOlfaction: Other olfaction effects

Behavioral: Ataxia

Lung, Thorax, or Respiration: Cyanosis
GISAAA 55(6),86,1990
oral/rat lethal dose (50 percent kill): 1140 mg/kgHPV076 -,-,2005
oral/rat lethal dose (50 percent kill): 1140 mg/kgOlfaction: Other olfaction effects

Behavioral: Ataxia

Lung, Thorax, or Respiration: Cyanosis
GISAAA 55(6),86,1990
skin/rabbit lethal dose (50 percent kill): >5000 mg/kgHPV076 -,-,2005
subcutaneous/rat lethal dose (50 percent kill): >5 gm/kgNATWAY 58,578,1971
unreported route/rat lowest published lethal dose: 1 gm/kgBehavioral: Muscle weakness

Lung, Thorax, or Respiration: Cyanosis

Kidney, Ureter, and Bladder: Urine volume increased
AIHAAP 32,802,1971

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
intraperitoneal/rat lowest published toxic dose: 300 mg/kg/3D- intermittentBehavioral: Food intake (animal)

Endocrine: Other changes

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field
WDZAEK 7,30,1993

Reviews

OrganizationStandardReference
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-time-weighted average 0.01 ppm (skin)DTLVS* TLV/BEI,2013
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-Suspected human carcinogenDTLVS* TLV/BEI,2013
International Agency for Research on Cancer (IARC)Cancer Review:Animal Sufficient EvidenceIMEMDT 4,65,1974
International Agency for Research on Cancer (IARC)Cancer Review:Animal Sufficient EvidenceIMEMDT 57,271,1993
International Agency for Research on Cancer (IARC)Cancer Review:Animal Sufficient EvidenceIMEMDT 99,359,2010
International Agency for Research on Cancer (IARC)Cancer Review:Animal Sufficient EvidenceIMEMDT 100F,80,2012
International Agency for Research on Cancer (IARC)Cancer Review:Human Inadequate EvidenceIMSUDL 7,246,1987
International Agency for Research on Cancer (IARC)Cancer Review:Human Inadequate EvidenceIMEMDT 57,271,1993
International Agency for Research on Cancer (IARC)Cancer Review:Human Inadequate EvidenceIMEMDT 99,359,2010
International Agency for Research on Cancer (IARC)Cancer Review:Human Inadequate EvidenceIMEMDT 100F,80,2012
International Agency for Research on Cancer (IARC)Cancer Review:Group 2AIMEMDT 57,271,1993
International Agency for Research on Cancer (IARC)Cancer Review:Group 1IMEMDT 100F,80,2012
International Agency for Research on Cancer (IARC)Cancer Review:Group 1IMEMDT 99,359,2010
TOXICOLOGY REVIEWAIHAAP 39,496,1978
TOXICOLOGY REVIEWTOLED5 134,39,2002
TOXICOLOGY REVIEWMUREAV 543,201,2003
TOXICOLOGY REVIEWFCTOD7 44,1699,2006
TOXICOLOGY REVIEWMUREAV 584,1,2005
TOXICOLOGY REVIEWBCLPT* 96,131,2005
TOXICOLOGY REVIEWMUREAV 654,114,2008
TOXICOLOGY REVIEWHUTOX* -,649,1996
TOXICOLOGY REVIEWMUTAEX 23,271,2008
TOXICOLOGY REVIEWMUREAV 741,32,2012
TOXICOLOGY REVIEWMUREAV 762,37,2014
TOXICOLOGY REVIEWMUREAV 768,27,2016
TOXICOLOGY REVIEWMUTAEX 31,117,2016
TOXICOLOGY REVIEWMUREAV 802,1,2016
TOXICOLOGY REVIEWMUREAV 770,170,2016
TOXICOLOGY REVIEWRTOPDW 55,43,2009
TOXICOLOGY REVIEWRTOPDW 55,52,2009
TOXICOLOGY REVIEWMUTAEX 33,179,2018

Standards and Regulations

OrganizationStandardReference
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV;
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV
Occupational Exposure Limit-AUSTRALIAtime-weighted average 0.02 ppm (0.22 mg/m3), Carcinogen, JUL2008
Occupational Exposure Limit-AUSTRIATRK-TMW 0.02 mg/m3;KZW 0.08 mg/m3, skin, 2007
Occupational Exposure Limit-BELGIUMtime-weighted average 0.01 ppm (0.11 mg/m3), Skin, Carcinogen, MAR2002
Occupational Exposure Limit-DENMARKtime-weighted average 0.01 ppm (0.11 mg/m3), skin, carc, MAY2011
Occupational Exposure Limit-FINLANDtime-weighted average 0.01 ppm (0.11 mg/m3), skin, NOV2011
Occupational Exposure Limit-FRANCEVME 0.02 ppm (0.22 mg/m3), C2 Carcinogen, FEB2006
Occupational Exposure Limit-ICELANDtime-weighted average 0.01 ppm (0.11 mg/m3), carc, skin, NOV2011
Occupational Exposure Limit-JAPANOccupational Exposure Limit 0.005 mg/m3, skin, 2A carc, MAY2012
Occupational Exposure Limit-KOREAtime-weighted average 0.02 ppm (0.22 mg/m3), skin, 2006
Occupational Exposure Limit-MEXICOtime-weighted average 0.02 ppm (0.22 mg/m3) (skin), 2004
Occupational Exposure Limit-NEW ZEALANDtime-weighted average 0.005 mg/m3, skin, JAN2002
Occupational Exposure Limit-PERUtime-weighted average 0.01 ppm (0.1 mg/m3), JUL2005
Occupational Exposure Limit-SWEDENGroup B Carcinogen, JUN2005
Occupational Exposure Limit-SWITZERLANDMAK-week 0.02 mg/m3, carc 2, skin, JAN2011
Occupational Exposure Limit-THE NETHERLANDSMAC-TGG 0.02 mg/m3, 2003
Occupational Exposure Limit-UNITED KINGDOMtime-weighted average 0.005 mg/m3, skin, OCT2007

NIOSH Documentation and Surveillance

OrganizationStandardReference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO MOCA-air10H Carcinogen time-weighted average 0.003 mg/m3 (Sk)NIOSH* DHHS #92-100,1992
National Occupational Exposure Survey 1983Hazard Code 83341; Number of Industries 1; Total Number of Facilities 4; Number of Occupations 1; Total Number of Employees Exposed 114
National Occupational Hazard Survey 1974Hazard Code 83341; Number of Industries 15; Total Number of Facilities 376; Number of Occupations 13; Total Number of Employees Exposed 2094

Status in Federal Agencies

OrganizationReference
ATSDR TOXICOLOGY PROFILE (NTIS** PB/95/100186/AS)
EPA GENETOX PROGRAM 1988, Positive/dose response: Cell transform.-BALB/c-3T3
EPA GENETOX PROGRAM 1988, Positive: Carcinogenicity-mouse/rat
EPA GENETOX PROGRAM 1988, Positive: Cell transform.-RLV F344 rat embryo
EPA GENETOX PROGRAM 1988, Positive: Cell transform.-SA7/SHE; Mammalian micronucleus
EPA GENETOX PROGRAM 1988, Positive: Histidine reversion-Ames test
EPA TSCA Section 8(b) CHEMICAL INVENTORY
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
NIOSH Analytical Method, 1994: MBOCA in urine, 8302
NTP 14th Report on Carcinogens,2016:Reasonably anticipated to be human carcinogen
On EPA IRIS database
OSHA ANALYTICAL METHOD #24
OSHA ANALYTICAL METHOD #ID-71
Page last reviewed: November 16, 2018